. (a) 2,5-Dimethyl-1,1- cyclopentanedicarboxylic acid (I) may be prepared as two optically inactive substances (A and B) of different m.p. Draw their possible structures. (b) Upon heating, A yields two 2,5- dimethylcyclopentanecarboxylic acid structures (II), and B yields only one. Assign structures to A and B. HO 2C Co 2H HO 2C H II

. (a) 2,5-Dimethyl-1,1- cyclopentanedicarboxylic acid (I) may be prepared as two optically inactive substances (A and B) of different m.p. Draw their possible structures. (b) Upon heating, A yields two 2,5- dimethylcyclopentanecarboxylic acid structures (II), and B yields only one. Assign structures to A and B. HO 2C Co 2H HO 2C H II

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

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.59P

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