Q11(c). Substituent effects in benzoin condensation
Explain the statement that electron-donating or electron-withdrawing substituents can cause failure or low yields in benzoin condensation.
Answer in brief
The reaction requires both electrophilic aldehyde addition and a sufficiently nucleophilic acyl-anion equivalent; substituents affect these stages differently.
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CoversSubstituent effects in benzoin condensationUmpolung chemistry
All parts of Question 11
- 11(a) Enhanced acidity of Meldrum acid5 marks
- 11(b) Ylides and Wittig selectivity5 marks
- 11(c) Substituent effects in benzoin condensation5 marks