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 CH3Cl and CH3COCl are identical (178 pm), but the C – N bond inHCONH2 is shorter than the C – N bond in CH3NH2 (135 pm versus 147 pm).

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 CH3Cl and CH3COCl are identical (178 pm), but the C – N bond inHCONH2 is shorter than the C – N bond in CH3NH2 (135 pm versus 147 pm).

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter3: Organic Compounds: Alkanes And Their Stereochemistry

Section3.SE: Something Extra

Problem 50AP: Formaldehyde, H2C=O, is known to all biologists because of its usefulness as a tissue preservative....

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