ALDEHYDE AND KETONES

ALDEHYDE, KETONE & ACID

1. Match the column 4. Match the column
Column-I Column-II Column-I Column-II
(Transformations) (Reagents) (Aldol Reaction) (Products)
(a) 2CH3CHO (p) CH3C(OH)CH3.CH2CO
(a) R–COOH → R–CH2OH (p) NH3/
dil.NaOH
→ CH3
(b) O (q) Cl2/Red P, H2O
Ph–COOH → Ph–C–NH2 (b) 2CH3COCH3 (q) CH3CH(OH)CH2CHO

(c) R–CH2COOH→ (r) P2O5,

dil.NaOH
→
R–CH–COOH (c) 2HCHO (r) C6H5CH2OH+HCOONa
Cl Conc.NaOH
→
⊕
(d) CH3COOH→ (CH3CO)2O (s) B2H6/H3O
(d) C6H5CHO+HCHO (s) CH3OH + HCOONa
(1) a = p, b = s, c = r, d=q
(2) a = r, b = p, c = s, d=q Conc.NaOH
→
(3) a = s, b = q, c = r, d=p
(4) a = s, b = p, c = q, d=r (1) a = r, b = s, c = q, d=p
2. Match the column (2) a = q, b = p, c = s, d=r
Column-I Column-II (3) a = q, b = s, c = r, d=p
(Transformations) (Reagents) (4) a = r, b = p, c = s, d=p
5. Match the column
(a) Allyl alcohol to (p) K2Cr2O7/H⊕
Column-I Column-II
propenal
(Compound) (pKa)
(b) Ethane nitrile to (q) O3/H2O-Zn
(a) Benzoic acid (p) 4.76
ethanal dust
(b) Acetic acid (q) 0.23
(c) 1-hexanol to (r) PCC
(c) COOH (r) 4.19
hexanoic acid
(d) 2-Butene to ethanal (s) DIBAL-H
(1) a = p, b = s, c = r, d=q OCH3
(2) a = r, b = p, c = s, d=q
(3) a = r, b = s, c = p, d=q (d) Trifluoro acetic acid (s) 4.46
(4) a = s, b = p, c = q, d=r (1) a = s, b = p, c = q, d = r
3. Match the column (2) a = s, b = q, c = r, d = q
Column-I Column-II (3) a = r, b = p, c = s, d = q
(Compounds) (Common Name) (4) a = r, b = q, c = p, d = s
6. Match the column
(a) CHO (p) Isobutyraldehyde
Column-I Column-II
CHO
(Compound) (Boiling point)
(a) Propanal (p) 370
(b) (CH3)2C=CHCOCH3 (q) Acrolein
(b) Acetone (q) 322
(c) (CH3)2CHCHO (r) Mesityl oxide (c) 1-Propanol (r) 273

