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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What is the mechanisms to get from the reactant to the products
![**Functional Group Transformations**
**Starting Compound Class** | **Typical Reagents and Reaction Conditions** | **Compound Class Formed**
---
**(3) Epoxide**
- Reaction with sodium cyanide (NaCN) in the presence of water (H₂O).
- Forms a β-hydroxy nitrile with the opening of the epoxide ring and the addition of the cyanide group (CN).
**(4) Alkyne (Terminal)**
- The terminal alkyne R'C≡CH is treated with sodium hydride (NaH) followed by an epoxide (R'O).
- Subsequent treatment with hydronium ion (H₃O⁺) results in the formation of an alcohol, specifically a 3-alkyn-1-ol, with the terminal carbon now connected to the new group.
**Diagrams and Mechanisms:**
1. The first reaction involves an epoxide undergoing ring-opening in the presence of NaCN, leading to the formation of a nitrile group on the β-carbon.
2. In the second transformation, a terminal alkyne is deprotonated using NaH, allowing it to attack an epoxide, leading to a new alcohol with the alkyne functionality intact at the 3-position.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fea9cc4aa-6448-4354-8c80-3956c9525a82%2F27c42ce3-599b-4682-8105-cf6e2806dd49%2F436d3hn_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Functional Group Transformations**
**Starting Compound Class** | **Typical Reagents and Reaction Conditions** | **Compound Class Formed**
---
**(3) Epoxide**
- Reaction with sodium cyanide (NaCN) in the presence of water (H₂O).
- Forms a β-hydroxy nitrile with the opening of the epoxide ring and the addition of the cyanide group (CN).
**(4) Alkyne (Terminal)**
- The terminal alkyne R'C≡CH is treated with sodium hydride (NaH) followed by an epoxide (R'O).
- Subsequent treatment with hydronium ion (H₃O⁺) results in the formation of an alcohol, specifically a 3-alkyn-1-ol, with the terminal carbon now connected to the new group.
**Diagrams and Mechanisms:**
1. The first reaction involves an epoxide undergoing ring-opening in the presence of NaCN, leading to the formation of a nitrile group on the β-carbon.
2. In the second transformation, a terminal alkyne is deprotonated using NaH, allowing it to attack an epoxide, leading to a new alcohol with the alkyne functionality intact at the 3-position.
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