ALCOHOLS & ETHERS

FIITJEE
ALCOHOLS & ETHERS

EXERCISE – I OBJECTIVE PROBLEMS (JEE MAIN)

1.
CH2–OH
CHO C=O 4. ; Product (A) is -
O
H OH HO H
HO H XHIO 4 H OH YHIO4
OH OH PCl5
(A) H (B) H OO (A) O
H OH
CH2OH
CH2OH (D-glucose) C–Cl C–Cl
(D-glucose) O
(A) (B)
x & y are moles of HIO4 consumed is above
reaction. C–OH C–Cl
O O
(i) Value of x inabove reaction is -
(A) 2 (B) 3
(C) 4 (D) 5 Cl O
Cl
(ii) Sum of x + y is - C C–Cl
(A) 8 (B) 9 Cl
(C) 10 (D) 11 (C) (D)
(iii) Mole of HCHO formed in (A) is - CO2H CH2Cl
(A) 1 (B) 2
(C) 3 (D) 4
H2
CH2–OH 5.
xHIO4 PtO2 or Ni
C=O
2. Product of above reaction is obtained by
CH–OH (A) racemic mixture
(B) Diastereomers
CH2–OH (C) Meso
(D) Optically-active product
x is moles of HIO4 consumed
6. The structure of the product formed in the
(A) x = 3 (B) x = 2 reaction given below is -
(C) x = 4 (D) x = 1
O H+
(i). Mg/Hg H
+ –H2O
3. CH3 CH3 (A) (B)
(ii) HOH
OH OH

Product (B) is -
(A) (B)
O O O
(A) (B)
O CH3
(C) (D)
O
O O
(C) CH (D)
3
OH OH OH

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 ALCOHOLS & ETHERS
CH–OH
CHO 2

| O 
2HIO4 CH–OH LiAlH4 HO
7.  , Products obtained in the
2 3
CH  OH   (A) (B) (C)
+
| 11. H
CH–COEt
2
CH2  OH
CH3
above reaction are -
(A) HCHO, HCO2H O
(B) HCHO, 2HCO2H (A)
(C) CO2, 2HCO2H CH2–CH–OH
(D) CO2, HCHO, HCO2H
CH3
CHO
| O
8. (CH  OH)3 + 4HIO4 , Products obtained are
| (B)
CH2  OH CH–CH 2–OH
Aldo pentose CH3
(A) 4HCO2H, HCHO
(B) 4CH2O, HCO2H O
(C) CO2, 4HCHO (C) OH
(D) CO2, 3HCO2H, HCHO C–CH3
9. Which of the following compound gives 2HCHO, CH3
CO2, 2HCO2H when oxidisized by periodic acid
O
CHO  OH COH
| | (D)
(A) (CH  OH)2 (B) (CH  OH)2 CH2–CH2–OH
| |
CH2  OH CH2  OH 12. In the given reaction :
OH OH
CH2  OH CHO | |
| | HIO4
CH3– CH  C  CH3 
CO CO  (a) + (b)
| |
|
(C) (CH  OH)2 (D) CH  OH CH3
| | (a) and (b) respectively be -
CH2  OH CH2  OH
(A) CH3CHO and CH3CHO
(B) CH3COCH3 and CH3CHO
Me–CH (C) CH3COCH3 and CH3COCH3
(D) CH3COOH and CH3COCH3
CH–OH
xHIO4 O
10. CH–OH , What is the
C–CH3
CH–OH Zn(Hg)
(A)
13. HCl ; Identify the
HC
CH2–OH HO
A.
maximum value of (x) ?
(A) 1 (B) 2 CH2–CH3
(C) 3 (D) 4
(A)

HO

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 ALCOHOLS & ETHERS

OH

(B) CH3CO2H(1mole)
17.   (A) product
H
Cl
OH
(A) is -
OH
O–CH3
(C) (D)

(A)
Cl
OH
14. Ph–CH 2 –Cl KCN H O
  (A) 3 (B) O
18


3 2 4 (C)
CH – O H, conc.H SO ,  O–C–CH3
product (C) is -
18 (B)
O
||
(A) Ph–CH2– C –O–CH3 CH3 OH
O H OH
||
(B) Ph– C – O –CH3 (C)
18 O
O O–C–CH3
||
(C) Ph–CH2– C – O –CH3
18 O
O18 H O–C–CH3
||
(D) Ph–CH2– C  O–CH3
(D)
O O
|| || H3O
15. Ph– C –CH2– C –O–Et   (A) 
 (B) H OH

