DPP-01

Electronic Displacement Effect

1. Which of the follow ing species is not electrophilic in nature : -

⊕ ⊕
(A) BH3 (B) H3O⊕ (C) NO2 (D) Cl

2. 𝐂𝐇𝟑 𝐂𝐇𝟐 𝐂𝐥 undergoes homolytic fission to produce :-

• •
(A) CH3CH2 and Cl
•
(B) CH3CH2 and Cl⊖
⊕
(C) CH3 C H2 and Cl⊖
⊖
(D) CH3 C H2 and Cl⊕

3. Which of the following intermediate has complete octet :-

(A) Carbocation
(B) Carbanion
(C) Free radical
(D) Carbene
⊕
4. Wrong statement regarding methyl carbonium ion (𝐂 𝐇𝟑 ).
(A) It is sp2 hybridised
(B) Vacant orbital is sp2 hybridised
(C) Vacant orbital is perpendicular to molecular planar and in pure p-orbital
(D) It is electrophile with sextet of electron
5. Which of the following is false order of – I effect ?
(A) –F > –Cl > –Br > –I
⊕ ⊕
(B) – N R 3 > – N H3 > – N O2
(C) –F > –OH > – 𝑁𝐻2

(D) > – C  CH > –H

6. What is the correct order of + I effect ?

–
(A) – O > – CH3 > – CMe3
–
(B) – CO–2 > – O > CHMe2
–
(C) – O > – CH2 Me > – D > – H
(D) None
7 . How many of the following groups have + I effect :
– ⊝
(a) —OH (b) — 𝐎 (c) — 𝐍𝐇𝟐 (d) – 𝐍𝐇
–
(e) —COOH (f) — 𝐂𝐎𝐎 (g) —Me (h) —OMe
⊕
(i) —F (j) – 𝐍𝐅𝟑

______________________________________________________________________________________________
Electronic Displacement
 Inductive Effect

I Effect
WORK SHEET
1. Identify + I or -I effect which is present by circled group ?

O O
OH CH3
OH
(a) (b) (c) (d)

C CH NO2 NH3

(e) (f) (g) (h) CH3 CH CH2

NH2

(i) CH3 C CH (j) H2C CH C CH (k) CD3 CH CH2 (l)

Cl

(m) CH3 CH2 (n) NO2 CH2 CH2 (o) Cl CH2 CH2 (p)

SO3H CH3 CH3

(q) (r) CH3 CH3 (s) (t)

Answers
Work Sheet
1. (a) - I (b - I (c) + I (d) - I
(e) –I (f) –I (g) - I (h) + I
(i) + I (j) - I (k) + I (l) - I
(m) + I (n) - I (o) - I (p) - I
(q) - I (r) None (s) - I (t) None
(Note : Inductive effect does not operate in alkanes)

qqq
 DPP-02
Electronic Displacement Effect

1. Which of the following statement is incorrect?

(A) Resonating structure are real & have real existence.
(B) Equivalent contributing structures make resonance hybrid very stable.
(C) Contributing structures are hypothetical having no real existence.
(D) Contributing structures are less stable than the resonance hybrid.

2. The decreasing order of stability of the following resonating structures

.. – + + . .–
CH2 = CH—Cl :
.. ..:
:CH2 – CH=Cl . . : is :
CH2 – CH=Cl
(I) (II) (III)

(A) I > II > III (B) II > III > I (C) III > II > I (D) I > III > II
+ +
3. If A is Ph 𝐂𝐇𝟐 and B is 𝑪𝑯𝟐=CH—𝑪𝑯𝟐, the greater number of resonating structure is of -
(A) A (B) B (C) both A and B (D) None of these

4. Which of the following pairs represent resonance ?

Θ Θ
(A) CH2 = CHOH ; CH3 CHO (B) CH2 –CHO ; H2C=CH–O
+
O OH OH OH

(C) CH3—C—CH3 ; CH3—C=CH2 (D) CH3—C—CH3 ; CH3—C—CH3

H
5. Which of the following groups cannot participate in resonance with other suitable group :
⊕
(A) – COOH (B) – COOCH3 (C) –COCl (D) −NH 3
6. Which of the following is least stable :
⊕ ⊝ ⊕ ⊝
(A) CH3 – O = CH– C H– HC = CH2 (B) CH3 – O = CH – C H = HC – C H2
⊕ ⊝ •• 
(C) CH3 – O – C H – C H – H C = CH2 (D) CH3 – O– CH – CH – CH = CH2
••

7. Which one of the following pair of structures does not represent the phenomenon of
resonance?
O O–
 + +
(A) H2C=CH–C–H ; CH2–CH=C–H (B) CH2 = CH − CHCl ; CH2 − CH = CH − Cl

O

O O HO
(C) CH3—C—O ; CH3—C=O

(D) CH3—CH2—C—CH3 ; CH3—CH=C—CH3

______________________________________________________________________________________________
Electronic Displacement
 8. Examine the following two structures for pyrrole and choose the correct statement given below
+

•• ••
N N–

H H
(I) (II)

(A) II is not an acceptable resonating structure because carbonium ions is less stable than nitride ion
(B) II is not an acceptable resonating structure because there is charge separation
(C) II is not an acceptable resonating structure because nitrogen has ten valence electrons
(D) II is an acceptable resonating structure
9. The most unlikely representation of resonance structure of p-nitrophenoxide ion is-
    
  
O–N=O O–N–O O=N=O O–N=O

(A) (B) (C) (D)



 O O O
O
10.
. Among the following, the least stable resonance structure is -

 O  O
(A) N (B) N

O O

(C)   O (D)   O
N N
O O


O O
–
CH 2=CH–CH2– CH2–CH=CH2
11. CH2

CH2 ;
I II I' II'

The correct order of stability -

(A) I > II , I’ = II’ (B) I < II , I’ < II’ (C) I = II , I’ = II’ (D) I > II , II’ > I’

12. Number of compounds In which lone-pair indicated is involved in resonance :

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

N N N N
| |
H H
••
(e) 𝐂𝐇𝟐 =CH–𝐂𝐇𝟐𝚯 (f) 𝐂𝐇𝟐 = 𝐂𝐇– 𝐂𝐇 = 𝐍𝐇

______________________________________________________________________________________________
Electronic Displacement