Question

How will you bring about the following conversions?

1. Ethanol to but-1-yne
2. Ethane to bromoethene
3. Propene to 1-nitropropane
4. Toluene to benzyl alcohol
5. Propene to propyne
6. Ethanol to ethyl fluoride
7. Bromomethane to propanone
8. But-1-ene to but-2-ene
9. 1-Chlorobutane to n-octane
10. Benzene to biphenyl.

Answer 1

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. Bromomethane to propanone

$CH_3−Br\overset{KCN}{\longrightarrow}CH_3−CN\overset{CH_3−Mg−Br}{\longrightarrow}CH_3−CCH_3=NMgBr\overset{hydrolysis}{\longrightarrow}CH_3−CO−CH_3$

viii. But-1-ene to but-2-ene

ix. 1-Chlorobutane to n-octane

x. Benzene to biphenyl