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MANAV RACHNA INTERNATIONAL SCHOOL

SESSION 2022-23

CLASS: XII
SUB: CHEMISTRY
HALOALKANES
1 Give the possible products when the following alkyl halides are treated with sodium ethoxide:
CH,
Br
BrH,C CH,
(a (CH,),CHCHCICH, (b) (c)

Arrange the following alkyl bromide in decreasing order towards S reactivity:

(a) 1-bromo-3-methylbutan, 2- bromo-2-methylbutane, 3-bromo-2-methylbutane.


(b) 1- bromo butane, 1- bromo-2, 2-dimethylpropane,
1-brorno-2-methylbutane, 1- bromo-3
methylbutane.
Arrange the following alkyl bromide in decreasing order towards s reactivity:

(a) 2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane


Sive the principal product obtained by the free radical bromination of each of the following:

(a) (b)

Categorisahe foilowing compounds


(i) Bromobenzene (ii) tert. Butyl bromide
(ii)n-hexyl chloride (iv) n-hexyl iodide
(v) benzyi bromide (vi) carbon tetra chloride
(vii) sec. buty! chloride
(vii) bromobenzene, tert-butyl chloride, n-hexyl chloride, n-hexyl iodide, benzyl bromide, sec-buty
chioride and cabon tetra chloride.
on the basis of their reactivity with alcoholic silver nitrate in the following three categories:
(a) React rapidly at room temperature
(b) React rapidly only on heating
(c) inert even on heating.
6. Account for the foHowing
A)Allyl chloride is hydrolysed much more reapidily than vinyl chloride
i ) Benzyl chloride undergoes nuclophilic subs. much more easily than chlorobenzene
i ) 1-chlorobutane has higher b.p. than 2-chlorobutane.
(iv) p-dichlorobenzene has highter m.p. than o-dichloro benzene.
(v) Chloroform is stored in dark bottles.
J i Aryl halides are less reactive than alkyl halides towards nuclophilic substitution.
Complete the following sequences of reactions

XHBCH,-CH-CH,KY percxide

Br

ii) CH,Br XconcHY


,

tioO- py
HCI

Y ->Z
X-
(iv CH,CH
(vX EtheCH,CH, Heat
Z

KOHX Y
*CH,-CH-CH,A

vvi) Br

vil) CH lightX .KOH Y

Na cther

(viii X-
NaOCHs2-methoxypropane
CH,CI

(ix)X- O
water --Cu/S75K

NO
SFX- YNaHC,/MC7C/uclW
S°C

Complete the foilowing equation

C i , -CH, =Cri, +HBreOG

(i) Cu
H

(ii) CC / /Ether

iv Ci+CH},CH-CH,C CHBr+C,H,ONa
OH

(yi)
(C4,},C -CH, :. KOH
(vii)
+Pl
CH-CH,OH
OH
Br
(vi)
+C,H,Br (ix) +NaSH
CH,Br

(x) O NaOCH
(xi) -CH+ CH,
CH,
-CH-CH, -Br
NO,
(xii) CHC,H etLight_
NaCN (xiii) CH,CH,BrN

CCl

(xiv) CL/Fe

How will you prepare m-bromoiodo benzene from benzene (in not more than 5-7 steps)
butoxide give two isomeric
10. An alkyl halide X of formula CH,cl on treatment with potassium tertiary

Both alkenes hydrogenatior. give 2,3-dimethyl butane. Predict the structure


alkenes Y ans Z ((C,H,). on

ofX, Y andz.
CH,
Br C H Acidic solution
CH
CH,
(ii)
Br
o CH
3 . G 0 Neutral solution. Explain.

reactivity.
Arrange the foilowing in
order of them expected S
12.
(i) CH,CHBr)CH,, CH,CH,Br, CH, =CHBr,
CH,CH,CI
(i) (CH,),al, cH,CICH,), CI, (CH,),CHCI,
distinguish
13.How will you
(i) Methanol and ethan
and 3-pentanone
(ii) 2-Pentanone chlorobenzene.
and
(ii) benzyl chloride
(iv) Chloroform and CC
benzyl bromide
chloride and molecular form
(v) benzy! on oscilation forms a compound (B) with
with molecular
formula C,,0
14. Compound (A) by hydrolysis
iodoform test. The
reaction of (B) with CH, Mg Br followed
a positive
CHO which gives and (C) and write the reaction.

with molecular formula C,H,,0. Identify (A) (B)


a compound (C) high pressure gave (B) (B) on
gives ammonia and cuprous oxide at
compound (A) on heating'with when heated
with copper power
5 An aromatic sodium nitrite and HCl gave (C). (C)
solution of
ice cold
treatment with compound (A).
Identify the
and HCl gave (A) again.

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