How do the following experimental results support the resonance description of the relative stability of acid chlorides compared to amides? The C-Cl bond lengths in CH3CI and CH;COCI are identical (178 pm), but the C-N bond in HCONH, is shorter than the C-N bond in CH;NH2 (135 pm versus 147 pm).

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How do the following experimental results support the resonance description of the relative
stability of acid chlorides compared to amides? The C-Cl bond lengths in CH3CI and CH;COCI
are identical (178 pm), but the C-N bond in HCONH, is shorter than the C-N bond in CH;NH2
(135 pm versus 147 pm).
Transcribed Image Text:How do the following experimental results support the resonance description of the relative stability of acid chlorides compared to amides? The C-Cl bond lengths in CH3CI and CH;COCI are identical (178 pm), but the C-N bond in HCONH, is shorter than the C-N bond in CH;NH2 (135 pm versus 147 pm).
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