12TH CBSE DPP 37. Aldehydes, Ketones and Carboxylic Acids MCQ ASSERTION REASON CS Q

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RAVI MATHS TUITION CENTER , CHENNAI- 82.

WHATSAPP -
8056206308
FOR ANSWERS Aldehydes , Ketones And Carboxylic Acids

JUST CLICK 12th Standard


Chemistry
THIS BOX
150 x 1 = 150
1) When a mixture of calcium benzoate and calcium acetate is dry distilled, the resulting compound is
(a) acetophenone (b) benzaldehyde (c) benzophenone (d) acetaldehyde
2) The formation of cyanohydrin from acetone is which type of reaction ?
(a) Electrophilic substitution (b) Electrophilic addition (c) Nucleophilic addition
(d) Nucleophilic substitution
3) The increasing order of the rate of HCN addition to compounds, A ----------- D is
A. HCHO B. CH3COCH3 C. PhCOCH3 D. PhCOPh
(a) A < B < C < D (b) D < B < C < A (c) D < C < B < A (d) C < D < B < A
4) With which of the following reagents, carbonyl compound shows addition cum elimination reaction?

8
(a) PCl5 (b) Brady's reagent (c) HCN (d) all of these
5) In a reaction, RCHO is reduced to RCH3 using amalgamated zinc and concentrated HCl and warming

30
the solution. The reaction is known as
(a) Meerwein-Ponndorf reaction (b) Clemmensen reduction (c) Wolff-Kishner reduction
(d) Schiff's reaction
6) A mixture of benzaldehyde and formaldehyde on heating with aqueous NaOH solution gives
06
(a) benzyl alcohol and sodium formate (b) sodium benzoate and methyl alcohol
(c) sodium benzoate and sodium formate (d) benzyl alcohol and methyl alcohol
7) Which of the following organic compounds answers both iodoform test and Fehling's test?
(a) Ethanal (b) Propanone (c) Ethanol (d) Methanol
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8) The chemical that undergoes self-oxidation and self-reduction in the same reaction is
(a) benzyl alcohol (b) acetone (c) formaldehyde (d) acetic acid
9) The compound that does not undergo Cannizzaro reaction is
(a) formaldehyde (b) acetaldehyde (c) benzaldehyde (d) trimethylacetaldehyde
5

10) Methyl ketones are characterized through


(a) Tollens' reagent (b) Iodoform test (c) Schiff's reagent (d) Fehling's solution
80

11) In urotropine, the number of N ----- N bond is


(a) 6 (b) 4 (c) 2 (d) 0
12) The product formed in Aldol condensation is
(a) an alpha, beta unsaturated ester (b) a beta hydroxy acid (c) a beta hydroxyaldehyde or ketone
(d) an alpha hydroxy aldehyde or ketone
13) The general formula Cn H2n O2 could be for open chain
(a) dialdehydes (b) diketones (c) carboxyilc acids (d) diols
14) Chlorination of toluene in presence of light and heat followed by treatment with aqueous NaOH gives :
(a) o-Cresol (b) p-Cresol (c) 2, 4 - Dihydroxytoluene (d) Benzoic acid
15) Identify the correct order of boiling points of the following compounds :
CH3CH2CH2CH2OH (1), CH3CH2CH2CHO (2), CH3CH2CH2COOH (3)
(a) 1 > 2 > 3 (b) 3 > 1 > 2 (c) 1 > 3 > 2 (d) 3 > 2 > 1
16) When propionic acid is treated with aqueous sodium bicarbonate, CO2 is liberated. The 'C' of
CO2 comes from
(a) methyl group (b) carboxylic acid group (c) methylene group (d) bicarbonate
17) Which is most acidic?
(a) CCl3COOH (b) CHCl2COOH (c) CH2ClCOOH (d) CH3COOH
18) Which of the following cannot reduce 'Tollens' reagent ?
(a) HCOOH (b) HCHO (c) CH3CHO (d) CH3COCH3
19) Formic acid can be distinguished from acetic acid by reaction with
(a) NaHCO3 (b) dil.acidified KMnO4 solution (c) 2, 4-dinitrophenylhydrazine (d) Na metal
20) The IUPAC name of the compound is
(a) 4-methoxy-2-nitrobenzaldehyde (b) 4-formyl-3-nitroanisole (c) 4-methoxy-6-nitrobenzaldehyde
(d) 2-formy-5-methoxynitrobenzene
21) Acetic acid is treated with Ca(OH)2 and the product so obtained is subject to dry distillation. The final
product is
(a) propanal (b) ethanol (c) ethanal (d) propanone

8
22)
+ 2+
H3 O ,H g

Identify the product of the reaction PhC ≡ CMe −−−−−−−→?

(a) PhCH2CH2CHO (b) PhCOCH2CH3 (c) phCH2COCH3 (d) PhCOCOMe

30
23) One mole of a symmetrical alkene on ozonolysis gives two moles of an aldehyde having a molecular
mass of 44 u. The alkene is
(a) 2-butene (b) ethene (c) propane (d) 1-butene
24) Ozonolysis of an organic compound 'A' produces acetone and propinaldehyde in equimolar mixture.
06
Identify 'A' from the following compounds
(a) 2-Methyl-1-pentene (b) 1-pentene (c) 2-Pentene (d) 2-Methyl-2-pentene
25) Ozonolysis of an organic compound gives formaldehyde as one of the peoducts. tHis confirms the
presence of
62

(a) a vinyl group (b) an isopropyl group (c) an acetylene triple bond (d) two ethylenic double bonds
26) Which of the following is the industrial method of preparation of acetaldeyde ?
+
SnC I2 H3 O Pd

(a) CH3CN −−−→ CH3CH = NH −−−→ (b) CH3COCI + H2 −−−−→ CH3CHO + HCI
HCI BaSO4
5

2+

(c) CH2 = CH2 + H2O −−−→ Pd


(d) All of the above.

