Caprolactam, the monomer from which nylon 6 is synthesized, is prepared from cyclo-hexanone in two steps. In Step 1, cyclohexanone is treated with hydroxylamine to formcyclohexanone oxime. Treatment of the oxime with concentrated sulfuric acid in Step 2gives caprolactam by a reaction called a Beckmann rearrangement. Propose a mecha-nism for the conversion of cyclohexanone oxime to caprolactam.HONHNH,OHH,SO,CyclohexanoneCyclohexanoneСaprolactamoxime

Answered: Caprolactam, the monomer from which…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter29: Organic Polymer Chemistry

Section: Chapter Questions

Problem 29.15P

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