Question

Propose methods for the preparation of pentanoic acid from the following compounds.

a. 1-pentanol

b. pentanal

c. 1-pentene

d. 1-butanol

Answer 1

a.CH3-CH2-CH2-CH2-CH2-OH +(O) ------> CH3-CH2-CH2-CH2-COOH in presence of acidified KMnO4

b. CH3-CH2-CH2-CH2-CHO + (O) ------> CH3-CH2-CH2-CH2-COOH in presence of acidified KMnO4 or K2Cr2O7

c. CH3-CH2-CH2-CH= CH2 -----> CH3-CH2-CH2-CH2-CH2-OH in presence of BH3, NaOH, H2O2

.CH3-CH2-CH2-CH2-CH2-OH +(O) ------> CH3-CH2-CH2-CH2-COOH in presence of acidified KMnO4

d. CH3-CH2-CH2-CH2-OH + PCl3 -----> CH3-CH2-CH2-CH2-Cl + POCl3

CH3-CH2-CH2-CH2-Cl + CH3-Cl -------> CH3-CH2-CH2-CH2-CH3 + Cl2

CH3-CH2-CH2-CH2-CH3 + Cl2 -----> CH3-CH2-CH2-CH2-CH2-Cl + HCl

CH3-CH2-CH2-CH2-CH2-Cl + aq KOH ----> CH3-CH2-CH2-CH2-CH2-OH

.CH3-CH2-CH2-CH2-CH2-OH +(O) ------> CH3-CH2-CH2-CH2-COOH in presence of acidified KMnO4