(d) CH2=CH–CHO (s) o-Phthalaldehyde (d) n-Butane (s) 329

(1) a = q, b = s, c = p, d = r
(1) a = r, b = p, c = q, d = s
(2) a = q, b = p, c = s, d = r
(2) a = s, b = r, c = p, d = q
(3) a = p, b = q, c = r, d = s
(3) a = r, b = s, c = p, d = q
(4) a = p, b = q, c = s, d = r
(4) a = s, b = p, c = q, d = r
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7. Given below are two statements:
Statement-I : Aldehydes are easily oxidised to
carboxylic acids on treatment with common
oxidising agent like HNO3, KMnO4,K2Cr2O7 etc.
Even mild oxidising agents mainly Tollen &
Fehling reagent also oxidise aldehydes.
Statement-II : Ketones are generally oxidised
under vigorous conditions in presence of strong
oxidising agents and at elevated temperature.
Their oxidation involves C–C bond cleavage to
afford a mixture of carboxylic acids having less
number of C-atoms than parent ketone.
In the light of the above statements, choose the
most appropriate answer from the options given
below:
(1) Both statement I and statement II are
incorrect.
(2) Both Statement-I and statement-II are
correct.
(3) Statement I is correct but statement II is
incorrect
(4) Statement I is incorrect but statement II is
correct.
8. Given below are two statements:
Statement-I : The higher acids are wax like
solids and are practically odourless due to their
low volatility.
Statement-II : Carboxylic acids upto nine
carbon atoms are higher boiling point liquids
than carbonyl compounds and even alcohols of
comparable molecular masses.
In the light of the above statements, choose the
most appropriate answer from the options given
below:
(1) Both statement I and II are correct.
(2) Both statement I and II are incorrect.
(3) Statement I is correct but statement II is
incorrect
(4) Statement I is incorrect but statement II is
correct.
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9. Given below are two statements:
Statement-I : In Nucleophilic Addition
Reaction, Nucleophile attacks the electrophilic
carbon atom of the polar carbonyl group from a
direction approximately perpendicular to the
plane of sp2 hybridised orbitals of carbonyl
carbon.
Statement-II : Hybridisation of carbon changes
2 3
from sp to sp in this process and a planar
alkoxide intermidiate is formed. This
intermediate captures a proton from reaction
medium to give electrically neutral product.
In the light of the above statements, choose the
most appropriate answer from the options given
below:
(1) Both statement I and II are correct.
(2) Both statement I and II are incorrect.
(3) Statement I is correct but statement II is
incorrect
(4) Statement I is incorrect but statement II is
correct.
10. Given below are two statements:
Statement-I : In Aldol reaction, name aldol is
derived from the names of the two functional
groups, aldehyde & alcohol, present in the
products.
Statement-II : The aldol & ketol do not readily
lose water to give aldol condensation product.
In the light of the above statements, choose the
most appropriate answer from the options given
below:
(1) Both statement I and II are correct.
(2) Both statement I and II are incorrect.
(3) Statement I is correct but statement II is
incorrect
(4) Statement I is incorrect but statement II is
correct.
11. Given below are two statements:
Statement-I : The carbon-oxygen double bond
is polarised due to less electronegativity of
oxygen relative to carbon.
Statement-II : Carbonyl carbon is
electrophilic & carbonyl oxygen is a nucleophilic
center.
In the light of the above statements, choose the
most appropriate answer from the options given
below:
(1) Both statement I and II are correct.
(2) Both statement I and II are incorrect.
(3) Statement I is correct but statement II is
incorrect
(4) Statement I is incorrect but statement II is
correct.
12. Given below are two statements:
Statement-I : The lower members of aldehydes
and ketones such as HCHO, CH3CHO and
CH3COCH3 are miscible with water in all
proportions because they form H-bond with
water.
Statement-II : All aldehydes and ketones are
fairly soluble in organic solvents like benzene,
ether, methanol, chloroform etc.
In the light of the above statements, choose the
most appropriate answer from the options given
below:
(1) Both statement I and II are incorrect.
(2) Statement I is correct but statement II is
incorrect
(3) Both statement I and II are correct.
(4) Statement I is incorrect but statement II is
correct.
13. Given below are two statements:
Statement-I : Nitriles are reduced to
corresponding imine with stanous chloride in the
presence of HCl, which on hydrolysis give
corresponding aldehyde.
Statement-II : Nitriles are selectively reduced by
an DIBAL-H to imines followed by hydrolysis to
aldehydes.
In the light of the above statements, choose the
most appropriate answer from the options given
below:
(1) Statement I is correct but statement II is
incorrect
(2) Both statement I and II are incorrect.
(3) Both statement I and II are correct.
(4) Statement I is incorrect but statement II is
correct.
14. Given below are two statements:
Statement-I : Carbonyl compounds have
substantial dipole moments and are polar than
ethers.
Statement-II : The high polarity of the carbonyl
group is explained on the basis of resonance
involving a neutral & a dipolar structures.
In the light of the above statements, choose the
most appropriate answer from the options given
below:
(1) Statement I is correct but statement II is
incorrect
(2) Both statement I and II are correct.
(3) Both statement I and II are incorrect.
(4) Statement I is incorrect but statement II is
correct.
15. Given below are two statements:
Statement-I : When benzene & its derivative is
treated with CO + HCl in presence of anhy.AlCl3
or Cu2Cl2, it gives benzoic acid.
Statement-II : Reaction of benzene & its
derivatives with CO + HCl in presence of
anhy.AlCl3 or Cu2Cl2 is known as Gattermann-
Koch Reaction.
In the light of the above statements, choose the
most appropriate answer from the options given
below:
(1) Statement I is incorrect but statement II is
correct.
(2) Statement I is correct but statement II is
incorrect.
(3) Both statement I and II are correct.
(4) Both statement I and II are incorrect.
16. Given below are two statements: 18. Given below are two statements; one is labelled

Statement-I : Electronically, Aldehydes are less as Assertion (A) and the other is labelled as

reactive than ketones towards Nucleophilic Reason(R) .

