Very Short Answer Type Questions (1 Mark)

1 Write the IUPAC name of the

12 When HCl is added to
compound (CH3)3 CCH,Br. iso-butylene,
2-chloro-2-methylpropane is
2 Write the structure of the compound obtained as a
major product.
1-chloro-4-ethyleyclohexane. Explain the mechanism involved.
in the following reaction? 13 Write all possible isomers
3 What is A of
CH-CH=CH2 C,H,CI.
14 Suggest a
possible mechanism for
+HC1 >A the following reaction:
EtOH, H0
n-BuBr +KCN >n-BuCN
4 Arrange the following compound in
order of increasing boiling points. 15 Complete the following chemical
Chloromethane, chloroformn, equations:
iodomethane, dibromomethane. () CH5N,Cl +KI
CCl4
55 Write a chemical reaction in which (i) CH,=CH, +Br
iodide ion displaces diazonium group
from diazonium salt. 16 Why are aryl halides less reactive
towards nucleophilic substitution
6 Why iodoform has appreciable reactions than alkyl halides?
antiseptic propertyy?
17 Haloalkanes are insoluble in water
7 In the following pairs of halogen but fairly soluble in organic
compounds, which compound solvents. Why?
undergoes faster SN2 reaction?
18 Why are haloarenes more stable
Br than haloalkanes and undergo
and
Br electrophilic substitution reaction
at ortho and para-position?

8 An acid having molecular formula, Short Answer Type II

CgHO,Br is optically active. What is
its structure?
19 Which one of the following pairs
undergo SN1 reaction faster and
Short Answer Type I why?
CH-CHCHCICH, or
9 Account for the following:
() p-dibromobenzene has higher CH CHCHCICH3
melting point than
20 How will you obtain
o-dibromobenzene. monobromobenzene from aniline?

(ii) n-butyl bromide reacts faster than Give reaction also0.

t-butyl bromide through Sy2 chemical test to
mechanism. 21 Write a
distinguish between

10 Which is and benzyl

a
nucleophile, a
better
bromide ion or an iodide ion? Why?
(i) chlorobenzene

chloride.
and carbon
chloroform
11 Why is iodination of benzene (i)
tetrachloride.

difficult?
 22 How would you differentiate between SNl Long Answer Type
and Sy2 mechanisms of substitution
28 (i) What are enantiomers? Draw the
reactions? Give one example of each.
structures of the possible
23 How will you bring about the following 3-methylpent-1-ene. enantiomers of
conversions? (ii) Optically active 2-10dobutane on
treatmas
() 1-bromopropane to 2-bromopropane with Nal in acetone gives a ment
(i) Aniline to chlorobenzene does not show
product, whick
optical activity. Give reas
(iii) Ethanol to ethyl fluoride (iii) An optically active compound with 80n.

24 Write the equations for the preparation of

molecular formula of C,H 15 Br reacts with
1-iodobutane fromn aqueous KOH t0 give a racemic mixture of
) 1-butano products. Write the mechanism involved to
this reaction.
(ii) 1-chlorobutane
(ii) but-1-ene 29 () The following reaction gives two
producta:
CgH,CH,CHCIC,H, Alc. KOHH
25 Explain the formation of the
in the following reactions:
two products
Explain the formation of the products and
CH,CH=CHCH,Cl +H,0 write their structures.
CHCH=CHCH,OH+ (ii) Reaction of haloalkanes with KCN produets
CH,CH(OH)CH=CH, alkyl cyanides as the main product while
26 Although chlorine is an electron AgCN produces isocyanides as the chief
product. Explain.
withdrawing group, yet it is ortho-,
para-directing in electrophilic aromatic 30 () Account for the following:
substitution reaction. Explain, why is it so?
(a) Use of DDT was banned in United
27 What will be the states in 1973.
major
the following reaction? organic product
of
(b) Alkyl halides prefer to undergo
CH,CH, (i) Bry,hv dehydrohalogenation in presence of a
(i) NaCN strong base such as Na metal instead ot
undergoing Wurtz reaction.
CH3 (c) Allyl chloride is more reactive
than tne
n-propyl chloride towards nucleophilic
(ii) CH-C-CH,Br Anhyd.AlCl3 substitution reaction. Explain why'
(i) What happens, when
CH3 (a) ethyl chloride is treaded with aqueous
(ii) CH,=CHBr AgCN KOH?
Alcohol (b) chlorobenzene is subjected to
hydrolysis?
 CBSE Examinations Archive
Collection of
Questions Asked in CBSE
Examinations held in Last 3 Years
EXaminations from 2014
Years Jron
Very Short Answer Type
to 2012

