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Page # 18 ALCOHAL & ETHER

Exercise - I (Only one option is correct)

1.
O
CH2–OH
CHO C=O PCl5
H OH HO H 4. O (A) ; Product (A) is -
HO H XHIO 4 H OH YHIO4
(A) H OH (B) H OH
H OH O
CH 2OH
CH 2OH (D-glucose) O O
(D-glucose)
C–Cl C–Cl
x & y are moles of HIO4 consumed is above
reaction. (A) (B)

C–OH C–Cl
(i) Value of x inabove reaction is -
(A) 2 (B) 3 O O
(C) 4 (D) 5 Cl O
(ii) Sum of x + y is - Cl
(A) 8 (B) 9 C C–Cl
Cl
(C) 10 (D) 11 (C) (D)
(iii) Mole of HCHO formed in (A) is -
(A) 1 (B) 2 CO2H CH 2Cl
(C) 3 (D) 4
H2
CH2–OH 5.
PtO2 or Ni
xHIO4
C=O Product of above reaction is obtained by
2. (A) racemic mixture
CH–OH (B) Diastereomers
(C) Meso
CH2–OH (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 H+
–H2O

3. OH OH

OH OH (A)
Product (B) is -

O O
(B)
O
(A) (B)

(C)

O O O

(C) (D) (D)

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ALCOHAL & ETHER Page # 19

CHO CH2–OH
| O 
7. 2HIO4 CH2–OH LiAH4 H3O
CH  OH   , Products obtained in the 11. (A) (B) (C)
+
| H
CH2  OH CH–CO2Et

CH3
above reaction are -
(A) HCHO, HCO2H
(B) HCHO, 2HCO2H
(C) CO2, 2HCO2H O
(D) CO2, HCHO, HCO2H (A)
CH2–CH–OH
CHO
| CH3
8. (CH  OH)3 + 4HIO4 , Products obtained are
| O
CH2  OH
(B)
Aldo pentose
CH–CH 2–OH
(A) 4HCO2H, HCHO (B) 4CH2O, HCO2H
(C) CO2, 4HCHO CH3
(D) CO2, 3HCO2H, HCHO
9. Which of the following compound gives 2HCHO,
O
CO2, 2HCO2H when oxidisized by periodic acid
(C) OH
CHO  OH COH
| | C–CH3
(A) (CH  OH)2 (B) (CH  OH)2
| | CH3
CH2  OH CH2  OH
O
CH2  OH CHO (D)
| |
CO CH 2–CH2–OH
CO
| | 12. In the given reaction :
(C) (CH  OH)2 (D) CH  OH
| | OH OH
CH2  OH CH2  OH | |
HIO4
CH3– CH  C  CH3   (a) + (b)
|
Me–CH CH3
CH–OH (a) and (b) respectively be -
xHIO4 (A) CH3CHO and CH3CHO
10. CH–OH , What is the
(B) CH3COCH3 and CH3CHO
CH–OH (C) CH3COCH3 and CH3COCH3
(D) CH3COOH and CH3COCH3
HC
CH2–OH

maximum value of (x) ?


(A) 1 (B) 2
(C) 3 (D) 4

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Page # 20 ALCOHAL & ETHER

O O O
|| || H3O
C–CH3 15. Ph– C –CH2– C –O–Et   (A) 
 (B)

Zn(Hg) Product (B) is -
(A)
13. HCl ; Identify the O O
|| ||
HO (A) Ph– C –H (B) Ph– C –CH3
A. O
||
CH2–CH3 (C) Ph–CH2– C –OH (D) Ph–CO2H

(A)
O O
||  ||
HO H
16. R– C –O–H+R1–OH R–
– C –O–R,
In above esterification reaction rate of reactin
is maximum, when R1 is -
(B) (A) 1º alcohol
(B) 3º alcohol
(C) 2º alcohol
Cl
(D) CH3OH

OH OH

(C) (D) CH3CO2H(1mole)