Product (B) is -
O O CH3 O CO2 Et
|| || CH–O CO2–Et
(A) Ph– C –H (B) Ph– C –CH3 3

18. H3 O/strong heated ; Product (A)
O
|| (A)
(C) Ph–CH2– C –OH (D) Ph–CO2H
is -
O O
||  || O
H
16. R– C –O–H+R1–OH R–
– C –O–R,
In above esterification reaction rate of reactin
(A) O (B)
is maximum, when R1–OH is -
(A) 1º alcohol
(B) 3º alcohol CO2H
O
(C) 2º alcohol
(D) CH3OH CO2H
(C) CO2H (D)

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 ALCOHOLS & ETHERS

O  O O
|| H3O ||
19. R1– C –O–H + R – OH R1– C –O–R–+H–+H2O 24. R–C–Cl+R–O–H
(d & l) (d) Pyridine
In above esterification reaction rate of reaction racemic
maximum when - Product of above reaction is -
(A) R1 = –CH3 (B) R1=–CH2–CH3 (A) Enantiomer (B) Racemic
CH3 (C) Diastereomers (D) Meso
CH3 | O
(C) R1 = – CH (D) R1=– C  CH3 ||
CH3 | 25. Ph– C –O–H+CH3–O18H (X) + H2O
CH3
O
O ||
 (A) X = Ph – C –O18–CH3 (Trans esterification)
|| 18 H3O
20. Ph– C – C –CH3
O
O18 is present in - ||
(A) Carboxylic acid (B) Alcohol (B) X = Ph– C –O18–CH3 (esterification reaction)
(C) Water (D) Cannot predict
O
O ||
|| (C) X = Ph– C –O18–CH3(Saponification)
21. Ph– C –O–CH3  H2O / HO
  
Above reaction is known as - O
||
(A) Esterification (B) saponification (D) X=Ph– C –O–CH3 (Hydrolysis)
(C) Transesterification (D) Acidic hydrolysis
18
O
Na CH2–OH
22. CH3 O H  (A) + B (gas)
CH–C–Cl
26. Et 3
(A) (major)
O
|| N
CH3– C –O–CH3 (A) (C)
Product (C) of above reaction is - H

O18 O O
|| || 18
(A) CH3– C  O–CH3 (B) CH3– C – O –CH3 CH2–O–C–CH3 CH2–OH

O18 O (A) Et (B) Et

|| 18 ||
(C) CH3– C  O –CH3 (D) CH3– C –O–CH3 N N

O O H COCH3
|| || CH2 COCH3
23. CH 3 – C –CH 2 – C –O–Et NaOEt
 (A)
  (C) (D) Et
HO
N N
 (B)    (C)
CH3I 3
  
H H
Product (C) is -
27. Which of the following compound reduces by
O O
(A) Ph (B) DIBAL-H ?
O
O ||
(C) (D) (A) CH3– C –OH (B) CH3–CN
O
O
||
(C) CH3– C –O–Et (D) All

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 ALCOHOLS & ETHERS
28. Which of the following compound reduces by
NaBH4 ?
O
||
(A) CH3– C –OH (B) CH3–NO2
O O
|| ||
(C) CH3– C –O–Et (D) CH3– C –Cl
29. Which of the following compounds not reacts
with NaOH ?
(A) HCCH (B) EtOH
(C) H2C=CH2 (D) All
O O
|| ||
30. EtOH+CH3– C –O– C –CH3 
In above reaction molecular weight of alcohol
increases by
(A) 22 (B) 32
(C) 42 (D) 52
31. N-Ethyl pthalimide oin hydrolysis gives -
(A) Methyl alcohol (B) Ethyl amine
(C) Dimethyl amine (D) Diethyl amine
32. Which of the following is acetylation reaction
H
(A) EtOH 


O O
|| ||
(B) EtOH + CH3– C –O– C –CH3
(C) EtOH + H – CL 
(D) EtO + CH3 – CH2 – Cl 

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