The three alkenes which are formed in the acid-catalyzed dehydration of 2 − pentanol are to be determined. Concept introduction: > The dehydration of alcohol results in the loss of H 2 O molecule and formation of the corresponding alkene. > The H and OH are lost from adjacent carbons. > In case of primary alcohols, only one product is formed, but in case of secondary and tertiary alcohols, there is a possibility of more than one product formation whenthecarbon attached to the OH group is bonded to nonequivalent adjacent carbons. > According to Zaitsev rule, the most substituted alkene is the major product. > If the double bond has different groups attached, then there is a possibility of the formation of stereoisomers as cis and trans forms of the alkene. > The trans alkene is more stable than cis alkene, hence, a trans alkene is a major product and cis alkene is a minor product.

Question

Want to see the full answer?

Answer 1

Question

Chapter 7.11, Problem 18P

Interpretation Introduction

Interpretation:

The three alkenes which are formed in the acid-catalyzed dehydration of 2−pentanol are to be determined.

Concept introduction:
>
The dehydration of alcohol results in the loss of H2O molecule and formation of the corresponding alkene.
>
The H and OH are lost from adjacent carbons.
>
In case of primary alcohols, only one product is formed, but in case of secondary and tertiary alcohols, there is a possibility of more than one product formation whenthecarbon attached to the OH group is bonded to nonequivalent adjacent carbons.
>
According to Zaitsev rule, the most substituted alkene is the major product.
>
If the double bond has different groups attached, then there is a possibility of the formation of stereoisomers as cis and trans forms of the alkene.
>
The trans alkene is more stable than cis alkene, hence, a trans alkene is a major product and cis alkene is a minor product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

What two alkenes give rise to attached alcohol as the major product of acid-catalyzed hydration?

What two alkenes give rise to each alcohol as the major product of acid-catalyzed hydration?

What reaction conditions are needed to convert (R)-2-ethyl-2- methyloxirane to (R)-2-methylbutane-1,2-diol ?

Answer 2

Question

Chapter 7.11, Problem 18P

Interpretation Introduction

Interpretation:

The three alkenes which are formed in the acid-catalyzed dehydration of 2−pentanol are to be determined.

Concept introduction:
>
The dehydration of alcohol results in the loss of H2O molecule and formation of the corresponding alkene.
>
The H and OH are lost from adjacent carbons.
>
In case of primary alcohols, only one product is formed, but in case of secondary and tertiary alcohols, there is a possibility of more than one product formation whenthecarbon attached to the OH group is bonded to nonequivalent adjacent carbons.
>
According to Zaitsev rule, the most substituted alkene is the major product.
>
If the double bond has different groups attached, then there is a possibility of the formation of stereoisomers as cis and trans forms of the alkene.
>
The trans alkene is more stable than cis alkene, hence, a trans alkene is a major product and cis alkene is a minor product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 7.11, Problem 18P

Interpretation Introduction

Interpretation:

The three alkenes which are formed in the acid-catalyzed dehydration of 2−pentanol are to be determined.

Concept introduction:
>
The dehydration of alcohol results in the loss of H2O molecule and formation of the corresponding alkene.
>
The H and OH are lost from adjacent carbons.
>
In case of primary alcohols, only one product is formed, but in case of secondary and tertiary alcohols, there is a possibility of more than one product formation whenthecarbon attached to the OH group is bonded to nonequivalent adjacent carbons.
>
According to Zaitsev rule, the most substituted alkene is the major product.
>
If the double bond has different groups attached, then there is a possibility of the formation of stereoisomers as cis and trans forms of the alkene.
>
The trans alkene is more stable than cis alkene, hence, a trans alkene is a major product and cis alkene is a minor product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 7.11, Problem 18P

Interpretation Introduction

Interpretation:

The three alkenes which are formed in the acid-catalyzed dehydration of 2−pentanol are to be determined.

