The chiral hydroxyl compound P, C7H14O contains a five-membered ring and shows positive result in iodoform test. Compound P and sodium bromide can be produced by refluxing compound Q with aqueous NaOH solution. Compound P is heated with benzoic acid in the presence of concentrated H2SO4 to form a sweet-smelling product, compound R. Deduce the structure of P, Q and R.

The chiral hydroxyl compound P, C7H14O contains a five-membered ring and shows positive result in iodoform test. Compound P and sodium bromide can be produced by refluxing compound Q with aqueous NaOH solution. Compound P is heated with benzoic acid in the presence of concentrated H2SO4 to form a sweet-smelling product, compound R. Deduce the structure of P, Q and R.

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

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.78P

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