ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS
ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS
4th Edition
ISBN: 9781119830474
Author: Klein
Publisher: WILEY
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Chapter 13.12, Problem 6LTS
Interpretation Introduction

Interpretation:

The synthesis for the given transformation has to be done.

Concept Introduction:

The opening of Epoxide involves in two functional groups on adjacent Carbon atoms.

ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS, Chapter 13.12, Problem 6LTS , additional homework tip  1

The important features of ring opening reactions are regiochemistry and stereochemistry.

  1. 1) Regiochemistry: The regiochemistry depends on the nature of Epoxide when the starting Epoxide is unsymmetrical.
  2. 2) Stereochemistry: Inversion of configuration is observed when nucleophilic attack is seen at less hindered primary position if one position is primary and other is secondary. This steric effect is also expected from SN2 process.

                             ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS, Chapter 13.12, Problem 6LTS , additional homework tip  2

                     ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS, Chapter 13.12, Problem 6LTS , additional homework tip  3

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20.17 Predict the structure of the major product formed by 1,2-addition of HBr to 3-methylenecyclohexene. 3-Methylenecyclohexene 20.18 Predict the major product formed by 1,4-addition of HBr to 3-methylenecyclohexene.
+ Draw a vicinal alkyl bromide that would produce the following alkene in an E2 elimination. Use a dash or wedge bond to indicate stereochemistry on asymmetric centers, where applicable. Ignore any inorganic byproducts. Br Drawing Strong Base H Q Atoms, Bonds Charges and Rings Draw or tap a new bond to see suggestions. Remove Done 語 Reset Undo + Drag To Pan
Draw a vicinal alkyl bromide that would produce the following alkene in an E2 elimination. Use a dash or wedge bond to indicate stereochemistry on asymmetric centers, where applicable. Ignore any inorganic byproducts. + Drawing Į Strong Base H Br Q Atoms, Bonds and Rings Charges Draw or tap a new bond to see suggestions. Undo Reset 謂 Remove Done Drag To Pan +
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