TOPIC: HYDROCABRON & ALKYL HALIDE

ADVANCE INTENSIVE REVISION-6

BATCH-12th ALL & TARGET ALL
1. In the following reaction, the major product is

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

2. LIST-I contains reactions and LIST-II contains major products.

List I List II

(P) 1.

(Q) 2.

(R) 3.

(S) 4.

5.

Match each reaction in LIST-I with one or more products in LIST-II and choose the correct
option.
(A) P → 1,5; Q → 2; R → 3; S → 4
(B) P → 1,4; Q → 2; R → 4; S → 3
(C) P → 1,4; Q → 1,2; R → 3,4; S → 4
(D) P → 4,5; Q → 4; R → 4; S → 3,4

3. The major product formed in the following reaction is

origence Admin Block: Kabir Nagar, Durgakund, Varanasi 1 0542231 03 59 770 50 44 444 www.origenceonline.com
Educare Pvt. Ltd.
 (A) (B)

(C) (D)

Paragraph
The amount of energy required to break a bond is same as the amount of energy released when
the same bond is formed. In gaseous state, the energy required for homolytic cleavage of a bond is
called Bond Dissociation Energy (BDE) or Bond Strength. BDE is affected by s-character of the
bond and the stability of the radicals formed. Shorter bonds are typically stronger bonds. BDEs
for some bonds are given below:

4. Correct match of the C–H bonds (shown in bold) in Column J with their BDE in Column K is
Column J molecule Column K BDE (kcal mol-1)
(P) H  CH(CH3 )2 (i) 132
(Q) H  CH2PH (ii) 110
(R) H  CH  CH2 (iii) 95
(S) H  C  CH (iv) 88
(A) P – iii, Q – iv, R – ii, S – i (B) P – i, Q – ii, R – iii, S – iv
(C) P – iii, Q – ii, R – i, S – iv (D) P – ii, Q – i, R – iv, S – iii

5. For the following reaction

light
CH4(g)  Cl2(g)  
 CH3Cl(g)  HCl(g)
the correct statement is
(A) Initiation step is exothermic with Ho  58 kcal mol–1.
(B) Propagation step involving ∙CH3 formation is exothermic with Ho = –2 kcal mol–1.
(C) Propagation step involving CH3Cl formation is endothermic with Ho = +27 kcal mol–1.
(D) The reaction is exothermic with Ho = –25 kcal mol–1.

6. Match the reactions in List-I with the features of their products in List-II and choose the
correct option.
List-I List-II
aq. NaOH
(P) (-)-1-Bromo-2-ethylpentane 
 (1) Inversion of configuration
SN 2 reaction
(single enantiomer)
aq. NaOH
(Q) (-)-2-Bromopentane 
 (2) Retention of configuration
SN 2 reaction
(single enantiomer)
aq. NaOH
(R) (-)-3-Bromo-3-methylhexane 
 (3) Mixture of enantiomers
SN1 reaction
(single enantiomer)

origence Admin Block: Kabir Nagar, Durgakund, Varanasi 2 0542231 03 59 770 50 44 444 www.origenceonline.com
Educare Pvt. Ltd.
 aq. NaOH
(S) 
 (4) Mixture of structural isomers
SN1 reaction
(5) Mixture of diastereomers
(A) P  1; Q  2; R  5; S  3 (B) P  2; Q  1; R  3; S  5
(C) P  1; Q  2; R  5; S  4 (D) P  2; Q  4; R  3; S  5

7. KI in acetone, undergoes SN2 reaction with each P, Q, R and S. The rates of the reaction
vary as

(a) P > Q > R > S (b) S > P > R > Q (c) P > R > Q > S (d) R > P > S > Q

8. The following compound on hydrolysis in aqueous acetone will give

It mainly gives
(a) K and L (b) only K (c) L and M (d) only M

9. The major product of the following reaction is

origence Admin Block: Kabir Nagar, Durgakund, Varanasi 3 0542231 03 59 770 50 44 444 www.origenceonline.com
Educare Pvt. Ltd.
10. Among the following, reaction(s) which gives(give) tert-butyl benzene as the major product
is(are)
Br
Cl
(A) 
 (B) 
NaOC2H5 AlCl3

OH
(C) 
 (D) 

H2SO4 BF3.OEt2

11. Compound(s) that on hydrogenation produce(s) optically inactive compound(s) is(are)

(A) (B)

(C) (D)
12. The IUPAC name(s) of the following compound is(are)

H3C Cl

(A) 1-methyl-4-chlorbenzene (B) 1-chloro-4-methylbenzene

(C) 4-Chlorotoluene (D) 4-Methylchlorobenzene

13. The correct statement(s) for the following addition reactions is(are):
H3C H Br /CHCl
(i) 2 3  M and N

H CH3

H3C CH3
2 Br /CHCl
3  O and P
(ii) 
H H

(A) O and P are identical molecules

(B) (M and O) and (N and P) are two pairs of diastereomers
(C) Bromination proceeds through trans-addition in both the reactions
(D) (M and O) and (N and P) are two pairs of enantiomers