Concept introduction:
>
The dehydration of alcohol results in the loss of H2O molecule and formation of the corresponding alkene.
>
The H and OH are lost from adjacent carbons.
>
In case of primary alcohols, only one product is formed, but in case of secondary and tertiary alcohols, there is a possibility of more than one product formation whenthecarbon attached to the OH group is bonded to nonequivalent adjacent carbons.
>
According to Zaitsev rule, the most substituted alkene is the major product.
>
If the double bond has different groups attached, then there is a possibility of the formation of stereoisomers as cis and trans forms of the alkene.
>
The trans alkene is more stable than cis alkene, hence, a trans alkene is a major product and cis alkene is a minor product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 7.11, Problem 18P

Interpretation Introduction

Interpretation:

The three alkenes which are formed in the acid-catalyzed dehydration of 2−pentanol are to be determined.

Concept introduction:
>
The dehydration of alcohol results in the loss of H2O molecule and formation of the corresponding alkene.
>
The H and OH are lost from adjacent carbons.
>
In case of primary alcohols, only one product is formed, but in case of secondary and tertiary alcohols, there is a possibility of more than one product formation whenthecarbon attached to the OH group is bonded to nonequivalent adjacent carbons.
>
According to Zaitsev rule, the most substituted alkene is the major product.
>
If the double bond has different groups attached, then there is a possibility of the formation of stereoisomers as cis and trans forms of the alkene.
>
The trans alkene is more stable than cis alkene, hence, a trans alkene is a major product and cis alkene is a minor product.

Answer 6

Chapter 7.11, Problem 18P

Interpretation Introduction

Interpretation:

The three alkenes which are formed in the acid-catalyzed dehydration of 2−pentanol are to be determined.

Concept introduction:
>
The dehydration of alcohol results in the loss of H2O molecule and formation of the corresponding alkene.
>
The H and OH are lost from adjacent carbons.
>
In case of primary alcohols, only one product is formed, but in case of secondary and tertiary alcohols, there is a possibility of more than one product formation whenthecarbon attached to the OH group is bonded to nonequivalent adjacent carbons.
>
According to Zaitsev rule, the most substituted alkene is the major product.
>
If the double bond has different groups attached, then there is a possibility of the formation of stereoisomers as cis and trans forms of the alkene.
>
The trans alkene is more stable than cis alkene, hence, a trans alkene is a major product and cis alkene is a minor product.

Answer 7

Chapter 7.11, Problem 18P

Interpretation Introduction

Interpretation:

The three alkenes which are formed in the acid-catalyzed dehydration of 2−pentanol are to be determined.

Concept introduction:
>
The dehydration of alcohol results in the loss of H2O molecule and formation of the corresponding alkene.
>
The H and OH are lost from adjacent carbons.
>
In case of primary alcohols, only one product is formed, but in case of secondary and tertiary alcohols, there is a possibility of more than one product formation whenthecarbon attached to the OH group is bonded to nonequivalent adjacent carbons.
>
According to Zaitsev rule, the most substituted alkene is the major product.
>
If the double bond has different groups attached, then there is a possibility of the formation of stereoisomers as cis and trans forms of the alkene.
>
The trans alkene is more stable than cis alkene, hence, a trans alkene is a major product and cis alkene is a minor product.

Answer 8

Expert Solution & Answer

Answer 9

Expert Solution & Answer

Answer 10

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 11

Ch. 7.1 - Name each of the following using IUPAC...Ch. 7.1 - Prob. 2P Ch. 7.2 - How many carbon atoms are sp2-hybridized in the...Ch. 7.3 - Prob. 4P Ch. 7.3 - Are cis-2-hexene and trans-3-hexene stereoisomers?...Ch. 7.4 - Prob. 6P Ch. 7.4 - Prob. 7P Ch. 7.4 - Give the IUPAC name of each of the compounds in...Ch. 7.5 - Arrange the following in order of increasing...Ch. 7.6 - Prob. 10P

Solution Summary: The author explains the structure of 2-pentanol and the three alkenes formed in the acid-catalyzed dehydration.

Want to see the full answer?

Chapter 7 Solutions