27) Which of the following on heating with aqueous KOH, produces acetaldehyde
80

(a) CH3CH2CI (b) CH2CI.CH2CI (c) CH3CHCI2 (d) CH3COCI


28) In the following sequence of reactions :
KM nO4 SOC I2 H2 /P d

Tolune −−−−−→ A −−−−→ B −−−−→ C


Baso 4

The product A is
(a) C6H5CH2OH (b) C6H5CHO (c) C6H5COCH3 (d) C6H5CI
29) By which one of the following reactions ketones cannot prepared ?
(a) Hydration of alkynes (b) Hydrolysis of gem-dihalides (c) Dry distillation of calcium carboxylates
(d) Stephen's reaction (e) Ozonolysis of appropriately substituted alkenes
30) In the following reaction :
+
Ether H3 O

RMgX + HC(OEt)3 −−−→ −−−→

(a) RCHO (b) R2CHOEt (c) R3CH (d) RCH(OEt)2


31) 4-Methoxyacetophenone can be prepared from anisole by
(a) Reimer-Tiemann reaction (b) Kolbr's reaction (c) Friedel-Crafs reaction (d) Wurtz reaction
(e) Cannizzaro reaction
32) X

CH3CH2 __ C ≡ N− → CH3CH2
__
CHO
The reagent/s X is (are)
(a) SnCl2/HCI,H2O/boil (b) H2/Pd - BaSO4 (c) LiAIH4/ether (d) NaBH4/ether,H3O+
33) Arrange the following compounds in increasing order of their reactivity in nucleophilic addition
reactions.
Ethanal (I), Propanal (II), Propanone (III),Butanone (IV)
(a) III < II < I < IV (b) II < I < III < IV (c) IV < III < II < I (d) I < II < III < III < IV
34) Which the following will react with water
(a) CHCI3 (b) CI3CCHO (c) CCI4 (d) CICH2CH2CI
35) A carbonyl compound reacts with hydrogen cyanic to form a cyanhydrin which on hydrolysis forms a
racemic mixture of α -hydroxy acid. The carbonyl compound is
(a) formaldehyde (b) acetaldheyde (c) acetone (d) diethyl ketone
36) The reagent used for separation of acetaldehyde and a acetophenone is
(a) NaHSO3 (b) C6H5NHNH2 (c) NH2OH (d) NaOH ___
I2
37) Consider the reaction :
__
RCHO + NH2NH2 ⟶ RCH = N NH2

8
What short of reaction is it?
(a) Electrophilic addition - elimination reaction (b) Free radical addition - elimination reaction

30
(c) Free radical addition - elimination reaction (d) Nucleophilic addition - elimination reaction
38) Reaction of Carbonyl compound with one of the following reagents involves nucleophilic addition
followed by elemination of water. The reagent is
(a) hydrazine in presence of feelby acidic solution (b) hydrocyanic acid (c) sodium hydrogen sulphite
06
(d) Grignard reagent
39) The smallest ketone and its next homologue are reacted with NH2OH to form oxime
(a) two different oximes are formed (b) three different oximes are formed
(c) two oximes are optically active (d) all oximes are optically active
62

40) Which one of the following is reduced with zinc and hydrochloric acid to give the corresponding
hydrocarbon ?
(a) ethyl acetate (b) acetic acid (c) acetamide (d) butan-2-one
41) During reducion of aldehyes with hydrazine and potassium hydroxide, the first is formation of
5

__ __ __ __ __ __
(a) R C ≡ N (b) R CO NH2 (c) R CH = NH (d) R CH = N NH2
42) Benxaldehyde and acetone can be best distinguished using
80

(a) Fehling's solution (b) sodium hydroxide solution (c) 2, 4-DNP (d) Tollens' reagent
43) C3H5O did not give a silver mirror with Tollens' reagent, but give an oxmic with hydroxmine. reagent,
but gave an oxmie with hydroxylamine.It can give possitive
(a) iodoform test (b) Fehling's test (c) Schiff's test (d) Carbylamine test
44) Oxidation of acetaldehyde with selenium dioxide produces
(a) ethanoic acid (b) methanoic acid (c) glyoxal (d) oxalic acid
45) Iodofrom test is not given by
(a) 2-pentanone (b) 3-pentanone (c) ethanal (d) ethanol
46) Iodoform can be prepared form all except
(a) butan-2-one (b) acetophenone (c) propan-2-ol (d) propan-1-ol
47) CH3CHO and C6H5CH2 can be distinguished chemically by
(a) Benedict's rect (b) Iodoform test (c) Tollens'reagent test (d) Fehling's solution test
48) For making distination between 2-pentanone and 3-pentanone, the reagent employed is
(a) K2Cr2O7/H2SO4 (b) Zn-Hg/HCI (c) SeO2 (d) Iodine/NaOH
49) An organic compound 'X' having molecular formula C5H10O yields phenydrazone and gives negative
response to the iodoform test and Tollens'test. It products n-pentane on reduction. 'X' could be
(a) 3-pentanone (b) n-amyl alcohol (c) pentanal (d) 2-pentanone
50) A carbonyl compound with molecular weight 86, does not reduce Fehling's solution but forms
crystalline bisulphite derivatibe and gives iodoform test. The possible compound can be
(a) 2-pentanone and 3-pentanone (b) 2-pentanone and 3-methyl-2-butanone
(c) 2-pentanone and pentanal (d) 3-pentanone and 3-methyl-2-butanone
51) (CH3)2C = CHCOCH3 can be oxidised to (CH3)2C = CHCOOH by :
(a) Chromic acid (b) NaOI (c) Cu at 300oC (d) KMnO4
52) The cross aldol product formed when propanal acts as the electrophile and butanal as nucleophile is
(a) 3-hydroxy-2-methylpentanal (b) 3-hydroxy-2-methylhexanal (c) 2-ethyl-3-hydroxylpentanal
(d) 2-ethyl-3-hydroxyhexanal
53) Aldol condensation between which of the following two compounds followed by dehydration gives
methyl vinyl ketone ?
(a) Formaldehyde and acetone (b) Formaldehyde and acetaldehyde
(c) Two molecules of acetaldehyde (d) Two molecules of acetone

8
54) A compound of molecular formula CH 100% (A) reacts with Tollens' reagent to give silver mirror but
does not undergo aldol condensation. The compound A is
(a) 3-pentanone (b) 2,2-dimethylpropanal

30
(c) 3-hydroxy-2-pentene (d) 3-methyllbutanone
55) Identify the combination of compounds that undergo Aldol condensation followed by dehydration to
produce but-2-enal.
(a) methanal and ethanal (b) two moles of ethanal (c) methanal and propanone
06
(d) two moles of ethanol
56) 1.C H3 M gBr 1.dil.N aOH

P −−−−−−−→ R−−−−−−−→ 4-methylpent-3-en-2-one P is


+
2.H3 O 2.△

(a) propanone (b) ethanamine (c) ethaneitrile (d) ethanal


62

57) Acetone on distillation with conc.H2SO4 forms


(a) phorone (b) acrolein (c) mesitylene (d) mesityl oxide
58) Aldol condensation does not occur between
5