14. For the following compounds, the correct statement(s) with respect to nucleophilic
substitution reaction is(are)

origence Admin Block: Kabir Nagar, Durgakund, Varanasi 4 0542231 03 59 770 50 44 444 www.origenceonline.com
Educare Pvt. Ltd.
 (A) Compound IV undergoes inversion of configuration
(B) The order of reactivity for I,III and IV is IV>I>III
(C) I and III follow SN1 mechanism
(D) I and II follow SN 2 mechanism

15. Compounds P and R upon ozonolysis produce Q and S, respectively. The molecular formula of
Q and S is C8H8O . Q undergoes Cannizzaro reaction but not haloform reaction, whereas S
undergoes haloform reaction but not Cannizzaro reaction
(i) O /CH Cl
(i) P 
3 2 2
 Q
(ii) Zn/H2O
(C8H8O)
(i) O /CH Cl
(ii) R 
3 2 2
 S
(ii) Zn/H2O (C8H8O)
The option(s) with suitable combination of P and R, respectively, is(are)

(A) (B)

(C) (D)

16. In the following reaction sequence, the correct structure(s) of X is (are)

(A) (B)

(C) (D)

17. The reaction(s) leading to the formation of 1,3,5-trimethylbenzene is (are)

(A) (B)

(C) (D)

origence Admin Block: Kabir Nagar, Durgakund, Varanasi 5 0542231 03 59 770 50 44 444 www.origenceonline.com
Educare Pvt. Ltd.
18. Which of the following reactions produce(s) propane as a major product?

(A) (B)

(C) (D)

19. Choose the correct option(s) that gives) an aromatic compound as the major product:

(A) (B)

(C) (D)

20. In the following monobromination reaction, the number of possible chiral products is
CH2CH2CH3
Br 2 Br (1.0 mole)
H 
o

300 C
CH3
(1.0 mole)
Enantiomerically pure)

QUESTION STEM FOR TWO QUESTIONS

Question Stem
For the following reaction scheme, percentage yields are given along the arrow:
red hot
NaNH2 iron tube
H2O P MeI 873 K
Mg2C3 Q R
(4.0 g) 75% 40% (x g)

Hg2+/H+
100%
333K
Ba(OH)2 NaOCl
S T U (decolourises
heat 80% (y g) Baeyer'sreagent)
80%
x g and y g are mass of R and U, respectively.
(Use: Molar mass (in g mol–1) of H, C and O as 1, 12 and 16, respectively)
21. The value of x is ___.

22. The value of y is ___.

23. The maximum number of possible isomers (including stereoisomers) which may be formed on
mono-bromination of 1-methylcyclohex-1-ene using Br2 and UV light is ___.

24. The weight percentage of hydrogen in Q, formed in the following reaction sequence, is________.

origence Admin Block: Kabir Nagar, Durgakund, Varanasi 6 0542231 03 59 770 50 44 444 www.origenceonline.com
Educare Pvt. Ltd.
 [Given: Atomic mass of H = 1, C = 12, N = 14, O = 16, S = 32, Cl = 35]

25. If the reaction sequence given below is carried out with 15 moles of acetylene, the amount of
the product D formed (in g) is ________.

The yields of A, B, C and D are given in parentheses.

[Given: Atomic mass of H = 1, C = 12, O = 16, Cl = 35]

26. The number of isomeric tetraenes (NOT containing sp-hybridized carbon atoms) that can be
formed from the following reaction sequence is ________.

27. The number of CH2  (methylene) groups in the product formed from the following reaction
sequence is ________.

28. The total number of chiral molecules formed from one molecule of P on complete ozonolysis
(O3 , Zn/H2O) is ________.

29. The reaction of 4-methyloct-1-ene (P, 2.52 g) with HBr in the presence of (C6H5CO)2O2 gives
two isomeric bromides in a 9 : 1 ratio, with a combined yield of 50%. Of these, the entire
amount of the primary alkyl bromide was reacted with an appropriate amount of diethylamine
followed by treatment with aq. K2CO3 to give a non-ionic product S in 100% yield.
The mass (in mg) of S obtained is ___.
[Use molar mass (in g mol –1 ): H = 1, C = 12, N = 14, Br = 80]

30. The total number of alkenes possible by dehydrobromination of 3-bromo-3-cyclopentylhexane

using alcoholic KOH is:

origence Admin Block: Kabir Nagar, Durgakund, Varanasi 7 0542231 03 59 770 50 44 444 www.origenceonline.com
Educare Pvt. Ltd.
31. What would be the major product in each of the following reactions?

32. Predict the structure of the product in the following reaction

CHEMISTRY (ADVANCED INTENSIVE REVISION-6)

ANSWER KEY
1. D 8. A 15. CD 22. 3.2 29. 1791
2. B 9. A 16. B 23. 13 30. 5
3. B 10. BCD 17. ABD 24. 1.31 31. ?
4. A 11. BD 18. AC 25. 136 32. ?
5. D 12. BC 19. AB 26. 2
6. B 13. BC 20. 5 27. 0
7. B 14. ABCD 21. 1.62 28. 2

origence Admin Block: Kabir Nagar, Durgakund, Varanasi 8 0542231 03 59 770 50 44 444 www.origenceonline.com
Educare Pvt. Ltd.