My teacher asked me this question. "Compare the reactivities of acetaldehyde and trimethylacetaldehyde towards nucleophilic addition". I explained how trimethylacetaldehyde was sterically hindered and so less reactive towards nucleophilic addition. Later, I realised that acetaldehyde is stabilised by 3 hyperconjugation structures whereas trimethyl acetaldehyde has none. What should I give more weightage to steric effects or electronic effects?

  • $\begingroup$ Steric factors are the more important in this comparison $\endgroup$ – Waylander Apr 26 at 6:41

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