(a) two different aldehydes (b) two different ketones (c) an aldehyde and a ketone
(d) an aldehyde and an ester
80

59) If the enolate ion combines with the carbonyl group of an ester, we get
(a) aldol (b) α, β - unstaurated ester (c) β - ketoaldehyde (d) acid
60) When a mixture of benzaldehyde and acetophenone is treated with dilute NaOH at 298 K, if forms
(a) 2,3-diphenylpropanal (b) 1,1-phenylpropan-1-ol-2-one (c) 1,3-diphenylprop-2-en-1-one
(d) 1,2-diphenylprop-2-1-one (e) 1,3-diphenylprop-2-en-1-al
61) Self-condensation of two moles of ethyl acetate in presence of sodium ethoxide yields
(a) ethyl propionate (b) ethyl butyrate (c) acetoacetic ester (d) methyl acetoacetate
62) Trichloroacetaldehyde was subjected to Cannizaro's reaction by using NaOH. THe mixture and another
products contains sodium trichloroacetate and other compound . The other compound is
(a) trichloromethanol (b) 2,2,2-trichloropropanol (c) chloroform (d) 2,2,2-trichloromethanol
63) In the Cannizaro reaction given below,

OH
__ __
2 Ph CHO −−−→ Ph CH2OH + PhCO-2, the slowest step is
(a) the attack of - OH at the carbonyl group (b) the transfer of hydride ion to the carbonyl group
(c) the transfer of hydride ion to the carbonyl group
(d) the abstraction of a proton from the carboxylic acid (e) the deprotonation of Ph __ CH2OH
64) If heavy water is taken as solvent instead of normal water white performing Cannizarro reaction, the
products of the reaction are
(a) RCOO- + RCH2OH (b) RCOO- + RCH2OD (c) RCHOOD + RCD2OD (d) RCOO- + RCD2OD
65) Which of the following combination of aldehydes gives croos Cannizzaro reaction ?
(a) CH3CHO, HCHO (b) C6H5CHO, CH3CHO (c) C6H5CHO, HCHO (d) all of these
66) Which of the following reagents converts C6H5COCHO to C6H5CHOHCOOH ?
(a) Aq. NaOH (b) Acidic Na2SO3 (c) Na2CrO4/H2SO4 (d) NaNO2/HCI
67) Which of the following reactions will not result in the formation of carbon-carbon bonds ?
(a) Fridel-Crafts acylation (b) Reimer-Tiemann reaction (c) Cannizzaro reaction (d) Wurtz reaction
68) Which of the following reagents reacts differently with HCHO, CH3CHO, and CH3COCH3?
(a) HCN (b) NH2NH2 (c) NH2OH (d) NH3
69) An organic compound with the molecular formula C8H8O forms 2, 4 - DNP derivative, reduces Tollens'
reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1,2-benzene dicarboxylic acid.
The organic compound is
(a) e-ethylbenzaldehyde (b) 2-methylbenzaldehyde (c) acetophenone (d) 3-methylbenzaldehyde

8
70) The compound formed as a result of oxidation of ethylbenzene by KMnO4 is :
(a) benzyl alcohol (b) benzophenone (c) acetophenone (d) benzoic acid

30
71) Zn C H3 C I Alk.

Phenol −−→ X −−−−−−−−→ Y −−−−−→ Z, The product Z is


dust Anhyd.AI C I3 KM nO 4

(a) benzaldehyde (b) benzoic acid (c) benzene (d) toluene


72) R - CH2 _ CH2OH can be converted into RCH2CH2COOH. The correct sequence of reagents is
06
(a) PBr3,KCN,H+ (b) PBr3,KCN,H2 (c) KCN,H+ (d) HCN, PBr3, H+
73) Alc.KOH

The acid D obtained through the following sequence of reactions is: C2H5Br −−−−−→ A
+
Br2 KC N H3 O

−−−→ B −−−−→ C −−−→ D


C C I4 (excess)
62

(a) succinic acid (b) malonic acid (c) maleic acid (d) oxalic acid
74) Grinard reagents and organolithium compounds on addition to dry ice separately,followed by
hydrolysis gives
(a) ketones and carboxylic acids respectively (b) carboxylic acids and ketones respectively
5

(c) only carboxylic acids (d) only ketones


75) Butan-2-one can be converted to propionic acid by which of the following :
80

(a) NaOH. NaIH+ (b) Fehling solution (c) NaOH,I2/H+ (d) Tollens'reagent
76) C6H514COOH on heating with Na2CO3 realeases
(a) CO2 (b) 14 (c) CO (d) none of these
CO2
77) The correct order of acidic strength of carboxylic acids is
(a) formic acid < benzoic acid < acetic acid (b) formic acid < acetic acid < benzoic acid
(c) acetic acid < formic acid < benzoic acid (d) acetic acid < benzoic acid < formic acid
78) Which of the following compounds would have the smallest value for pKa ?
(a) CF2CH2COOH (b) CH3CH2CF2COOH (c) CH2FCHFCH2COOH (d) CH3CH2CH2COOH
79) Which of the following presents the correct order of the activity in the given compounds?
(a) FCH2COOH > CICH2COOH > BrCH2COOH > CH3COOH
(b) CH3COOH > BrCH2COOH > CICH2COOH > FCH2COOH
(c) FCH2COOH > CICH2COOH > BrCH2COOH > CICH2COOH
(d) BrCH2COOH > CICH2COOH > FCH2COOH > CH3COOH
80) The correct order of decreasing acid strength of trichloroacetic (A), trifluoroacetic acid (B), benzoic acid
(C) and formic acid (D) is
(a) A > B > C > D (b) A > C > B > D (c) B > A > D > C (d) B > A > C > D
81) The strongest acid amongst the following compounds is
(a) HCOOH (b) CH3CH2CH2COOH (c) CICH2CH2CH2COOH (d) CH3COOH
82) The decreasin order of acidity amoung the following compounds, ethanol (1), 2, 2, 2-trifluorethanol (II),
trifluoroacetic acid (III) and acetic acid (IV) is
(a) III > II > IV > I (b) IV > III > II > I (c) I > II > III > IV (d) III > IV > II > I
83) Amoung the following compounds. most acidic is
(a) p-nitrophenol (b) p-hydroxybenzoic acid (c) o-hydroxybenzoic acid (d) p-toluic acid
84) The correct increasing order of the acid strength of benzoic acid (I), 4-nitrobenzoic acid (II),3, 4-
finitrobenzonic acid (III) and 4-methoxybenzoic acid (IV) is
(a) I < II < III < IV (b) II < I < IV < III (c) IV < I < II < III (d) IV < II < I < III (e) I < IV < II < III
85) Amoung the given compounds, the most susceptible to nucleophilic attack at the carbonyl group group
is
(a) CH3COCI (b) CH3COOCH3 (c) CH3CONH2 (d) CH3COOCOH3

