The alkene from which the alcohol shown can be prepared is to be stated. Among the two, epoxide hydrolysis and OsO 4 , the method which can be used to prepare the diol also is to be stated. Concept introduction: During epoxidation an oxygen atom is transferred to the double bond in alkene with syn stereochemistry. Both C-O bonds are formed o the same face of the double bond. The epoxides undergo a acid catalyzed hydrolysis during which the ring is opened to give a trans -1,2-diol. The hydroxylation with OsO 4 also occurs with syn stereochemistry. The addition of OsO 4 to the alkene gives a cyclic osmate which is cleaved by using aqueous NaHSO 3 to yield a cis- 1,2-diol. To state: The alkene from which the alcohol shown can be prepared. Further to state, among epoxide hydrolysis and OsO 4 , the method which can be used to prepare the diol.

Question

Predict the equilibrium arrows for the following reaction:*see image

Answer 1

Question

Chapter 8.SE, Problem 24VC

Interpretation Introduction

Interpretation:

The alkene from which the alcohol shown can be prepared is to be stated. Among the two, epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol also is to be stated.

Concept introduction:

During epoxidation an oxygen atom is transferred to the double bond in alkene with syn stereochemistry. Both C-O bonds are formed o the same face of the double bond. The epoxides undergo a acid catalyzed hydrolysis during which the ring is opened to give a trans-1,2-diol.

The hydroxylation with OsO₄ also occurs with syn stereochemistry. The addition of OsO₄ to the alkene gives a cyclic osmate which is cleaved by using aqueous NaHSO₃ to yield a cis-1,2-diol.

To state:

The alkene from which the alcohol shown can be prepared. Further to state, among epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol.

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Answer 2

Question

Chapter 8.SE, Problem 24VC

Interpretation Introduction

Interpretation:

The alkene from which the alcohol shown can be prepared is to be stated. Among the two, epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol also is to be stated.

Concept introduction:

During epoxidation an oxygen atom is transferred to the double bond in alkene with syn stereochemistry. Both C-O bonds are formed o the same face of the double bond. The epoxides undergo a acid catalyzed hydrolysis during which the ring is opened to give a trans-1,2-diol.

The hydroxylation with OsO₄ also occurs with syn stereochemistry. The addition of OsO₄ to the alkene gives a cyclic osmate which is cleaved by using aqueous NaHSO₃ to yield a cis-1,2-diol.

To state:

The alkene from which the alcohol shown can be prepared. Further to state, among epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol.

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Answer 3

Question

Chapter 8.SE, Problem 24VC

Interpretation Introduction

Interpretation:

The alkene from which the alcohol shown can be prepared is to be stated. Among the two, epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol also is to be stated.

Concept introduction:

During epoxidation an oxygen atom is transferred to the double bond in alkene with syn stereochemistry. Both C-O bonds are formed o the same face of the double bond. The epoxides undergo a acid catalyzed hydrolysis during which the ring is opened to give a trans-1,2-diol.

The hydroxylation with OsO₄ also occurs with syn stereochemistry. The addition of OsO₄ to the alkene gives a cyclic osmate which is cleaved by using aqueous NaHSO₃ to yield a cis-1,2-diol.

To state:

The alkene from which the alcohol shown can be prepared. Further to state, among epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol.

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Answer 4

Question

Chapter 8.SE, Problem 24VC

Interpretation Introduction

Interpretation:

The alkene from which the alcohol shown can be prepared is to be stated. Among the two, epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol also is to be stated.

Concept introduction:

During epoxidation an oxygen atom is transferred to the double bond in alkene with syn stereochemistry. Both C-O bonds are formed o the same face of the double bond. The epoxides undergo a acid catalyzed hydrolysis during which the ring is opened to give a trans-1,2-diol.

The hydroxylation with OsO₄ also occurs with syn stereochemistry. The addition of OsO₄ to the alkene gives a cyclic osmate which is cleaved by using aqueous NaHSO₃ to yield a cis-1,2-diol.

To state:

The alkene from which the alcohol shown can be prepared. Further to state, among epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol.

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Answer 5

Chapter 8.SE, Problem 24VC

Interpretation Introduction

Interpretation:

The alkene from which the alcohol shown can be prepared is to be stated. Among the two, epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol also is to be stated.

Concept introduction:

During epoxidation an oxygen atom is transferred to the double bond in alkene with syn stereochemistry. Both C-O bonds are formed o the same face of the double bond. The epoxides undergo a acid catalyzed hydrolysis during which the ring is opened to give a trans-1,2-diol.

The hydroxylation with OsO₄ also occurs with syn stereochemistry. The addition of OsO₄ to the alkene gives a cyclic osmate which is cleaved by using aqueous NaHSO₃ to yield a cis-1,2-diol.

To state:

The alkene from which the alcohol shown can be prepared. Further to state, among epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol.

Answer 6

Chapter 8.SE, Problem 24VC

Interpretation Introduction

Interpretation:

The alkene from which the alcohol shown can be prepared is to be stated. Among the two, epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol also is to be stated.

Concept introduction:

During epoxidation an oxygen atom is transferred to the double bond in alkene with syn stereochemistry. Both C-O bonds are formed o the same face of the double bond. The epoxides undergo a acid catalyzed hydrolysis during which the ring is opened to give a trans-1,2-diol.

The hydroxylation with OsO₄ also occurs with syn stereochemistry. The addition of OsO₄ to the alkene gives a cyclic osmate which is cleaved by using aqueous NaHSO₃ to yield a cis-1,2-diol.

To state:

The alkene from which the alcohol shown can be prepared. Further to state, among epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol.

Answer 7

Chapter 8.SE, Problem 24VC

Interpretation Introduction

Interpretation:

The alkene from which the alcohol shown can be prepared is to be stated. Among the two, epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol also is to be stated.

Concept introduction:

During epoxidation an oxygen atom is transferred to the double bond in alkene with syn stereochemistry. Both C-O bonds are formed o the same face of the double bond. The epoxides undergo a acid catalyzed hydrolysis during which the ring is opened to give a trans-1,2-diol.

The hydroxylation with OsO₄ also occurs with syn stereochemistry. The addition of OsO₄ to the alkene gives a cyclic osmate which is cleaved by using aqueous NaHSO₃ to yield a cis-1,2-diol.

To state:

The alkene from which the alcohol shown can be prepared. Further to state, among epoxide hydrolysis and OsO₄, the method which can be used to prepare the diol.

Answer 8

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Answer 19

Ch. 8.1 - Prob. 1P Ch. 8.1 - How many alkene products, including E,Z isomers,...Ch. 8.2 - Prob. 3P Ch. 8.2 - Addition of HCl to 1, 2-dimethylcyclohexene yields...Ch. 8.3 - Prob. 5P Ch. 8.3 - Prob. 6P Ch. 8.4 - Prob. 7P Ch. 8.4 - From what alkenes might the following alcohols...Ch. 8.5 - Prob. 9P Ch. 8.5 - What alkenes might be used to prepare the...

Solution Summary: The author states that the alkene from which the alcohol can be prepared is to be stated.

Chapter 8 Solutions