Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter14: Aldehydes And Ketones
Section: Chapter Questions
Problem 14.55E: The addition of water to aldehydes and ketones occurs rapidly, although it is not thermodynamically...
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Question
- (b) 2-Chloro-3-nitropyridine
- (c) 2-Iodo-3-nitropyridine
- (d) 2-Iodo-6-methoxypyridine
- (e) 2-Bromo-6-methoxypyridine
- (f) 2-Chloro-6-methoxypyridine
**Explanation of Diagrams:**
Each diagram represents the structure of different halopyridines. Pyridine is a six-membered aromatic ring containing one nitrogen atom. Each halopyridine molecule has unique substituents (either a nitro group or a methoxy group) in addition to a halogen atom (bromine, chlorine, or iodine).
Diagrams (a), (b), and (c) illustrate nitro-substituted halopyridines, while diagrams (d), (e), and (f) show methoxy-substituted halopyridines. The position of these substituents along with the type of halogen atom significantly influences their reactivity in nucleophilic aromatic substitution reactions.
**Answer:**
[a, b, c, d, e, f] would react faster than the rest because:
1. **Electron-Donating vs. Electron-Withdrawing Groups**: The rate of an SnAr reaction is significantly influenced by the substit](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fd556e803-222c-475e-bc6a-44d8250d1cd2%2Fb1ee5a9a-0f76-4e4c-9f68-204b19df1501%2Fhg8kdpi_processed.png&w=3840&q=75)
Transcribed Image Text:**Title: Understanding the Reactivity of Halopyridines in an SnAr Reaction**
**Question:**
Which halopyridine should theoretically react faster in an SnAr (nucleophilic aromatic substitution) reaction? Give your reasoning.
**Structures of Halopyridines:**
- (a) 2-Bromo-3-nitropyridine
- (b) 2-Chloro-3-nitropyridine
- (c) 2-Iodo-3-nitropyridine
- (d) 2-Iodo-6-methoxypyridine
- (e) 2-Bromo-6-methoxypyridine
- (f) 2-Chloro-6-methoxypyridine
**Explanation of Diagrams:**
Each diagram represents the structure of different halopyridines. Pyridine is a six-membered aromatic ring containing one nitrogen atom. Each halopyridine molecule has unique substituents (either a nitro group or a methoxy group) in addition to a halogen atom (bromine, chlorine, or iodine).
Diagrams (a), (b), and (c) illustrate nitro-substituted halopyridines, while diagrams (d), (e), and (f) show methoxy-substituted halopyridines. The position of these substituents along with the type of halogen atom significantly influences their reactivity in nucleophilic aromatic substitution reactions.
**Answer:**
[a, b, c, d, e, f] would react faster than the rest because:
1. **Electron-Donating vs. Electron-Withdrawing Groups**: The rate of an SnAr reaction is significantly influenced by the substit
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