Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119316152
Author: Klein, David R.
Publisher: WILEY
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Chapter 23.8, Problem 26ATS
Interpretation Introduction

Interpretation:

The stereochemical and regiochemical outcome for the given process should be discussed.

Concept Introduction:

Heck reaction: It describes the coupling reaction between aryl, vinyl or benzyl halide and alkene in presence of Pd catalyst.

    Organic Chemistry, Chapter 23.8, Problem 26ATS

Consider elimination reaction where alkenes are formed when alkyl halides are treated with bases via eliminating one β-proton and one α-halo group of the alkyl halide.

The product of the elimination reaction is depends upon the β-positions of alkyl halide.  If the β-positions are identical and the products formed are also identical.  If the β-positions are different and the products formed are also different.  This means the double bond can form in two different regions so this type of reaction is called regioselective and the products are called as regiochemical outcomes.

If there are two different β-protons at a β-position of alkyl halide, then on the basis of stereoselectivity the trans-isomer is favored over cis-isomer.

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