8
86) When acetyl chloride reacts with sodium propionate, the product formed is

30
(a) acetic anhydride (b) acetic propionic anhydride (c) n-propyl acetate (d) Pentane-2, 4-dione
87) Among the followig compounds, the one(s) that gives effervescence with aqueous NaHCO3 solution is
(are)
I.(CH3CO)2O
II.CH3COOH
06
III.PhOH
IV.CH3COCHO
(a) I and II (b) I and III (c) only II (d) I and IV
88) A liquid was mixed with ethanol and a drop of concentrated H2SO4 was added. A compound with a
62

fruity smell was formed. The liquid was


(a) HCHO (b) CH3COCH3 (c) CH3COOH (d) CH3OH
89) Sodium ethoxide reacts with ethanoyl chloride. The compound that is produced in the above reaction
is
5

(a) 2-butanone (b) ethyl chloride (c) ethyl ethanoate (d) diethyl ether
+

90) H3 O

CH3COOH −−−→ B + H2O In the above reaction, 'A' and 'B' respectively are
80

(a) CH3COOC2H5, C2H5OH (b) CH3CHO, C2H5OH (c) C2H5OH, CH3CHO


(d) C2H5OH, CH3COOC2H5
91) Methyl benzoate can ve prepared by
+
P yridine
(a) C H COOH + CH OH −→ H
(b) C H COCI+ CH OH −−−−−→ (c) C6H5COOH + CH3N2 ⟶
6 5 3 − 6 5 3
(d) All the above methods
92) When CH2 = CH _ COOH is reduced with LiAIH4 the compound obtained will be
(a) CH3 _ CH2 _ CHO (b) CH3 _ CH2 _ COOH (c) CH2 = CH _ CH2OH (d) CH3 _ CH2 _ COOH
93) Propinic acid with Br2/P yields a dibromo product. Its structure would be
(a) CHBr2 _ CH2COOH (b) CH2Br _ CH2COBr (c) CH3 _ CBr2 _ COOH (d) CH2Br _ CHBr _ COOH
94) Which of the following acids on heating loses a molecule of H2O to form an α, β - unsaturated acid ?
(a) CH3CHOCOOH (b) HOCH2COOH (c) CH3CHOHCH2COOH (d) HOCH2CH2CH2COOH
95) The distinguishing test between methanoic acid and ethanoic acid is
(a) Tollens' test (b) sodium bicarbonate test (c) Litmus test (d) esterification test
96) Which of the following reagents are used for detecting the presence of carbonyl group ?
(a) NH2OH (b) NH2NH2 (c) H2NCONHNH2.HCI (d) C6H5NHNH2.HCI
97) Benzophenone (C6H5COC6H5) will react with
(a) NaHSO3 (b) CH3OH (c) HCN (d) NH2OH
98) Which of the following statements about benzaldehyde is are true ?
(a) Reduces Tollens ' reagent (b) Undergoes aldol condensation (c) Undergoes Cannizzaro reaction
(d) Does not form an addition compound with sodium hydrogen sulphite
99) Which of the following on oxidation with alkaline KMnO4 followed by acidification with dil. HCI gives
benxoic acid
(a) tolune (b) ethylbenzene (c) isopropylbenzene (d) tert-butylbenzene
100) Which of the following statements are correct about HCOOH ?
(a) It is a stronger acid than CH3COOH (b) It forms formyl chloride with PCI5
(c) It gives CO and H2O on heating with conc. H2SO4 (d) It reduces Tollens' reagent
101) Which of the following can reduce Fehling's solution ?
(a) Formic acid (b) Formaldehyde (c) Acetic acid (d) Acetaldehyde

8
102) Phenol and benzoic acid may be distinguished by their reaction with
(a) aqueous NaOH (b) aqueous COCH3 (c) neutral FeCI3 (d) Br2 - H2O

30
103) Hydroxylamine reacts with
(a) CH3COCI (b) CH3COCH3 (c) CH3COOC2H5 (d) CH3CONH2
104) The correct order of increasing acidic strength is ________________.
(a) Phenol (b) Ethanol (c) Ethanol (d) Chloroacetic acid
06
105) The reagent which does not react with both, acetone and benzaldehyde is
(a) Sodium hydrogensulphite (b) Phenyl hydrazine (c) Fehling's solution (d) Grignard reagent
106) Which of the following compounds will give butanone on oxidation with alkaline KMnO4 solution?
62

(a) Butan - I - oI (b) Butan - 2 - ol (c) Both of these (d) None of these
107) In Clemmensen reduction, carbonyl compound is treated with _____________ .
(a) Zinc amalgam + HCI (b) Sodium amalgam + HCI (c) Zinc amalgam + nitric acid
(d) Sodium amalgam + HNO3
5

108) Which of the following conversions can be carried out by Clemmensen reduction ?
(a) Benzaldehyde into benzyl alcohol (b) Cyclohwxanonc into cyclohexane
80

(c) Benzoyl chloride into benzaldehyde (d) Benzophenonc into diphenylmethane


109) Through which of the following reactions number of carbon atoms can be increased in the chain ?
(a) Grignard reaction (b) Cannizzaro's reaction (c) Aldol condensation (d) HVZ reaction
110) Benzophenone can be obtained by ______________ .
(a) Benzoyl chloride + Benzene + AICI3 (b) Benzoyl chloride + Diphenylcadmium
(c) Benzoyl chloride + Phenylmagnesium chloride (d) Benzene + Carbon monoxide + ZnCI2
111) Addition of water to butyne occurs in acidic medium and in the presence of Hg2+ ions as a catalyst.
The product formed is

(a) (b) (c) (d)

112) In the reaction,H 3C ⟶ CH = CH − CH 2 − CH 2 − CN

Identify the product formed in the given reaction.

(a) H3 C − CH 2 CH 2 CH 2 CH 2 CN (b) H3 C − CH = CH − CH 2 CH 2 CHO (c) H3 CCH2 CH 2 CH 2 CH 2 CHO

(d) None of the above


113) Which of the following compounds is most reactive towards nucleophilic addition reactions?

(a) (b) (c) (d)

114) Which of the following reagents is/are used in the given reaction? "RCHO ⇾ RCOOH".
(a) Nitric acid (b) Potassium dichromate (c) Tollen's reagent (d) All of the above
115) Cannizzaro's reaction is not given by ____________.

