Complete Course on Organic Chemistry for JEE 2020

GOC QUESTION BANK

Q.1 In which of the following is the most acidic H of the respective molecule circled ?

OH O
SH
(a) OH (b)
HO
CN COO H

(c) (d) All of above

Q.2 Which acid has the highest Ka value?

O
O
Cl
(a) (b) OH
H3C OH Cl
H

O O

(c) OH (d) OH

I Cl

Q.3 Determine the stability order of given intermediates.

Me OMe Me
 OMe H2C  OMe

 H2C — OMe
Me (IV)
(I) (II) (III)

(a) I > II > III > IV (b) I > II > IV > III (c) IV > I > II > III (d) III > I > II > IV
Q.4 Which of the following compounds has the lowest pKb value in aqueous solution?

NH2
N
(a) NH2 (b) NH (c) (d)
NH2 NH2

Q.5 Find the correct order of acidity amongst the following compounds
Me

N N N N
is
H H H H H H
(I) (II) (III) (IV)
(a) (i) < (ii) < (iii) < (iv) (b) (iv) < (iii) < (i) < (ii)
(c) (ii) < (i) < (iii) < (iv) (d) (ii) < (iv) < (i) < (iii)
Q.6 Which nitrogen atom is least basic in the given molecule?
..
I NH
O

HN.. NH II
..
IV
NH
..
III
(a) I (b) II (c) III (d) IV
Q.7 Select the correct order of stability amongst given carbocations

CH2 CH2 CH2 CH2

NO2 Cl CH3
(I) (II) (III) (IV)

(a) I > II > III > IV (b) IV > III > II > I (c) III > IV > II > I (d) III > II > IV > I
Q.8 Find out the correct order of basic strength among the given compounds :

NH2
O NH CH2–NH2
CH3– C – NH CH3– C – NH2

(a) III > IV > I > II (b) IV > III > I > II (c) IV > III > II > I (d) IV > I > II > III
Q.9 Identify the basic strength order amongst the following compounds:

Me

N N N N
H H
(I) (II) (III) (IV)

(a) I > II > III > IV (b) II > I > IV > III (c) IV > III > I > II (d) IV > III > II > I
Q.10 Find the least acidic compound amongst the following:

COOH
CH2
COOH
COOH COOH CH2 CH2
(a) (b) CH2 (c) (d)
COOH COOH CH2 CH2
COOH COOH

Q.11 Which of the following is strongest base?

(a) H3C – CH2 –NH2 (b) H3C – CH = NH (c) H3C – C  N (d) H 3C  CH 2  NH

Q.12 If dissociation constant of formic acid is K a1 and dissociation constant of oxalic acid are K 'a1
and K 'a 2 then which order among the following is correct?
(a) K a1 > K 'a1 (b) K a1 > K 'a 2 (c) K 'a1 = K 'a 2 (d) K 'a1 < K 'a 2

Q.13 Which of the following is the strongest acid?

O O O

OH O = S – OH C – OH C – OH

(a) (b) (c) (d)

Q.14 Which compound is most acidic?

COOH
COOH COOH COOH
NO2
(a) (b) (c) (d)
NO2 NO2
 O
Q.15  3  'Y' (gas)
C – OH NaHCO
14

O
|| 14
NaH CO 3
Me  C  OH    'Z' (gas)

Gas Y and Z respectively are:

14 14 14 14
(a) CO2, CO2 (b) CO 2 , CO 2 (c) CO2, CO 2 (d) CO 2 , CO2
Q.16 Which of the following will have lowest dissociation constant (Ka) ?
NO2
COOH COOH
(a) (b)

Cl
COOH COOH
(c) (d)

Q.17 Select the one which is most basic among the following:


Me
(a) N–H (b) N (c) O N–H (d) O
Me

Q.18 For which carboxylic acid is the pka value lowest?

(a) CH3 – CH2 – COOH (b) CH  C – COOH
(c) CH3 – CH2 – CH2COOH (d) CH2 = CH– COOH
Q.19 Which of the following will have least pK b value?

O
(a) (b) (c) (d)
N N N
N
H |
H

Q.20 Out of following, the most basic isomer of the formula C4H7N is :
(a) HC(CH2)2–NH2 (b) H3C–CC–CH2NH2

N
(c) H3CCH2CC–NH2 (d) |
H
 OH OH COOH COOH

Q.21 Ka value order for will be

(I) (II) NO2 (IV)
(III)

(a) III > II > IV > I (b) IV > III > II > I
(c) III > IV > II > I (d) III < IV < II < I

Q.22 Weakest acid amongst following is :

COOH
COOH
COOH

(a) (b) H  C  OH (c) (d)

||
O CH3
OCH3

Q.23 Which of the following reaction is most favourable?


(a) CH3–C CH + NaOH  CH3 – C  C Na + H2O

(b) CH4 + NaOH  CH3Na + H2O
OH 
ONa

(c) + NaHCO3  + H2O + CO2

(d) EtONa + H2O  EtOH + NaOH

Q.24 Which one is correct order of basic strength?

(1)
NH2
(4)
NH–C–NH2

C2H5–NH NH
(2)
(3)

(a) 1 > 2 > 3 > 4 (b) 2 > 1 > 3 > 4 (c) 2 > 3 > 1 > 4 (d) 2 > 4 > 3 > 1
Q.25 Which of the following compound is least basic?

O O O O

(a) N (b) (c) N (d) N

H N
H H
H

Q.26 Arrange the following in decreasing order of acidic strength.

COOH COOH COOH

COOH

(I) (II) (III) (IV)

NO2 SO3H CH3

(a) I > II > III > IV (b) II > III > IV > I
(c) III > II > I > IV (d) III > I > II > IV
Q.27 In the following compounds:

OH OH OH OH

NO2
(I) (III) NO2
CH3
(IV)
(II)

The order of acidity is:

(a) III > IV > I > II (b) I > IV > III > II (c) II > I > III > IV (d) IV > III > I > II
Q.28 Which order of acid in strength is wrong?

(a) > (b) >

(c) > (d) >

Q.29 Which of the following compound is most basic?
O NH NH O
(a) CH3– C – NH2 (b) H2N– C – NH2 (c) CH3– C – NH2 (d) Ph – C – NH2

Q.30 Which of the following is most basic?

NH2 NH NH2 NH2

OCH
(a) (b) (c) (d)
NO2
OCH

Q.31 Which of the following is most basic compound ?

(a) H3C – C  N (b) H3C – CH = NH (c) H3C – C = N (d) H2C = C = N
Q.32 Which of the following is least acidic compound ?

COOH OH OH SH

(a) (b) (c) (d)

NO2

CH2

Q.33 Which resonating structure is most stable for ?


N
O O

CH2 CH2 CH2 CH2

(a) (b) (c) (d)

N N N N
O  O   
O O O O O O
Q.34 Which one is correct match of compound with pKa value respectively?

Cl NO2 H

(I) (II) (III)

COOH COOH COOH

(a) 3.98, 3.41, 4.19 (b) 4.19, 3.41, 3.98

(c) 3.41, 3.98, 4.19 (d) 3.98, 4.19, 3.41
Q.35 The correct order of acidic strength is
OH COOH SO3H OH

NO2 CH3

(P) (Q) (R) (S)

(a) P > Q > R > S (b) R > Q > P > S (c) R > Q > S > P (d) Q > R > P > S
Q.36 Which one is the most stable cation in the following

OH OH OH NH2

(a) (b) (c) (d)

Q.37 Which of the following is more basic than aniline?

(a) Diphenylamine (b) Triphenylamine (c) p-nitroaniline (d) Benzylamine