Rank the compounds in order of decreasing reactivity towards electrophilic aromatic substitution. HOOC COOH H3C Most reactive Least reactive Answer Bank -CH3 H₂C -COOH
Rank the compounds in order of decreasing reactivity towards electrophilic aromatic substitution. HOOC COOH H3C Most reactive Least reactive Answer Bank -CH3 H₂C -COOH
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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![**Task**: Rank the compounds in order of decreasing reactivity towards electrophilic aromatic substitution.
**Diagram Explanation**:
- The diagram features a large square box. The top of the box is labeled "Most reactive," and the bottom is labeled "Least reactive." This is a visual guide to help rank the reactivity of the given compounds.
**Answer Bank**:
- Three compounds are displayed at the bottom of the image, each as a chemical structure:
1. Benzene ring with two carboxylic acid groups (HOOC and COOH) attached at the meta position.
2. Benzene ring with two methyl groups (CH₃) attached at the ortho position.
3. Benzene ring with a methyl group (CH₃) and a carboxylic acid group (COOH) attached at the meta position.
To complete the exercise, arrange these compounds within the provided box according to their reactivity towards electrophilic aromatic substitution, from most reactive to least reactive.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F47f16b03-5eea-43fc-9b52-7dcc57452af9%2F4d5f3725-d689-4cf3-9abe-7daaf1e681fa%2F84bahjx_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Task**: Rank the compounds in order of decreasing reactivity towards electrophilic aromatic substitution.
**Diagram Explanation**:
- The diagram features a large square box. The top of the box is labeled "Most reactive," and the bottom is labeled "Least reactive." This is a visual guide to help rank the reactivity of the given compounds.
**Answer Bank**:
- Three compounds are displayed at the bottom of the image, each as a chemical structure:
1. Benzene ring with two carboxylic acid groups (HOOC and COOH) attached at the meta position.
2. Benzene ring with two methyl groups (CH₃) attached at the ortho position.
3. Benzene ring with a methyl group (CH₃) and a carboxylic acid group (COOH) attached at the meta position.
To complete the exercise, arrange these compounds within the provided box according to their reactivity towards electrophilic aromatic substitution, from most reactive to least reactive.
Expert Solution
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Step 1: Explanation
Electron donating group (EDG) on benzene ring increases its reactivity towards electrophilic aromatic substitution and electron withdrawing group (EWG) decreases it's reactivity.
CH3 is an electron donating group (EDG)
COOH is an electron withdrawing group (EWG)
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