1 Identify
the chiralQuestions [1
molecul in the Ma
following pair
0 Write the IUPAC
CI name of the following compound:
CI
Refer to solution 3 on page 373. CH-CH-CH2-CH-CH3
Delhi 2013 Br C
Write the IUPA name of
2
Refer to solution 10 on page 348.(CH3)2CHCH(CI)CHa Ti
Refer to solution 4 on page 348. All India 2013
Delhi 2014 How many methyl bromide be
3 Write
the IUPAC name of
to methyl
preferentially converted
isocyanide ? Delhi 2013C
Refer to solution 5 on page 373.
CHa-CH-CH2-CH=CH 12 Write the IUPAC name of the
CI
following compound:
CI
Refer to solution 3 on page 373.
Delhi 2013
AWhat happens when CH Br is treated with KCN? CH-C-CH2-C-CH3
Refer to solution 2 on page 373.
Delhi 2013 CHs CAs
What happens when ethyl chloride is treated with Refer to solution 5() on page 349. All India 2013
aqueous
KOH? 13 Give the IUPAC
name of the following compound:
Refer to solution 7 on page 373. Delhi 2013
CH2=C-CH,Br
CHa
CH3 Delhi 2012
6 Write the IUPAC name of CHgCH=CH-Ç-CHa Refer to solution 6 on page 348.
14 What happens when bromine
Br attacks
Refer to solution 2 on page 347. Delhi 2013 CH=CH-CH2-C=CH? All India 2012
When bromine attacks on
7 Which compound in the following pair undergoes faster
Sy 1reaction? CH=CH-CH2-C=CH
CI
CH2-CH-CH2- -Br is formed, if Brz is used
and Br Br Br Br
Refer to solution 1 on page 373. Delhi 2013 in excess. But if
only one mole of Br, is used, then
8 Write the IUPAC name of the CH CH-CH2C=C-Brwill be formed.
following compound:
CH Br

Short Answer TypelQuestions [2 Marks]

CH-CCH-CHg
1 ()Which alkyl halide from the following pair is chiral
CH CI and undergoes faster Sy2 reaction?
Refer to solution 5(i)
page 349.
on All India 2013
(b)
9Write the (a) Br
IUPAC name of the following
compound Br All India 2014
CI
i)Out of Sy1and Sy2, which reaction occurs with
(a) inversion of configuration?
(6) racemisation?
-cHs ) Refer to solution 1 on page 374.
Hefer to CI
solution 8 on page 348.
All India 2013
 in each of the 3 Explain the following:
2 Draw the structure of major monohalo product
() The dipole moment of chlornho
following reactions lower than that of cyclohexyl chloriene
SOCl
OH (i) Alkyl halides, though polar, are

Peroxide
with water.
ii) Grignard reagents should he
immiscitle
CH-CH=CH,+ HBr- be prepared
All India 2014 under anhydrous condition.
Reterto solution 2 on page 374. Refer to solution 1 on page 377. pelhi 2013(
3 Account for the following: chlorine is an electron ithal
4 Although
)TheC-Clbond length in chlorobenzene is shorter than that
directingJrawingin
group, it is Ortho,
yet para-
inCH-C electrophilic aromatic substitution
Refer to solution 10 () on page 383.
i) Chloroform is stored in closed dark brown bottles.
Explain, why is it so? reactions
Delhi 2012
Referto the text on page 371.
Refer to text on page 392. Delhi 2013

4 Chlorobenzene is extremely less reactive towards a nucleophilic 5 Answer the following questions:
substitution reaction. Give two reasons for the same. Delhi 2013 () What is meant by chirality
of a
Refer to solution 2) on page 378. Give an example compound?
Refer to the text on page 365.
Short Answer Type I Questions [3 Marksl ( Which one of the
more
tollowing
compounds it
easily hydrolysed by KOH
1 0 Draw the structure of major monohalo products in each of and why
the following reactions: Delhi 2014 CHCHCICH,CH or CHCH,CH,CH.CI
CHCHCHCH3 is more reactive than
PCl5
a CH-OH C
) -CH-CH=CH+HBr-
CH CH,CH,CHCI as the former one gives more
stable carbocation as an intermediate
Refer to solution 3 on page H
357 H
i) Which halogen compound in each of the
following pairs will HC HaC
react faster in Sy2 reaction HCH CCI
C
C+_OH

(a) CHBr or CH (b) (CH3),C-Cl or CH -C HCHC

Refer to solution 4 on page 373.
2 Give reasons for the HC -OH
following. H,CHEC
)Ethyl iodide undergoes Sy2 reaction faster than
bromide. ethyl (in) Which one
.undergoes S2 substitution
Refer to solution 10 (i) on
reaction faster and why?
page 383
(i) (E)2-butanol is optically inactive. C
or
Refer to solution 13 (i) on page 376.
Gi) C-X bond length in All India 2012
bond length in halobenzene is smaller than C-X
Refer to solution 10CHX.
will undergo Sy2 reaction faster
(i) on page 383. because l is a better leaving groups than Cl due to
All India 2013
its large size.