Addition Reaction. Assertion: All ketones on reaction with

Statement-II : Two Alkyl groups increase the Grignard reagent, followed by hydrolysis yield

electrophilicity of the carbonyl more effectively. tertiary alcohols.

Reason: All aldehydes on reaction with
In the light of the above statements, choose the
Grignard reagent followed by hydrolysis yield
most appropriate answer from the options given
secondary alcohols.
below:
In the light of the above statements, choose the
(1) Statement I is incorrect but statement II is
most appropriate answer from the options
correct.
given below :
(2) Both statement I and II are incorrect.
(1) Both (A) and (R) are correct and (R) is the
(3) Statement I is correct but statement II is
correct explanation of (A).
incorrect.
(2) Both (A) and (R) are correct but (R) is not the
(4) Both statement I and II are correct.
correct explanation of (A).
17. Given below are two statements; one is labelled
(3) (A) is correct but (R) is not correct.
as Assertion (A) and the other is labelled as
(4) (A) is not correct but (R) is correct.
Reason(R) .
19. Given below are two statements; one is labelled
Assertion: Ketones react with ethylene glycol to
as Assertion (A) and the other is labelled as
form cyclic products known as ethylene glycol
Reason(R) .
ketals in presence of dry HCl.
Assertion: Mixture of benzaldehyde and
Reason: Dry hydrogen chloride protonates the
acetaldehyde in hot alkaline medium gives
oxygen of the carbonyl compounds and cinnamaldehyde.
therefore, increases the electrophilicity of the Reason: Benzaldehyde is strong electrophile
carbonyl carbon facilitating the nucleophilic than acetaldehyde.
attack of glycol. In the light of the above statements, choose the
In the light of the above statements, choose the most appropriate answer from the options
most appropriate answer from the options given below :
given below : (1) Both (A) and (R) are correct and (R) is the

(1) Both (A) and (R) are correct and (R) is the correct explanation of (A).

correct explanation of (A). (2) Both (A) and (R) are correct but (R) is not the

(2) Both (A) and (R) are correct but (R) is not the correct explanation of (A).

correct explanation of (A). (3) (A) is correct but (R) is not correct.
(4) (A) is not correct but (R) is correct.
(3) (A) is correct but (R) is not correct.

(4) (A) is not correct but (R) is correct.

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 OH 22. Which of the following reactions yield carboxylic
20. CHO + H– CHO Product(s) will
acids.

be- (A) RMgX + CO2

H2 O
→
(A) CH2–OH (B) COO (B) Ph–OH + NaOH + CO2 →
(C) PhCN + H3O ⊕ →
(C) HCOO (D) CH3–OH (D) PhOH + CHCl3 + KOH →
(1) A, B and C are correct (1) A, B and C are correct
(2) A & B are correct
(2) A & B are correct
(3) B & D are correct
(3) C & D are correct
(4) A & C are correct
(4) A & C are correct 23. What is true about acetone ?
21. What is incorrect about acetaldehyde : (A) It restores the pink colour of Schiff's reagent
(A) It is very easily oxidised (B) It is used for the preparation of the hypnotic
chloritone
(B) It forms 1-hydroxy propane nitrile with HCN
(C) It is very easily oxidised to acetic acid
(C) It can be obtained by hydration of acetylene
(D) It forms pinacol on treatment with
(D) It gives cannizaro reaction
magnesium amalgum and water.
(1) A, B and C (1) A, B and C are correct
(2) A & B (2) A & B are correct
(3) B & D (3) B & D are correct
(4) A & C (4) A & C are correct

ANSWER KEY
Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 4 3 2 2 3 1 2 1 3 3 4 3 3 2 1
Que. 16 17 18 19 20 21 22 23
Ans. 2 1 3 3 4 3 1 3

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