17.   (A) product
H

Cl
OH
(A) is -
14. Ph–CH 2 –Cl KCN H3O
  (A)   (B)
O
18

 (C) O–CH 3
CH3 – O H O–C–CH3
  
product (C) is -
18 (A) (B)
O
|| OH
(A) Ph–CH2– C –O–CH3 CH 3 OH
O
|| H OH
(B) Ph– C – O –CH3
18
(C)
O O
||
(C) Ph–CH2– C – O –CH3 O–C–CH3
18

O18 O
||
H O–C–CH3
(D) Ph–CH2– C  O–CH3

(D)

H OH

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ALCOHAL & ETHER Page # 21

18 Na
22. CH3 O H  (A) + B (gas)
CH3 O CH2 Et
CH–O
3 CH–Et
2
O
 ||
18. H3 O/strong heated ; Product (A) CH3– C –O–CH3  (C)
(A) Product (C) of above reaction is -

O18 O
is -
|| || 18
(A) CH3– C  O–CH3 (B) CH3– C – O –CH3
O
O18 O
|| 18 ||
(A) O (B) (C) CH3– C  O –CH3 (D) CH3– C –O–CH2

CO2H
O O
O || ||
23. CH 3 – C –CH 2 – C –O–Et NaOEt
CO2H   (A )
(C) CO2H (D)
3 H O
  (B)    (C)
CH3I

Product (C) is -
O O
O  O (A) Ph (B)
|| H3O ||
19. R1– C –O–H + R – OH R1– C –O–R–+H
–+H2O
O
In above esterification reaction rate of reaction (C) (D)
O
maximum when -
(A) R1 = –CH3 (B) R1=–CH2–CH3
O
CH3 24. R–C–Cl+R–O–H
CH3 | (d & f) (d) Pyridine
(C) R1 = – CH (D) R1=– C  CH3 racemic

CH3 | Product of above reaction is -


CH3 (A) Enantiomer (B) Racemic
(C) Diastereomers (D) Meso

O O
 ||
|| 18 H3O
20. Ph– C – C –CH3 25. Ph– C –O–H+CH3–O18H (X) + H2O

O18 is present in - O
||
(A) Carboxylic acid (B) Alcohol (A) X = Ph – C –O18–CH3 (Trans esterification)
(C) Water (D) Cannot predict
O
||
(B) X = Ph– C –O18–CH3 (esterification reaction)
O
|| O
21. H2O / HO
Ph– C –O–CH3  ||
  
(C) X = Ph– C –O18–CH3(Saponification)
Above reaction is known as -
O
(A) Esterification (B) saponification ||
(C) Transesterification (D) Acidic hydrolysis (D) X=Ph– C –O–CH3 (Hydrolysis)

394 - Rajeev Gandhi Nagar Kota, Ph. No. 0744-2209671, 93141-87482, 93527-21564
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Page # 22 ALCOHAL & ETHER

O
CH2–OH 29. Which of the following compounds not reacts
CH–C–Cl
3 with NaOH ?
26. Et (A) (major) (A) HCCH (B) EtOH
N (C) H2C=CH2 (D) All

H
O O
|| ||
O 30. EtOH+CH3– C –O– C –CH3 
CH2–O–C–CH3 CH2–OH In above reaction molecular weight of alcohol
increases by
(A) Et (B) Et (A) 22 (B) 32
N N (C) 42 (D) 52

H COCH3 31. N-Ethyl pthalimide oin hydrolysis gives -


CH2 COCH3
(A) Methyl alcohol (B) Ethyl amine
(C) (D) Et (C) Dimethyl amine (D) Diethyl amine
N N
32. Which of the following is acetylation reaction
H H
H
(A) EtOH 

27. Which of the following compound reduces by
DIBAL-H ? O O
O || ||
|| (B) EtOH + CH3– C –O– C –CH3
(A) CH3– C –OH (B) CH3–CN (C) EtOH + H – CL 
O (D) EtO + CH3 – CH2 – Cl 
||
(C) CH3– C –O–Et (D) All

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

394 - Rajeev Gandhi Nagar Kota, Ph. No. 0744-2209671, 93141-87482, 93527-21564
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