What is the major organic product of the following reaction sequence? 4 01 Oll O III ON NH₂ 11 CN Br: 1. NaCN 2. LIAIH 3. H₂O* III NH₂ IV :0: NH₂
What is the major organic product of the following reaction sequence? 4 01 Oll O III ON NH₂ 11 CN Br: 1. NaCN 2. LIAIH 3. H₂O* III NH₂ IV :0: NH₂
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:**Question:**
What is the major organic product of the following reaction sequence?
**Reaction Sequence:**
1. Starting compound: Hexane with a bromine (Br) attached to one carbon.
2. Reagents:
- 1. Sodium cyanide (NaCN)
- 2. Lithium aluminum hydride (LiAlH₄)
- 3. Aqueous acid (H₃O⁺)
**Product Options:**
- **I**: Cyclohexane with an amine group (NH₂) attached.
- **II**: Hexane with a nitrile group (CN) attached.
- **III**: Hexane with an amine group (NH₂) attached.
- **IV**: Hexane with a carbonyl group (C=O) and a nitrene (N⁺: with two lone pairs).
**Answer Choices:**
- ☐ I
- ☐ II
- ☐ III
- ☐ IV
**Explanation:**
The initial step with NaCN replaces the bromine with a nitrile group. The second step, LiAlH₄, reduces the nitrile to an amine group. Finally, H₃O⁺ might protonate the amine group if necessary. Therefore, the major organic product of the reaction sequence given this series of transformations is option **III**: Hexane with an amine group (NH₂) attached.
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