Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
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Chapter 17, Problem 62IP
Interpretation Introduction

Interpretation:

The product of the given reaction should be identified, if 1,2-dibromocycloheptane reacts with excess of potassium tert-butoxide in the given reaction.

Concept introduction:

  • The conjugated dienes absorb UV light.
  • In an elimination reaction, alkenes are formed when alkyl halides are treated with bases via eliminating one proton and one halo group of the alkyl halide.
  • E2 reaction is a bimolecular elimination reaction in which only one step is involved and it is favored by the strong bases.
  • The product of the elimination reaction is depends upon the two β-positions of alkyl halide. If the β-positions are identical and the products formed are also identical.
  • Potassium tert-butoxide is a strong bulky base.

To identify: the product of the given reaction of 1,2-dibromocycloheptane and excess of potassium tert-butoxide and it absorbs UV light.

#assumes E2 reactions are involved in the given reaction (because the product should have double bonds to absorb UV light).

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Organic Chemistry

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