Question

Synthesise the following :
a. Butene to butanol and butan-2-ol
1-Chloro propane to pentanol and pentan-2-ol
c. Benzene to 3-(4-chorophyl propan-1-ol)
e. Ethyne to butanol
Propane to allyl alcohol
f. Propane to allyl acohol
g. Propane to propanol and propan-2-ol

Answer 1

a.
Hydrobration oxidation proceeds with anti-Markovnikov addition, so it would give (I), while acide-cataylsed hydration and mercuration-demercuration reaction proceed with Merkovnikov addition, so it would give (II).
Synthesis:
i.
ii.
b.
The 4C-atom chain has to be increased to 5C-chain by a GR. with `CH_(2)=O`.

(I)
c.
The 3C-atom chain has to be increased to 5C-chain by a

e.
f. `overset (MeCH_(2)Me) underset (Propane (A))` `rarr H_(2)C` == `overset (CH--CH_(2) OH) underset (Allyl aclohol (I))`