Batch : WING Date : 23 April 2024

Assignment-2
[Alcohols, Phenols and Ethers]
Level-I

1. Which one is formed when sodium phenoxide is 6. The decreasing order of boiling points of 1°, 2°, and 3°
heated with ethyl iodide? alcohol is-
(a) Phenetole (a) 1° > 2° > 3°
(b) Ethyl phenyl alcohol (b) 3° > 2° > 1°
(c) Phenol (c) 2° >1° > 3°
(d) None of the above (d) None of the above
2. Lucas reagent is- 7. The boiling points of thio-ethers are .... than those of
(a) conc. HCl and anhy. ZnCl 2 ether.
(b) conc. HNO 3 and anhy. ZnCl 2 (a) lesser
(c) conc. HCl and hydrous ZnCl 2 (b) equal
(d) conc. HNO 3 and hydrous ZnCl 2 (c) higher
3. Ethanol and dimethyl ether form a pair of functional (d) none of these
isomers. The boiling point of ethanol is higher than 8. The most effective reagent used to converts but-2-enal
that of dimethyl ether due to the presence of to but-2-enol is-
(a) H-bonding in ethanol (a) KMnO 4
(b) H-bonding in dimethyl ether (b) NaBH 4
(c) æ CH3 group in ethanol (c) H 2 /Pt
(d) æ CH3 group in dimethyl ether (d) K 2 Cr 2 O 7 /H 2 SO 4
4. The number of primary alcohol isomers of C5 H 11OH 9. The value of CæOæC angle in ether molecule is :
is - (a) 180°
(a) 5 (b) 4 (b) 150°
(c) 2 (d) 3 (c) 90°
(d) 110°
5. Phenol is less soluble in water. It is due to-
(a) Non-polar nature of phenol 10. Ethyl alcohol is also known as:
(b) Acidic nature of -OH group (a) spirit of wine
(c) Non-polar hydrocarbon part in it (b) methyl carbinol
(d) None of the above (c) grain alcohol
(d) all of these
11. The formula of phenoxy benzene is- 20. The best method to prepare cyclohexene from
(a) C 6H 5C 6H 5 cyclohexanol is by using:
(b) C 6 H 5 æOæC 6 H 5 (a) conc. HCl + ZnCl 2
(c) C 6 H 5 æOæC 6 H 6 (b) conc. H 3 PO 4
(d) None of the above (c) HBr
12. Which of the following reacts with water (d) conc. HCl
(a) CHCl 3 21. Which of the following is most acidic?
(b) CCl 4 (a) p-cresol
(c) CCl 3 CHO (b) p-chlorophenol
(d) CH 2 ClCH 2 Cl (c) p-nitrophenol
13. Butan-2-ol is a- (d) p-aminophenol
(a) Primary alcohol 22. The alkyl halide is converted into an alcohol by
(b) Secondary alcohol (a) addition
(c) Tertiary alcohol (b) substitution
(d) None of the above (c) dehydrohalogenation
14. The commonly used dehydrating agent in the (d) elimination
preparation of an ester is : 23. Dehydrogenation of 2-butanol gives:
(a) P 2 O 5 (a) 2-Butene
(b) Anhydride CaCl 2 (b) Butanone
(c) Anhydride AlCl 3 (c) Butyraldehyde
(d) Conc. H 2 SO 4 (d) 1-Butene
15. Which of the following are known as mercaptans? 24. The compound having lowest boiling point among the
(a) Thio-alcohols following is -
(b) Thio-ethers (a) Phenol
(c) Thio-aldehydes (b) o-Nitrophenol
(d) Thio-acids (c) m-Nitrophenol
16. Salol is used as: (d) p-Nitrophenol
(a) antiseptic 25. Compound that is not an alcohol-
(b) antipyretic (a) CH 2 == CHCH 2 OH
(c) both 1. and 2 (b) CH 2 OHCH 2 OH
(d) none of these (c) C 6 H 5 CH 2 OH
17. The most acidic alcohol among the following is - (d) C 6 H 5 OH
(a) Methanol 26. Rectified spirit contains:
(b) Ethanol (a) 75.0 % alcohol
(c) Isopropyl alcohol (b) 85.5% alcohol
(d) t-Butyl alcohol (c) 95.6 % alcohol
