If you were to try to do an EAS bromination reaction directly on aniline you would get a variety of products including ones in which two or more bromine atoms were incorporated onto the ring instead of only one. Why does this happen with aniline but not with acetanilide?

If you were to try to do an EAS bromination reaction directly on aniline you would get a variety of products including ones in which two or more bromine atoms were incorporated onto the ring instead of only one. Why does this happen with aniline but not with acetanilide?

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

NH₂
HN
μl z
0 °C
5 minutes
Scheme 2: Protection and bromination
NaBr; NACIO
Acetic Acid
Ethanol
0 °C to RT
15 minutes
HN
Br

. If you were to try to do an EAS bromination reaction directly on aniline you would get
a variety of products including ones in which two or more bromine atoms were
incorporated onto the ring instead of only one. Why does this happen with aniline but
not with acetanilide?

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