Name

Batch No.
Date:
Enrol. No.

Quiz

ALCOHOL, ETHER AND PHENOL

Time: 20 minutes Maximum Marks: 45
 Tick mark the correct answer.
 For each correct answer +3 and wrong answer –1 mark(s) will be awarded.

1. Consider the alcohols

OH OH

a) NO2 b) CHO
H3C H3C
OH OH O

c) CN d)
H3C H3C CH3
The correct decreasing order of the reactivity of the above alcohols in dehyderation
reaction is:
(A) d  c  b  a (B) a  c  b  d
(C) c  b  d  a (D) a  c  d  b

2. Amongst the alcohols:

CH3 CH3
H3C HO
a) OH b)
CH3
H3C H3C
CH3
H
H3C
CH3
c) d) H3C
OH
H3C
OH
the one or more than one that would give the alkene (CH 3)2C = CH – CH3 as the major product upon
heating with conc. H2SO4 by E1 mechanism is:
(A) b and d (B) All excepting C
(C) All excepting a (D) All of them

3. CH3
OH conc . H2SO 4 , 
  P (major product)

Where the P is:

CH3 CH3

(A) (B)
CH3 CH3

(C) (D)
OH

4. CH3
Hg( OAc )2  CH3 OH NaBH4
       A

The major organic product A is:

OCH3
CH3
(A) CH3
(B) OCH3

OCH3
CH3
(C) OH
(D)

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5. CH3
H3C H2 O / H 18 
   Q
O
Where Q the major organic product is:
CH3 CH3

H3C H3C
(A) (B)
18
OH OH OH
18
OH
H3C CH3 H3C CH3

(C) (D)
HO OH HO CH3
18 18

HO 18
6. OH
H3PO4 , 
   Y
H3C
CH3
CH3

Where Y (major organic product) is:

H3C H3C 18
O O
H3C CH3 H3C CH3
(A) (B)

H3C

(C) CH3 (D) Both A and B

H3C
OH

HO NH2
7.


HNO 2 / H , 
   X (ultimate major organic product )

Where X is:
HO CH3 O

(A) (B) CH3

O OH

(C) (D)

8. One mole of organic compound (X) having the structure:

O

HOOC

COOEt

OH
was treated with 2 moles of RMgX and the product so obtained was acidified. The organic products
thus formed are:
R OH
HOOC

(A) X and RH (B) and EtOH

COR
OH
O R OH
HOOC HOOC
and EtOH and RH
(C) OH (D)
O

CH3
OH H3C OH R

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9. In the reaction:
Cl
CH3 ONa
  P(ultimate )
O
the organic product P is:

OCH3 Cl OCH3
(A) (B)
O
OH
OCH3

H3CO Cl
(C) (D)
OH
O
10. OH

 H3C EtOK ( excess)

   Z (major )
etehr / R.T.
Br
The major organic product Z in the above reaction is:
CH3

O
(A) (B) H3C O CH3

(C) (D) H2C CH2

11. An equimolecular mixture of two alcohols upon heating with limited amount of conc. H 2SO4 gives
exclusively single ether product. The mixture of alcohols will thus be
CH3
H3C H3C
H3C H3C
(A)  (B) OH and
OH OH OH
H3C
H3C H 5C 2
H3C and H3C OH
(B) OH  OH (C)
OH
H3C H 5C 2

12. About the alcohols given below:

H3C
OH and
a) H3C OH b)
CH3
OH CH3
H3C
c) H3C d)
OH
CH3 H3C
The incorrect statement is:
(A) a and b can neither be distinguished by treating the products of their dehydrogenation with
Fehling solution /Tollen’s reagent nor by iodoform test.
(B) b and c can be distinguished by iodoform test and also by Victor Meyer’s test.
(C) a, c and d can be distinguished by Luca’s test and also by Victor Meyer test.
(D) a, b and c can be distinguished by iodoform test and Victor Meyer test performed side by side.
13. The acidic strength of
OH OH OH OH

and
CH3 NO2
NO 2 CH3
I II III IV
is in the decreasing order of:
(A) I  IV  III  IV (B) IV  III  II  I
(C) I  III  II  IV (D) III  II  I  IV

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14. In the reaction of phenol with CHCl 3 and aqueous NaOH at 70°C, the electrophile and the substrate
are, respectively.
(A) CCl2 and C6H5OH (B) CCl2 and C6H5 O 
(B) CHCl and C 6H5O  (C) CCl3 and C 6H5 OH

15. Consider the reaction

OH
Zn dust Anh. HI (lim ited )
  Y   Z
distillation SN 2

H3CO
(X)
Now choose the incorrect statement:
(A) Both X and Z will give off H2 with Na metal
(B) Both X and Y will give azodye test with benzene diazonium chloride in alkaline medium
(C) X will give colouration with neutral FeCl3 solution whereas Y and Z will not give this test
(D) Out of X, Y and Z, none will give off CO2 with NaHCO3

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