Draw a stepwise mechanism for the following reaction that illustrates how two substitution products are formed. Explain why 1-bromohex-2- ene reacts rapidly with a weak nucleophile (CH3OH) under SN1 reaction conditions, even though it is a 1° alkyl halide.

Draw a stepwise mechanism for the following reaction that illustrates how two substitution products are formed. Explain why 1-bromohex-2- ene reacts rapidly with a weak nucleophile (CH3OH) under SN1 reaction conditions, even though it is a 1° alkyl halide.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 74AP: Identify the reagents represented by the letters a-e in the following scheme:

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Concept explainers

Alkynes

Alkynes are organic compounds that contain at least one triple bond between carbon-carbon atoms. They are a series of unsaturated compounds with a general molecular formula, CnH2n-2.

Question

7.61 Draw a stepwise mechanism for the following reaction that illustrates
how two substitution products are formed. Explain why 1-bromohex-2-
ene reacts rapidly with a weak nucleophile (CH3OH) under SN1 reaction
conditions, even though it is a 1 ° alkyl halide.
OCH3
CH;OH
Br
OCH3 +
HBr
1-bromohex-2-ene

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