(a) (b) (c) HCHO (d) CH3CHO

116) IUPAC name of α - acetyl succinic acid is


(a) 2 - (1-oxoethyl) butane-1,4-dioic acid (b) 3 - (2-oxoethyl) butane-1,4-dioic acid
(c) Hexan - 1, 6-dioic acid (d) Butane -1,4 - dicarboxylic acid
117) Select the reagent for the given conversion.
CH 3 (CH 2 ) CH 2 OH ⟶ CH 3 (CH 2 ) COOH
8 8

(a) KMnO4 in acidic,neutral, alkaline media (b) K2Cr2O7 in acidic media (c) CrO3 in acidic media
(d) All of the above
118) Select the acid(s) which cannot be prepared by Grignard reagent?

8
(a) Acetic acid (b) Succinic acid (c) Formic acid (d) All of these

30
119) Which of the following is the strongest acid?
(a) CH3COOH (b) CICH2COOH (c) Cl2HCOOH (d) CI3C-COOH
120) Which of the following reagents is/are used for the conversion of ethanoic acid to ethanoic anhydride?
(a) SOCI2, ∆ (b) PCI3, ∆ (c) P2O5, ∆ (d) All of these
06
121) Sodalime is the mixture of
(a) NaOH and CaO in the ratio of 3 : 2 (b) NaOH and CaO in the ratio of 1:3
(c) NaOH and CaO in the ratio of 3 : 1 (d) NaOH and CaO in the ratio of 2 : 3
122) What is the by-product formed in this reaction
62

(a) NaHCO3 (b) CO2 (c) Na2HCO3 (d) Na2CO3


123) The product formed during Hell - Volhard - Zelinsky reaction is
5

(a) (b) (c) (d)


80

124) What is the common name of dimethyl ketone?


(a) Ether (b) Acetone (c) Acetophenone (d) Benzophenone
125) In the vapour phase or in the aprotic solvents carboxylic acids exist as
(a) dimer (b) trimer (c) tetramer (d) All of these
126) Ethyne + H2O Product formed in the given reaction is

(a) benzaldehyde (b) acetaldehyde (c) ethanoic acid (d) ethanoyl chloride
127) Reagent(s) used for the reduction of aldehydes and ketones are
(a) LiAlH4 (b) NaBH4 (c) Catalytic hydrogenation (d) All of these
128) SOCl 2
′ ′ Benzene ′ ′
HCN
′ ′
HOH
′ ′
CH 3 COOH ⟶ A > B ⟶ C ⟶ D
AnhyAlCl3

The product 'D' is:

(a) (b) (c) (d)


129) Reduction of aldehydes and ketones into hydrocarbons using zinc amalgam and conc. HCI is called:
(a) Cope reduction (b) Dow reduction (c) Wolff Kishner reduction (d) Clemensen reduction
130) Acetophenone when reacted with base C2H5 -ONa, yields a stable product:

(a) (b) (c) (d)

131) reacts with chlorobenzene in presence of cone, H2 SO4 produces

(a) (b) (c) (d)

132)
D', 'D' is

(a) (b) (c) (d)

133)

8
D. 'D' is

(a) (b) (c) (d)

134) Which is most reactive towards Nucleophilic substitution reaction?


30
06
(a) Benzaldehyde (b) Acetophenone (c) (d)

135) Which of the following is not soluble in NaHCO3 ?


(a) 2,4, 6-Trinitrophenol (b) Benzoic acid (c) o-Nitrophenol (d) Benzenesulphonicacid
62

136)
A single compound of the structure is obtained from ozonolysis of which of the

following compound?
5

(a) (b) (c) (d)


80

137) Which among the given molecules can exhibit tautomerism?

(a) III only (b) Both I and III (c) Both I and II (d) Both II and III
138) The product formed by the reaction of an aldehyde with a primary amine is
(a) Carboxylic acid (b) Aromatic acid (c) Schiff's base (d) Ketone
139)
A is

(a) (b) (c) (d)


140) Compound can be prepared by the reaction of _____________

(a) Phenol and benzoic acid in the presence of NaOH


(b) Phenol and benzoyl chloride in the presence of pyridine
(c) Phenol and benzoyl chloride in the presence of ZnCI2
(d) Phenol and benzaldehyde in the presence of palladium
141) Which of the following compounds do not undergo aldol condensation?

(a) CH3-CHO (b) (c) (d)

142) Treatment of compound with NaOH solution yields

(a) Phenol (b) Sodium phenoxide (c) Sodium benzoate (d) Benzophenone
143) Which of the following is the correct representation for intermediate of nucleophilic addition reaction
to the given carbonyl compound (A):

8
(a) (b) (c) (d)

144) The IUPAC name of the compound

30
06
(a) 2-Fonnyl hex-2-en-3-one (b) 5-methyl-4-oxo hex-2-en-5al (c) 3-keto-2-methyl hex-5en-al
(d) 3-keto-2-methyl hex-4-en-1-al
145) Predict the correct intermediate and the product in the following reaction:
62

(a) (b) (c)

(d)
5

146) Of the following which is the product formed when cyclohexanone undergoes aldol condensation
followed by heating?
80

(a) (b) (c) (d)

147) Arrange the following in order of increasing acidity


A. o-nitrobenzoic acid
B. p-nitrobenzoic acid
C. p-hydroxybenzoic acid
D. benzoic acid
(a) A < B < C < D (b) B < C < A < D (c) C < B < D < A (d) C < D < B < A
148) Which of the following carboxylic acid can undergo decarboxylation easily?

(a) (b) (c) (d) C6H5COCOOH

149) Compounds A and C in the following reaction are

(a) identical (b) positional isomers (c) functional isomers (d) optical isomers
150) Which is the most suitable reagent for the following conversion?

(a) Tollen's reagen (b) Benzoyl peroxide (c) I2 and NaOH solution (d) Sn and NaOH solution
29 x 1 = 29
151) In the following questions. an Assertion (A) is followed by a corresponding Reason (R) Use the
following keys to choose the appropriate answer.
Assertion (A) α-hydrogen atoms of carbonyl compounds are acidic.
Reason (R) The strong electron releasing effect of the carbonyl group make the stabilisation of the
conjugate base by the resonance.
Codes:
(a) Both (A) and (R) are correct, (R) is the correct explanation of (A).
(b) Both (A) and (R) are correct, (R) is not the correct explanation of (A). .
(c) (A) is correct; (R) is incorrect.
(d) (A) is incorrect; (R) is correct.
152) In the following questions. an Assertion (A) is followed by a corresponding Reason (R) Use the
following keys to choose the appropriate answer.

