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What are the stabilizing factors in the hydrate of ninhydrin which causes the hydration to be attached to the center carbonyl group rather than one of the other two outside carbonyls?

2006-11-10 06:18:06 · 2 answers · asked by DanD 1 in Science & Mathematics Chemistry

2 answers

sterics help the water to attack the central carbonyl, as the other 2 are crowded by the phenyl ring. and with the electronics of the system the central carbonyl is the most electropositive making it a great target for nucleophilic addition

2006-11-10 06:40:09 · answer #1 · answered by shiara_blade 6 · 0 0

Hmm well I don't know if I can just outright answer your question; but think of resonance structures of ninhydrin. Maybe a + charge or a lone pair of electrons can be moved to the center carbonyl group where the hydration could be attached.

2006-11-10 14:41:07 · answer #2 · answered by BeC 4 · 0 0

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