Q7(c). Lactic acid from ethanal through the cyanohydrin
How can the following compound be prepared from a carbonyl compound that has one less carbon than the designed product? [structure of lactic acid given in the paper]
Answer in brief
From ethanal (CH₃CHO): HCN adds to give the cyanohydrin CH₃CH(OH)CN; acid hydrolysis of –CN gives 2-hydroxypropanoic acid (lactic acid).
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Coverscyanohydrinlactic acidHCN additionnitrile hydrolysisacetaldehyde
All parts of Question 7
- 7(a) Acetylene on a Ziegler–Natta catalyst: polyacetylene10 marks
- 7(b) Ketone with diethyl carbonate: crossed Claisen condensation5 marks
- 7(c) Lactic acid from ethanal through the cyanohydrin5 marks
- 7(d) Phenyl acetate to A, B, C, D: Reimer–Tiemann and Wittig reactions10 marks