What is the mechanism to get from the reactant to the products Functional Group TransformationsTypical Reagents CompoundClassStartingCompoundand ReactionClassConditionsFormedHX (1 equiv), cold(7)Conjugated diene1,2-AdductHX (1 equiv), warm(8)Conjugated diene1,4-Adduct

Addition of HX to conjugated alkenes occurs via two modes: Direct addition (1,2 addition): HX adds…

Answered: HX (1 equiv), cold (7) Conjugated diene…

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HX (1 equiv), cold (7) Conjugated diene 1,2-Adduct H. (8) HX (1 equiv), warm C. Conjugated diene 1,4-Adduct

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 2CTQ

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Question

What is the mechanism to get from the reactant to the products

Functional Group Transformations
Typical Reagents Compound
Class
Starting
Compound
and Reaction
Class
Conditions
Formed
HX (1 equiv), cold
(7)
Conjugated diene
1,2-Adduct
HX (1 equiv), warm
(8)
Conjugated diene
1,4-Adduct

Expert Solution

Introduction

Addition of HX to conjugated alkenes occurs via two modes:

Direct addition (1,2 addition): HX adds directly across the ends of a C=C bond.
Conjugate addition (1,4 addition): HX adds across the ends of conjugated system.

The distribution of the products depends on the reaction conditions (temperature).

1,2 adduct

At low temperature, the reaction is under Kinetic control (rate, irreversible conditions) and the major product is that from fastest reaction, that of the bromide with the secondary cation.

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