ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 4, Problem 29P
Interpretation Introduction

Interpretation:

The compound 2,3-pentanediol and 2,4-pentanediol are to be compared with respect to the number of stereoisomers possible for each and chiral and achiral isomers are to be identified.

Concept Introduction:

An asymmetrical carbon atom attached to four different atoms or groups is called a chirality center.

A molecule having at least one chiral center is chiral molecule.

If a molecule having a chiral carbon atom contains a plane of symmetry or a center of symmetry, then it becomes achiral.

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5-Hydroxyhexanal forms a six-membered cyclic hemiacetal, which predominates at equilibrium in aqueous solution. (a) Draw a structural formula for this cyclic hemiacetal. (b) How many stereoisomers are possible for 5-hydroxyhexanal? (c) How many stereoisomers are possible for this cyclic hemiacetal? (d) Draw alternative chair conformations for each stereoisomer and label groups axial or Also predict which of the alternative chair conformations for each stereoisomer is more stable.
How many stereoisomers are possible for this cyclic hemiacetal?

Chapter 4 Solutions

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