Give the major product(s) for the following reactions: а) Cl2/FeCl3 H2N- ECH2 H. b) Br 1. H2C В Br2 Mg CH2 FeBr3 Et,0 2. H30* c) CH3CCI Br2 NBS C H2O2 OCH3 D В H2NNH2 A FeBr3 E AICI3 OH-
Give the major product(s) for the following reactions: а) Cl2/FeCl3 H2N- ECH2 H. b) Br 1. H2C В Br2 Mg CH2 FeBr3 Et,0 2. H30* c) CH3CCI Br2 NBS C H2O2 OCH3 D В H2NNH2 A FeBr3 E AICI3 OH-
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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
Transcribed Image Text:**Title: Understanding Major Products in Organic Reactions**
**Introduction:**
In this exercise, we will analyze three organic chemistry reactions. These reactions involve aromatic compounds and include various reagents and conditions. The goal is to determine the major product(s) for each reaction sequence.
**Reaction Analysis:**
a) **Reaction of an Aryl Hydrazone with Chlorine:**
- **Starting Material:** An aniline derivative with a hydrazone functional group attached to the benzene ring.
- **Reagents/Conditions:** Cl₂ with FeCl₃ as a catalyst.
- **Expected Product:** The reaction is likely to involve an electrophilic aromatic substitution (EAS) where chlorine is introduced to the benzene ring.
b) **Transformation of a Bromoarene:**
- **Step 1:** Bromoarene is treated with Br₂ in the presence of FeBr₃ to form intermediate A.
- **Step 2:** Intermediate A reacts with Mg in diethyl ether (Et₂O) to form a Grignard reagent (B).
- **Step 3:** The Grignard reagent is treated with an epoxide followed by acidic workup (H₃O⁺) to yield product C.
- **Expected Product:** Product C will result from the nucleophilic attack of the Grignard reagent on the epoxide, followed by protonation.
c) **Sequential Modifications of Benzene:**
- **Step 1:** Benzene undergoes Friedel-Crafts acylation with acetyl chloride (CH₃CClO) and AlCl₃ to produce intermediate A.
- **Step 2:** Intermediate A reacts with Br₂ and FeBr₃, forming intermediate B.
- **Step 3:** Wolff-Kishner reduction of intermediate B with hydrazine (H₂NNH₂) in basic conditions yields intermediate C.
- **Step 4:** Intermediate C undergoes a radical bromination with N-bromosuccinimide (NBS) and H₂O₂, forming D.
- **Step 5:** Intermediate D reacts with methoxide ion (OCH₃⁻) to produce final product E.
- **Expected Product:** Each step transforms the compound incrementally, with E reflecting all modifications.
**Conclusion:**
By examining these reactions, we explore classic mechanisms such as electrophilic aromatic substitution, Grignard reactions, and reductions. Each transformation
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