8
Assertion (A) IUPAC name of is butane-dioic acid.
Reason (R) In compounds containing more than one carboxyl group, '-e' of the alkane is retained, and
prefix 'di' is added to the term-'oic'.

30
Codes:
(a) Both (A) and (R) are correct, (R) is the correct explanation of (A).
(b) Both (A) and (R) are correct, (R) is not the correct explanation of (A). .
(c) (A) is correct; (R) is incorrect.
06
(d) (A) is incorrect; (R) is correct.
153) In the following questions. an Assertion (A) is followed by a corresponding Reason (R) Use the
following keys to choose the appropriate answer.
Assertion (A) Carboxylic acids are more acidic than phenols.
Reason (R) The carboxylate ion is less stabilised than phenoxide ion.
62

Codes:
(a) Both (A) and (R) are correct, (R) is the correct explanation of (A).
(b) Both (A) and (R) are correct, (R) is not the correct explanation of (A). .
(c) (A) is correct; (R) is incorrect.
(d) (A) is incorrect; (R) is correct.
5

154) In the following questions. an Assertion (A) is followed by a corresponding Reason (R) Use the
following keys to choose the appropriate answer.
80

Assertion (A) Carboxylic acids have higher boiling liquids than aldehydes, ketones and even alcohols of
comparable molecular masses.
Reason (R) More extensive association of carboxylic acid molecules through intermolecular hydrogen
bonding is responsible for the high boiling point of carboxylic acid.
Codes:
(a) Both (A) and (R) are correct, (R) is the correct explanation of (A).
(b) Both (A) and (R) are correct, (R) is not the correct explanation of (A). .
(c) (A) is correct; (R) is incorrect.
(d) (A) is incorrect; (R) is correct.
155) In the following questions. an Assertion (A) is followed by a corresponding Reason (R) Use the
following keys to choose the appropriate answer.
Assertion (A) Aromatic aldehydes and formaldehyde undergo Cannizzaro reaction.
Reason (R) Aromatic aldehydes are almost as reactive as formaldehyde.
Codes:
(a) Both (A) and (R) are correct, (R) is the correct explanation of (A).
(b) Both (A) and (R) are correct, (R) is not the correct explanation of (A). .
(c) (A) is correct; (R) is incorrect.
(d) (A) is incorrect; (R) is correct.
156) In the following questions. an Assertion (A) is followed by a corresponding Reason (R) Use the
following keys to choose the appropriate answer.
Assertion (A) Aldehydes and ketones, both react with Tollen's reagent to form silver mirror.
Reason (R) Both aldehydes and ketones contain a carbonyl group.
Codes:
(a) Both (A) and (R) are correct, (R) is the correct explanation of (A).
(b) Both (A) and (R) are correct, (R) is not the correct explanation of (A). .
(c) (A) is correct; (R) is incorrect.
(d) (A) is incorrect; (R) is correct.
157) In the following questions. an Assertion (A) is followed by a corresponding Reason (R) Use the
following keys to choose the appropriate answer.
Assertion (A) Formaldehyde is a planar molecule.
Reason (R) It contains sp2-hybridized carbon atom.
Codes:
(a) Both (A) and (R) are correct, (R) is the correct explanation of (A).
(b) Both (A) and (R) are correct, (R) is not the correct explanation of (A). .
(c) (A) is correct; (R) is incorrect.
(d) (A) is incorrect; (R) is correct.

8
158) In the following questions. an Assertion (A) is followed by a corresponding Reason (R) Use the
following keys to choose the appropriate answer.
Assertion (A) Compounds containing -CHO group are easily oxidised to corresponding carboxylic acids.

30
Reason (R) Carboxylic acids can be reduced to alcohols by treatment with LiAlH4 .
Codes:
(a) Both (A) and (R) are correct, (R) is the correct explanation of (A).
(b) Both (A) and (R) are correct, (R) is not the correct explanation of (A). .
(c) (A) is correct; (R) is incorrect.
06
(d) (A) is incorrect; (R) is correct.
159) Assertion: Hydrogen bonding in carboxylic acids is stronger than alcohols.
Reason: Highly branched carboxylic acids are more acidic than unbranched acids.
Codes:
62

(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
160) Assertion: Cross aldol condensation of ethanal and prop anal gives a mixture of four products.
5

Reason: Ethanal and propanal, both contain a-hydrogen atom.


Codes:
80

(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
161) Assertion: Boiling point of aldehydes lie in between parent alkanes and corresponding alcohols.
Reason: Aldehydes cannot form intermolecular hydrogen bonds like alcohols.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
162) Assertion: NaHSO3 is used for the purification of carbonyl compounds.
Reason: They are used in the blending of perfumes and flavouring agents.
Codes
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
163) Assertion: m-Chlorobenzoic acid is a stronger acid than p-chlorobenzoic acid.
Reason: In m-chlorobenzoic acid both - I-effect and +R-effect of CI operate but in p-chlorobenzoic acid
only +R-effect of Cl operates.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
164) Assertion: Presence of acids and bases activates carbonyl compounds for reaction.
Reason: Carbonyl compounds possess positive and negative centres and provide a seat for electrophilic
and nucleophilic attack.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
165) Assertion: Formic acid is a stronger acid than benzoic acid.
Reason: pKa of formic acid is lower than that of benzoic acid.

8
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.

30
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
166) Assertion: Aldol condensation can be catalysed both by acids and bases.
Reason: β-Hydroxy aldehydes or ketones readily undergo acid catalysed dehydration.
06
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
62

167) Assertion: Carboxylic acids have higher boiling points than alkanes.
Reason: Carboxylic acids a;e resonance hybrids.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
5

(c) Assertion is correct statement but reason is wrong statement.


(d) Assertion is wrong statement but reason is correct statement.
80

168) Assertion: Lower aldehydes and ketones are soluble in water but the solubility decreases as the
molecular mass increases.
Reason: Distinction between aldehydes and ketones can be done by Tollens test.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
169) Assertion: Fluoroacetic acid is stronger than chloroacetic acid.
Reason: Carboxylic acids are weak acids and turn blue litmus red.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
170) Assertion: Ketones can be converted into acids by haloform reaction.
Reason: Addition of Grignard reagents to dry ice followed by hydrolysis gives ketones.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
171) Assertion: Benzaldehyde undergoes aldol condensation.
Reason: Aldehydes having a- hydrogen atom undergo aldol condensation.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
172) Assertion: Acetic acid in vapour state shows a molecular mass of 120.
Reason: It undergoes intermolecular hydrogen bonding.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.

