Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question
What is the mechanism to get from the reactant to the products

Transcribed Image Text:**Functional Group Transformations**
**Starting Compound Class:**
- Conjugated diene
**Typical Reagents and Reaction Conditions:**
1. **Reaction 7:**
- Reagent: HX (1 equivalent), cold conditions
- Reaction Outcome: 1,2-Adduct
- Diagram Description: The diagram illustrates a conjugated diene with a sequence of double bonds. When reacted with HX under cold conditions, the HX adds across the first double bond, resulting in a 1,2-adduct with H and X substituents added to the carbons involved in the initial double bond.
2. **Reaction 8:**
- Reagent: HX (1 equivalent), warm conditions
- Reaction Outcome: 1,4-Adduct
- Diagram Description: The diagram shows the same starting conjugated diene. Under warm conditions, the reaction with HX leads to the formation of a 1,4-adduct, where H and X are added to the terminal carbons of the conjugated system, spanning the entire diene.
**Compound Class Formed:**
- The reactions lead to the formation of different adducts depending on the conditions, demonstrating regioselectivity in electrophilic addition reactions with conjugated dienes.
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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