18. R æ CHO + H 2 Æ RCH 2OH, The catalyst used in the (d) 100.0% alcohol
above reaction is - 27. Ethers are not distilled to dryness for fear of
(a) Ni (b) Pd explosion. This is due to formation of:
(c) Pt (d) All of above (a) oxides (b) alcohol
19. Methyl alcohol on oxidation with acidified K 2 Cr 2 O 7 (c) ketones (d) peroxides
gives: 28. Isopropyl alcohol and n-propyl alcohol are:
(a) CH 3 COCH 3 (a) Position isomers
(b) CH 3 CHO (b) Chain isomers
(c) HCOOH (c) Functional isomers
(d) CH 3 COOH (d) None of the above
Level-I
29. Absolute alcohol contains: 37. Ethyl alcohol is denatured by:
(a) 40% H 2 O (a) methanol and formic acid
(b) 10% H 2 O (b) KCN
(c) 5% H 2 O (c) CH 3 OH and C 6 H 6
(d) 100% C 2 H 5 OH (d) CH 3 OH and pyridine
30. What is formed when a primary alcohol undergoes 38. Chlorobenzene reacts with Mg in dry ether to give a
catalytic dehydrogenation? compound (A) which further reacts with ethanol to
(a) Aldehyde yield
(b) Ketone (a) phenol (b) benzene
(c) Alkene (c) ethyl benzene (d) phenyl ether
(d) Acid
39. The strongest acid among the following aromatic
31. Diethyl ether absorbs oxygen to form: compounds is -
(a) red colored sweet smelling compound (a) p-Chlorophenol
(b) acetic acid (b) p-Nitrophenol
(c) ether suboxide (c) m-Nitrophenol
(d) ether peroxide (d) o- Nitrophenol
32. Fenton’s reagent is: 40. The compound that is most prone to oxidation is -
(a) H 2 O + FeSO 4 (a) CH3 æ CHOH æ CH3
(b) H 2 O 2 + FeSO 4 (b)
(c) H 2 O 2 + ZnSO 4 OH
(d) NaOH + FeSO 4
(c) CH3 æ CH2 æ O æ CH2 æ CH3
33. Propan-1-ol may be prepared by reaction of propene
(d) CH3
with -
OH
(a) CH 3 COOH
(b) H 3 BO 3
(c) B 2 H 6 /NaOH-H 2 O 2 41. A reducing agent among the following is -
(d) H 2 SO 4 /H 2 O (a) CrO 3 /H+
(b) KMnO 4
34. Power alcohol is a mixture of petrol and alcohol in the
(c) LiAlH 4
ratio:
(d) O3
(a) 4 : 1
(b) 1 : 4 42. Optically active 2-octanol rapidly loses its optical
(c) 2 : 1 activity when exposed to :
(d) 1 : 2 (a) Dilute acid (b) Dilute base
(c) Light (d) Humidity
35. p-nitrophenol is stronger acid than phenol because
nitro group is: 43. Test to differentiate between (CH 3 OH) and (Ph-OH)
(a) Electron withdrawing is/are:
(b) Electron donating (a) Litmus test (b) FeCl 3
(c) Basic (c) Br 2 /H 2 O (d) All of these
(d) Acidic 44. Methanol and ethanol can be distinguished by the
36. Which of the following has highest boiling point? following:
(a) Benzene (a) by reaction with metallic sodium
(b) Phenol (b) by reaction with caustic soda
(c) Toluene ^
(c) by heating with iodine and washing soda
(d) Ethyl benzene (d) by heating with zinc and inorganic mineral acid
45. An ester cannot be prepared by - 48. Widespread deaths due to liquor poisoning occur due
-
(a) RCOOH + R'OH + OH to the presence of-
(b) RCOCl +R'OH +Pyridine (a) Lead compounds in liquor
(c) RCOOH + R'OH + H + (b) Methyl alcohol in liquor
(d) (RCO) 2 O + R'OH + Pyridine (c) Ethyl alcohol in liquor
(d) Carbonic acid in liquor
46. Methylated spirit is:
(a) methanol containing some pyridine 49. Which of the following reagents can convert acetic
(b) ethanol containing some methanol acid into ethanol?