8
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.

30
173) Assertion: Nitration of benzoic acid gives m-nitrobenzoic acid.
Reason: Carboxyl group increases the electron density at the meta-position.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
06
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
174) Assertion: Carboxylic acids are stabilised by resonance.
Reason: Chloroacetic acid is weaker than acetic acid.
62

Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
5

175) Assertion: -Hydrogen atoms in aldehydes and ketones are acidic.


α

Reason: The anion left after the removal of a-hydrogen is stabilised by inductive effect.
80

Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
176) Assertion: During reaction of carboxylic acids with NaHCO3, the CO2 evolved comes from carboxylic
acid and not from NaHCO3.
Reason: Carbonic acid is a weaker acid than carboxylic acid.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.

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177) Assertion: o-Substituted benzoic acids are generally stronger acids than benzoic acids.
Reason: Increased strength is due to ortho-effect.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
178) Assertion: Aromatic aldehydes and formaldehyde undergo Cannizzaro reaction.
Reason: Aromatic aldehydes are almost as reactive as formaldehyde.
Codes:
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
179) Assertion: The α-hydrogen atom in carbonyl compounds is less acidic.
Reason: The anion formed after the loss of α-hydrogen atom is resonance stabilised.
Codes:
(a) Assertion and reason both are correct and reason is correct explanation of assertion.

8
(b) Assertion and reason both are wrong statements.
(c) Assertion is correct but reason is wrong statement.
(d) Assertion is wrong but reason is correct statement.

30
(e) Assertion and reason both are correct statements but reason is not correct explanation of assertion.
13 x 4 = 52
180) Read the passage given below and answer the following questions:
The addition reaction of enol or enolate to the carbonyl functional group of aldehyde or ketone is known
06
as aldol addition. The β-hydroxyaldehyde or β-hydroxyketone so obtained undergo dehydration in second
step to produce a conjugated enone. The first part of reaction is an addition reaction and the second part
is an elimination reaction. Carbonyl compound having α-hydrogen undergoes aldol condensation
reaction.
5 62

The following questions are multiple choice questions. Choose the most appropriate answer:
(i) Condensation reaction is the reverse of which of the following reaction?
80

(a) Lock and key


(b) Oxidation
hypothesis
(d) Glycogen
(c) Hydrolysis
formation
(ii) Which of the following compounds would be the main product of an aldol condensation of
acetaldehyde and acetone?
(a) CH3CH=CHCHO (b) CH3CH=CHCOCH3
(c) (CH3)2C=CHCHO(d) (CH3)2C=CHCOCH3
(ii) Which combination of carbonyl compounds gives phenyl vinyl ketone by an aldol condensation?

(a) Acetophenone and (b) Acetophenone and


Formaldehyde acetaldehyde
(c) Benzaldehyde and (d) Benzaldehyde and
acetaldehyde acetone
(iv) Which of the following will undergo aldol condensation?
(a) HCHO (b) CH3CH2OH
(c) C6H5CHO (d) CH3CH2CHO
181) Read the passage given below and answer the following questions :
When an aldehyde with no a-hydrogen reacts with concentrated aqueous NaOH, half the aldehyde is
converted to carboxylic acid salt and other half is converted to an alcohol. In other words, half of the
reactant is oxidized
and other half is reduced. This reaction is known as Cannizzaro reaction

The following questions are multiple choice questions. Choose the most appropriate answer :
(i) A mixture of benzaldehyde and formaldehyde on heating with aqueous NaOH solution gives
(a) benzyl alcohol and (b) sodium benzoate and
sodium formate methyl alcohol
(c) sodium benzoate and (d) benzyl alcohol and
sodium formate methyl alcohol.
(ii) Which of the following compounds will undergo Cannizzaro reaction?
(a) CH3CHO (b) CH3COCH3
(c) C6H5CHO (d) C6H5CH2CHO
(iii) Trichloroacetaldehyde is subjected to Cannizzaro's reaction by using NaOH. The mixture of the

8
products contains sodium trichloroacetate ion and another compound. The other compounds is
(a) 2, 2, 2- (b)

30
trichloroethanol trichloromethanol
(c) 2, 2, 2-
(d) chloroform
trichloropropanol
(iv) Which of the following reaction will not result in the formation of carbon-carbon bonds?
(a) Cannizzaro
(b) Wurtz reaction
06
reaction
(c) Reimer- Tiemann (d) Friedel-Crafts
reaction acylation
5 62
80
182) Read the passage given below and answer the following questions
A tertiary alcohol H upon acid catalysed dehydration gives a product I. Ozonolysis of I leads to
compounds J and K. Compound J upon reaction with KOH gives benzyl alcohol and a compound L,
whereas K on reaction with KOH gives only M.

The following questions are multiple choice questions. Choose the most appropriate answer :
(i) Compound H is formed by the reaction of

(ii) The structures of compound J, Kand L, respectively, are


(a) PhCOCH3 , PhCH2COCH3 (b) PhCHO, PhCH2CHO
and PhCH2COO-K+ and PhCOO-K+
(c) PhCOCH3, PhCH2CHO and (d) PhCHO, PhCOCH3
CH3 COO-K+ and PhCOO-K+
(iii) When (J) is treated with acetic anhydride, in the presence of corresponding salt of an acid, the
product obtained is

8
(a) cinnamic (b) crotonic (c) maleic (d) benzylic
acid acid acid acida

30
(iv) Which of the following statements is correct for compound (K)?
(a) It reacts with alkaline KMnO4 followed by acidic hydrolysis and
forms benzoic acid.
(b) It reacts with iodine and NaOH to form triiodomethane.
(c) It is prepared by the reaction of benzene with benzoyl chloride
06
in presence of anhydrous aluminium chloride
(d) It reacts with freshly prepared ammoniacal silver nitrate
solution
5 62
80
183) Read the passage given below and answer the following questions :
Carboxylic acids dissociate in water to give carboxylate ion and hydronium ion.
RCOOH + H2O ⟶ RCOO- + H3O+
The acidity of carboxyl group is due to the presence of positive charge on oxygen which liberates proton.
The carboxylate ion formed is resonance stabilised.

Carboxylic acids are stronger acids than phenols. Electron withdrawing groups (EWG) increase the acidity
of carboxylic acids by stabilising the conjugate base through delocalisation of negative charge by
inductive and/ or resonance effects. Electron donating group (EDG) decrease the acidity by destabilising
the conjugate base.
The following questions are multiple choice questions. Choose the most appropriate answer :
(i) Which of the following reactions is showing the acidic property of carboxylic acid?

