Complete the following reaction scheme. Give all product(s) and indicate major or minor and any relevant stereochemistry (g) 1) BH 3, THF 2) H202. OH- (h) 1) Hg(OAC),, H0 2) NaBH4 KMNO4, NaOH Cold
Complete the following reaction scheme. Give all product(s) and indicate major or minor and any relevant stereochemistry (g) 1) BH 3, THF 2) H202. OH- (h) 1) Hg(OAC),, H0 2) NaBH4 KMNO4, NaOH Cold
Chemistry
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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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![**Complete the following reaction scheme. Give all product(s) and indicate major or minor and any relevant stereochemistry.**
**(g)**
- Structure: Cyclohexene
- Reagents:
1) BH₃, THF
2) H₂O₂, OH⁻
**(h)**
- Structure: 1-Methylcyclohexene
- Reagents:
1) Hg(OAc)₂, H₂O
2) NaBH₄
**(i)**
- Structure: 1,4-Hexadiene
- Reagents:
- KMnO₄, NaOH, Cold
**Explanation of Reactions:**
- **(g) Hydroboration-Oxidation of Cyclohexene:**
- The reaction involves the addition of borane (BH₃) followed by oxidation. This results in syn-addition, typically leading to the formation of cyclohexanol with anti-Markovnikov selectivity.
- **(h) Oxymercuration-Reduction of 1-Methylcyclohexene:**
- The oxymercuration step involves the addition of mercuric acetate, followed by reduction with sodium borohydride (NaBH₄), resulting in Markovnikov addition to form 1-methylcyclohexanol.
- **(i) Dihydroxylation of 1,4-Hexadiene:**
- Cold, dilute alkaline potassium permanganate (KMnO₄) oxidizes the alkene to produce vicinal diols (glycols), yielding two hydroxyl groups added to each double-bonded carbon with syn-stereochemistry.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fce0afc3b-3e57-4487-b673-cf6f07e8890b%2Fccd3762d-dc0d-464b-a0e8-5e3501a7b36a%2Fck4crp_processed.png&w=3840&q=75)
Transcribed Image Text:**Complete the following reaction scheme. Give all product(s) and indicate major or minor and any relevant stereochemistry.**
**(g)**
- Structure: Cyclohexene
- Reagents:
1) BH₃, THF
2) H₂O₂, OH⁻
**(h)**
- Structure: 1-Methylcyclohexene
- Reagents:
1) Hg(OAc)₂, H₂O
2) NaBH₄
**(i)**
- Structure: 1,4-Hexadiene
- Reagents:
- KMnO₄, NaOH, Cold
**Explanation of Reactions:**
- **(g) Hydroboration-Oxidation of Cyclohexene:**
- The reaction involves the addition of borane (BH₃) followed by oxidation. This results in syn-addition, typically leading to the formation of cyclohexanol with anti-Markovnikov selectivity.
- **(h) Oxymercuration-Reduction of 1-Methylcyclohexene:**
- The oxymercuration step involves the addition of mercuric acetate, followed by reduction with sodium borohydride (NaBH₄), resulting in Markovnikov addition to form 1-methylcyclohexanol.
- **(i) Dihydroxylation of 1,4-Hexadiene:**
- Cold, dilute alkaline potassium permanganate (KMnO₄) oxidizes the alkene to produce vicinal diols (glycols), yielding two hydroxyl groups added to each double-bonded carbon with syn-stereochemistry.
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