**Reaction Question:** For the following reaction, pick out the major product: Starting Material: Cyclohexene Reagents: 1) BH₃•THF 2) H₂O₂, NaOH **Product Options:** 1. Cyclohexanol (hydroxyl group on the less-substituted carbon) - Representation: A hexagonal ring with an OH group bonded to a carbon on the ring. 2. 1-Methylcyclopentanol - Representation: A hexagonal ring with an OH group bonded to a carbon adjacent to a methylene group extending outwards. 3. Trans-Cyclohexanol - Representation: A hexagonal ring with an OH group bonded at a specific stereochemistry (dashed line). 4. 1-Cyclohexanol - Representation: A hexagonal ring with a CH₂OH group as a substituent. 5. (Same structure as option 4, repeated) **Explanation:** The reaction involves hydroboration-oxidation, which typically adds an OH group to the less substituted carbon of the double bond in cyclohexene, resulting in anti-Markovnikov addition. The correct major product based on this mechanism should be cyclohexanol with the OH group on the less substituted carbon.
**Reaction Question:** For the following reaction, pick out the major product: Starting Material: Cyclohexene Reagents: 1) BH₃•THF 2) H₂O₂, NaOH **Product Options:** 1. Cyclohexanol (hydroxyl group on the less-substituted carbon) - Representation: A hexagonal ring with an OH group bonded to a carbon on the ring. 2. 1-Methylcyclopentanol - Representation: A hexagonal ring with an OH group bonded to a carbon adjacent to a methylene group extending outwards. 3. Trans-Cyclohexanol - Representation: A hexagonal ring with an OH group bonded at a specific stereochemistry (dashed line). 4. 1-Cyclohexanol - Representation: A hexagonal ring with a CH₂OH group as a substituent. 5. (Same structure as option 4, repeated) **Explanation:** The reaction involves hydroboration-oxidation, which typically adds an OH group to the less substituted carbon of the double bond in cyclohexene, resulting in anti-Markovnikov addition. The correct major product based on this mechanism should be cyclohexanol with the OH group on the less substituted carbon.
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:**Reaction Question:**
For the following reaction, pick out the major product:
Starting Material: Cyclohexene
Reagents:
1) BH₃•THF
2) H₂O₂, NaOH
**Product Options:**
1. Cyclohexanol (hydroxyl group on the less-substituted carbon)
- Representation: A hexagonal ring with an OH group bonded to a carbon on the ring.
2. 1-Methylcyclopentanol
- Representation: A hexagonal ring with an OH group bonded to a carbon adjacent to a methylene group extending outwards.
3. Trans-Cyclohexanol
- Representation: A hexagonal ring with an OH group bonded at a specific stereochemistry (dashed line).
4. 1-Cyclohexanol
- Representation: A hexagonal ring with a CH₂OH group as a substituent.
5. (Same structure as option 4, repeated)
**Explanation:**
The reaction involves hydroboration-oxidation, which typically adds an OH group to the less substituted carbon of the double bond in cyclohexene, resulting in anti-Markovnikov addition. The correct major product based on this mechanism should be cyclohexanol with the OH group on the less substituted carbon.
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