(ii) Which one of the following is the correct order of acidic strength?
(a) CF3COOH > CHCl2COOH > HCOOH >

8
C6H5CH2COOH > CH3COOH
(b) CH3COOH > HCOOH > CF3COOH >

30
CHCl2COOH > C6H5CH2COOH
(c) HCOOH > C6H5CH2COOH > CF3COOH >
CHCl2COOH > CH3COOH
(d) CF3COOH > CH3COOH > HCOOH >
CHCl2COOH > C6H5CH2COOH
06
(iii) Which of the following acids has the smallest dissociation constant?
(b)
(a) CH3CHFCOOH
FCH2CH2COOH
(c) (d)
62

BrCH2CH2COOH CH3CHBrCOOH
(iv) The correct order of acidity for the following compounds is
(a) I > II > III > (b) III > I > II >
IV IV
(c) III > IV > II > (d) I > III > IV >
5

I II
80
184) Read the passage given below and answer the following questions:

Aldehydes and ketones having acetyl group are oxidised by sodium hypohalate (NaOX) or halogen

and alkali (X2 + OH-) to corresponding sodium salt having one carbon atoms less than the carbonyl
compound and give a haloform.

Sodium hypoiodite (NaOI) when treated with compounds containing CH3CO - group gives yellow
precipitate of iodoform. Haloform reaction does not affect a carbon-carbon double bond present in the
compound.
The following questions are multiple choice questions. Choose the most appropriate answer:
(b)
(a) Isopropyl alcohol
Propionaldehyde
(c) Ethylphenyl
(d) Benzyl alcohol
ketone
(ii) Which of the following compounds is not formed in iodoform reaction of acetone?
(a) CH3COCH2I (b) ICH2COCH2I
(c) CH3COCHI2 (d) CH3COCI3
(iii) For the given set of reactions

8
starting compound A corresponds to

30
(iv) An organic compound 'A' has the molecular formula C3H6O. It undergoes iodoform test. When
saturated with HCI it gives 'B' of molecular formula C9H14O. 'A' and 'B' respectively are
(a) propanal and mesityl (b) propanone and
06
oxide mesityl oxide
(c) propanone and 2,6-
(d) propanone and
dimethyl-2,5-hepta-dien-4-
propionaldehyde
one
62

185) Read the passage given below and answer the following questions:
(A), (B) and (C) are three non-cyclic functional isomers of a carbonyl compound with molecular formula
C4H8O. Isomers (A) and (C) give positive Tollen's test whereas isomer (B) does not give Tollen's test but
gives positive iodoform test. Isomers (A) and (B) on reduction with Zn(Hg)/conc. HCI give the same
product (D).
5

The following questions are multiple choice questions. Choose the most appropriate answer:
(i) Compound A is
80

(ii) Compound (B) can be obtained by


dil. H 2 SO4 +HgSO4 Dry distill
(a) CH 3 − C ≡ C − CH 2 − CH 3 (b) (CH 3 CH 2 COO) Ca ⟶
333 K 2
B2 H 6 /THF O3
(c) CH 3 − C ≡ C − CH 3 (d) CH 3 − CH = CH − CH 3
H 2 O2 /NaOH Zn/H 2 O

(iii) Out of (A), (B) and (C) isomers, which one is least reactive towards addition of HCN ?
(a) A (b) B
(c) C (d) All are equally reactive
(iv) What will be the product when (B) reacts with ethylene glycol in presence ofHCI gas?
186) Read the passage given below and answer the following questions:
Aldehydes and ketones are reduced to primary and secondary alcohols respectively by NaBH4 or LiAIH4 as
well as catalytic hydrogenation. The carbonyl group of aldehydes and ketones is reduced to group on
treatment with Zn-Hg and cone, HCI (Clemmensen reduction) or with hydrazine followed by NaOH or KOH
in highly boiling solvent such, as ethylene glycol (Wolff- Kishner reduction).
Aldehydes differ from ketones in their oxidation reactions. Aldehydes are easily oxidised to carboxylic
acids on treatment with HNO3, KMnO4, K2Cr2O7 etc. Even mild oxidising agents mainly Tollens' reagent
and Fehling's solution also oxidise aldehydes. Ketones are generally oxidised under vigorous conditions
i.e., strong oxidising agents and at elevated temperatures, to give mixture of carboxylic acids having lesser
number of C-atoms than the parent ketone.
The following questions are multiple choice questions. Choose the most appropriate answer:
(i) Which of the following cannot be made by reduction of ketone or aldehyde with NaBH4 in methanol?
(a) 1-Butanol (b) 2-Butanol
(c) 2-Methyl-I- (d) 2-Methyl-2-
propanol propanol
(ii) The carbonyl compound producing an optically active product by reaction with LiAlH4 is
(a) (b) (c) 3- (d)
propanone butanone pentanone benzophenone
(iii) A substance C4H10O(X) yields on oxidation a compound C4H8O which gives an oxime and a positive

8
iodoform test. The substance X on treatment with cone. H2S04 gives C4Hs. The structure of the
compound (X) is

30
(a) CH3CH2CH2CH2OH (b) CH3CH(OH)CH2CH3
(c) (CH3)3COH (d) CH3CH2-O-CH2CH3
(iv) In the oxidation of by acidified K2Cr2O7, the products are
06
187) Read the passage given below and answer the following questions:
Carboxylic acids having an a-hydrogen atom when treated with chlorine or bromine in the presence of
small amount of red phosphorus gives a-halo carboxylic acids. The reaction is known as Hell- Volhard-
Zelinsky reaction.
62

When sodium salt of carboxylic acid is heated with soda lime it loses carbon dioxide and gives
hydrocarbon with less number of C-atoms.
5
80

In these questions (i - iv), a statement of assertion followed by a statement of reason is given.


Choose the correct answer out of the following choices.
(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.
(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
(i) Assertion: (CH3)3CCOOH does not give H.V.Z reaction.
Reason: (CH3)3CCOOH does not have α-hydrogen atom.
(ii) Assertion: H.V.Z. reaction involves the treatment of carboxylic acids having α-hydrogens with Cl2 or
Br2 in presence of small amount of redphosphorus.
Reason : Phosphorus reacts with halogens to form phosphorus trihalides.
(iii) Assertion: C6H5COCH2COOH undergoes decarboxylation easily than C6H5COCOOH.
Reason : C6H5COCH2COOH is a 13-ketoacid.

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