(c) pure methanol (a) Sn + HCl (b) H 2 + Pt
(d) 95% methanol (c) LiAlH 4 + ether (d) Na + alcohol
47. Absolute alcohol is prepared from rectified spirit by: 50. There are four alcohols P, Q, R and S which have 3, 2, 1
(a) fractional distillation and zero alpha hydrogen atom(s). Which one of the
(b) steam distillation following will not respond to Victor Meyer’s test?
(c) azeotropic distillation (a) P (b) Q
(d) vacuum distillation (c) R (d) S
 Assignment-2
[Alcohols, Phenols and Ethers]
Level-II
1. n-Propyl alcohol and iso-propyl alcohol can be 6. In a reaction,
distinguished by - CH 2 == CH 2 æHypochlorous
ææææ R
æÆ M ææ Æ C H 2OH
(a) PCl 5 acid Ω
(b) reduction CH2OH
(c) oxidation with potassium dichromate
(d) ozonolysis M = molecules, R = reagent. M and R are
(a) CH3 CH2 Cl and NaOH
2. Among the following sets of reactants which one (b) CH2 Cl ◊ CH2 OH and aq. NaHCO 3
produces anisole? (c) CH 3 CH 2 OH and HCl
(a) CH 3 CHO, RMgX (d) CH2 CH2 and heat
(b) C 6 H 5 OH, NaOH, CH 3 I
(c) C 6 H 5 OH, neutral FeCl 3 O
(d) C 6 H 5 - CH 3 , CH 3 COCl, AlCl 3
7. R-COOHÆRCH 2 OH. This reduction cannot be done
3. Identity Z in the sequence of reactions-
by:
CH 3CH 2CH == CH 2 æHBr/ æ æH æ
2O
æ 2 Æ Y æC
æ2Hææ
5ONa Æ Z
(a) NaBH 4
(a) CH3 æ (CH2 ) 3 æ O æ CH2 CH3 (b) Na + alcohol
(b) (CH3 ) 2 CH2 æ O æ CH2 CH3 (c) LiAlH 4
(c) CH3 (CH2 ) 4 æ O æ CH3 (d) all of these
(d) CH3 CH2 æ CH(CH3 ) æ O æ CH2 CH3 8. What mass of isobutylene is obtained from 37 g of
4. The reaction of ethyl formate with an excess of tertiary butyl alcohol by heating with 20% H 2 SO 4
CH 3 MgI followed by hydrolysis gives- at 363 K, if the yield is 65%?
(a) n-Propyl alcohol (b) Ethanol (a) 16 g
(c) Isopropyl alcohol (d) Propanal (b) 18.2 g
5. Propene, CH 3 æ CH == CH 2 can be converted into (c) 20 g
1-propanol by oxidation. Indicate which set of (d) 22 g
reagents amongst the following is ideal to effect the 9. 23g of sodium react with CH 3 OH to give-
above conversion? (a) 1 mole of O 2
(a) KMnO 4 (alkaline) (b) 1/2 mole of H 2
(b) Osmium tetroxide (OsO 4 /CH 2 Cl 2 ) (c) 1 mole of H 2
(c) B 2 H 6 and alk H 2 O 2 (d) None of the above
(d) O 3 /Zn
10. Which of the following will not form a yellow 18. The compund that reacts fastest with Lucas reagent
precipitate on heating with an alkaline solution of (at room temperature) is -
iodine? (a) Butan-1-ol (b) Butan-2-ol
(a) CH 3 CH(OH)CH 3 (c) 2-Methyl propan-1-ol (d) 2-Methyl propan-2-ol
(b) CH 3 CH 2 CH(OH)CH 3 19. An organic compound having the molecular formula
(c) CH 3 OH C3 H 6O does not give a precipitate with 2, 4
(d) CH 3 CH 2 OH dinitrophenyl hydrazine and does not react with
11. Picric acid and benzoic acid can be distinguished by: sodium metal. The compound is expected to be
(a) Aqueous NaHCO 3 (a) CH3 æ CH2 æ CHO
(b) Aqueous NaOH (b) CH3 æ CO æ CH3
(c) Aqueous FeCl 3 (c) CH2 == CH æ CH2 æ OH
