Consider the given reaction, identify the major product P. CH3-COOH [(iv) H2O/ OH, ](i) LiAlH4 (ii) PCC (iii) HCN/ OH “P”
- CH3- OH |CH-COOH
- CH3-CH2- O \|C-NH2
- CH3- O \|C-CH2CH3
- CH3-CH2-CH2-OH
Answer
(1) CH3- OH |CH-COOH
Solution
CH3COOH LiAlH4 CH3CH2OH (–COOH reduced to 1° alcohol)
PCC CH3CHO (PCC stops at the aldehyde)
HCN/ OH CH3- OH |CH-CN (cyanohydrin: nucleophilic addition of CN-)
H2O/ OH, CH3- OH |CH-COOH (–CN hydrolysed to –COOH)
∴ P = 2-hydroxypropanoic acid (lactic acid)
Answer: (1)