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NCERT Class XII Chemistry
Chapter - Haloalkanes and Haloarenes
Questions with Solutions

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Question : 11
Total: 31
How will you bring about the following conversions?
(i) Ethanol to but-1-yne
(ii) Ethane to bromoethene
(iii) Propene to 1-nitropropane
(iv) Toluene to benzyl alcohol
(v) Propene to propyne
(vi) Ethanol to ethyl fluoride
(vii) Bromomethaneto propanone
(viii) But-1-ene to but-2-ene
(ix) 1-Chlorobutane to n-octane
(x) Benzene to biphenyl
Solution:  
(i)
CH3CH2OH
Ethanol
Red‌P∕I2
––––––––▶
2CH3CH2I
Na
––––––––▶
dry‌ether
CH3CH2CH2CH3
H2∕Ni
––––––––▶
reduction
CH3CH2C≡CH
But−1−yne
(ii)C2H6
Br2∕UV‌light
––––––––▶
C2H5Br
KOH(alc.),Δ
––––––––▶
−HBr
CH2=CH2
Ethene
Br2∕CCl4
––––––––▶
BrCH2CH2Br
1,2−Dibromoethane
KOH(alc.),Δ
––––––––▶
CH2=CHBr
Bromoethene
(iii)
H3CHC=CH2
Propene
HBr+
––––––––▶
benzoyl‌peroxide
CH3CH2CH2Br
AgNO2∕EtOH∕H2O
–––––––––––––––▶
CH3CH2CH2NO2
1−Nitropropane
(v)
H3CHC=CH2
Propene
Br2∕CCl4
––––––––▶
CH3
C
|
Br
H
C
|
Br
H2
KOH∕C2H5OH
––––––––▶
Δ
H3CC≡CH
Propyne
(vi)CH3CH2OH
SOCl2
––––––––▶
pyramid
CH3CH2Cl
Hg2F2
––––––––▶
CH3CH2F
Ethyl‌fluoride
(viii)
H3CH2CHC=CH2
But−1−ene
HBr
––––––––▶
CH3CH2
C
|
Br
CH3
alc.KOH∕Δ
––––––––▶
CH3CH=CHCH3
But−2−ene
(ix)
2CH3(CH2)2CH2Cl
1−Chlorobutane
+2Na
dry‌ether
––––––––▶
CH3(CH2)6CH3
n−octane
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