(d) Aqueous Na 2 CO 3 (d) CH2 == CH æ OCH3
12. Primary alcohols can be obtained from the reaction of 20. A compound X with molecular formula C 3 H 8 O can
the RMgX with: be oxidised to a compound Y with the molecular
(a) HCHO (b) H 2 O formula C 3 H 6 O 2 . X is most likely to be:
(c) CO 2 (d) CH 3 CHO (a) Primary alcohol (b) Secondary alcohol
NaCN Ni / H (c) Aldehyde (d) Ketone
13. CH 3CH 2Cl æ ææÆ X æ æ æ2 Æ Y
21. The ionisation constant of phenol is higher than that of
æAceticanhydride
æ æ æ ææÆ Z
ethanol because -
In the above reaction sequence, Z is (a) Phenoxide ion is bulkier than ethoxide
(a) CH 3 CH 2 CH 2 NHCOCH 3 (b) Phenoxide ion is a stronger base than ethoxide
(b) CH 3 CH 2 CH 2 NH 2 (c) Phenoxide ion is stabilised through delocalisation
(c) CH 3 CH 2 CH 2 CONHCH 3 (d) Phenoxide ion is less stable than ethoxide
(d) CH 3 CH 2 CH 2 CONHCOCH 3 22. Williamson's synthesis reaction, among the following
14. Consider the following reaction, is -
Ethanol æPBr
ææ 3 Æ X æAlc.
ææ KOH
æÆ Y CH3
(a) C = O æZn æ-æ Hg
æÆ CH3 - CH2 - CH3
2 4(i) H SO , roomtemperature CH3 conc.HCl
æææ æ æÆ Z. The product Z is
æææææ
(ii) H 2Oheat (b) CH3 - CHO æDil.
æ ææ NaoH
Æ CH3 - CH = CH - CHO
- H 2O
(a) CH 2 == CH 2
(b) CH 3 CH 2 OCH 2 CH 3 (c) C2 H5 I + C2 H5 ONa Æ C2 H5 . O. C2 H5 + NaI
(c) CH 3 CH 2 OSO 3 H (d) HCHO æNaOH
ææÆ HCOONa + CH3 OH
(d) CH 3 CH 2 OH
23. The compound that generate methyl ethyl ketone
15. Ethyl propanoate on reduction with LiAlH 4 yields: upon oxidation is -
(a) Methanol (a) 2-Propanol (b) 1-Butanol
(b) Ethanol and Propanol (c) 2-Butanol (d) tert-Butyl alcohol
(c) Propane
24. The best reagent to convert pent-3-en-2-ol into
(d) Mixture of ethanol and methanol
pent-3-en-2-one is:
16. Consider the following reaction, (a) Acidic KMnO 4
Phenol æZn
æ-ædust
æÆ X æCH
æ3æCl
Æ Y æAlk.KMnO
æ æ ææ 2ÆZ (b) Alkaline K 2 Cr 2 O 7
Anhy.AlCl 3 (c) Chromium anhydride in glacial acetic acid
The product Z is (d) Pyridinium Chlorochromate
(a) toluene 25. The most acidic compound among the following is-
(b) benzaldehyde OH
(c) benzoic acid
(d) benzene (a) ClCH2 CH2OH (b)
17. The product in the reaction is: NO2
C2 H5 OH æPæ +I 2
æÆ A æMg æ Æ B æHCHO
ææÆ C æHæ
2O Æ D
æ OH OH
Ether
(a) propanal (b) butanal (c) (d)
(c) n-butanol (d) n-propanol CH3

KONALE COACING
COACHINGCLASSES
CLASSES
Level-II
26. Tautomerism is not exhibited by: 35. Phenol is:
(a) a base weaker than NH 3
(a) CH CHOH (b) O O (b) an acid stronger than carbonic acid
(c) an acid weaker than carbonic acid
(d) neutral
36. Purity of ether before using it as anaesthetic agent is
(c) O (d) O tested by :-
O (a) KI + starch
O (b) CuSO 4
27. The compound B formed in the following sequence of (c) H 2 SO 4
reactions, (d) none of these

CH 3CH 2CH 2OH æPCl ææ 5 Æ A æAlc.NaOH

æææ æÆ B will be:
(a) propyne (b) propene 37. Which of the following undergoes dehydration most
(c) propanal (d) propane readily?
28. Diacetone alcohol is obtained by the reaction of: (a) 1-phenyl-l-butanol
(b) 1-phenyl-2-butanol
(a) acetone and ethanol
(c) 2-phenyl-2-butanol
(b) acetone and conc. H 2 SO 4
(d) 2-phenyl-l-butanol
(c) acetone and Ba(OH) 2
(d) acetone and Al(OH) 3 38. The alcohol that forms fats with fatty acids is:
(a) glycerol
29. Product C in the following sequence of reactions is-
(b) ethanol
C2 H 5 Br æNaOH(aq)
æææ æÆ A æNa æÆ B æCH ææ3I
Æ C is : (c) methanol
(a) Butane (b) Ethane (d) glycol
(c) Methyl ethyl ether (d) Propane
39.
30. Compound X(C5 H 10O) is a chiral alcohol. It gives an
achiral alcohol Y(C5 H 12O) on catalytic
hydrogenation & on oxidation with MnO 2 gives an
achiral carbonyl compound Z (C5 H 8O). Compound X
is:
(a) Pent-1-en-3-ol
(b) Pent-4-en-2-ol
40. When wine is put in air it become sour due to:-
(c) 3-methyl buten-1-ol
(a) oxidation of C 2 H 5 OH into CH 3COOH
(d) 2-methyl-2-buten-1-ol
(b) bacteria
31. An aldehyde on treatment with Zn/HCl yields: (c) virus
(a) 1° alcohol (b) 2° alcohol (d) formic acid formation
(c) 3° alcohol (d) none of these
41. The enzyme which can catalyse the conversion of
32. The alcohol that gives carboxylic acids having the glucose to ethanol is:
same number of carbon atoms is - (a) zymase (b) diastase
(a) Primary (c) maltase (d) invertase
(b) Secondary
42. Denatured spirit is mainly used as a:
(c) Tertiary
(d) None of the above (a) good fuel
(b) drug
33. The organic compound present in tincture of iodine is: (c) solvent in preparing varnishes
(a) alcohol (d) material in the preparation of oil
(b) CCI 4 43. The reaction of ethanol with H 2 SO 4 does not give:
(c) acetone
(a) C 2H 4
(d) CS 2
(b) C 2H 5 OC 2 H 5
34. (c) C 2H 2
(d) C 2H 5 HSO 4
44. Which reagent will convert propionic acid to
propanol-1?
(a) KMnO 4
(b) LiAlH 4
(c) Cr 2 O 3
(d) MnO 2
45. A liquid was mixed with ethanol and a drop of
concentrated H 2 SO 4 was added. A compound with a
fruity smell was formed. The liquid was:
(a) HCHO
(b) CH 3 COCH 3
(c) CH 3 COOH
(d) CH 3 OH
46. When phenol is treated with excess bromine water, it
gives:
(a) m-bromophenol
(b) o- and p-bromophenol
(c) 2, 4-dibromophenol
(d) 2, 4, 6-tribromophenol

47. Phenol can be converted into salicylic acid by

(a) Etard’s reaction
(b) Kolbe’s reaction
(c) phenol with CCl 4 in basic medium
(d) both (b) and (c)
48. Phenol is weakly acidic but does not react with
NaHCO 3 like carboxylic acids hence:-
(a) phenol is weaker than carbonic acid
(b) phenol is stronger than carbonic acid
(c) phenol is stronger than carboxylic acid
(d) none of the above
49. An organic compound C7 H 8O is neither soluble in
NaOH nor gives blue colour with FeCl 3 , is:
(a) C 6 H 5 .CH 2 OH
CH3
(b) C6 H 4
OH
(c) C 6 H 5 .OCH 3
(d) none of these