Question 1

What two combinations of Grignard and carbonyl compound can be used to prepare 3-hexanol?

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Question 2

What sequence of reagents is needed to convert benzyl bromide into 1-phenyl-2-octanol?

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Question 3

How would one used a Gilman-based synthesis to accomplish the following transformation? pentanal (CH₃CH₂CH₂CH₂CHO) to heptan-3-ol

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Question 4

Provide the major organic product(s) of the reaction below.

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Question 5

Provide the major organic product(s) of the reaction below.

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Question 6

Provide the structure of the major organic product in the reaction shown below. CH₃CH₂CH₂CHO →

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Question 7

Provide the major organic product of the reaction below.

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Question 8

Provide the structure of the major organic product in the reaction shown below.

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Question 9

What combination of reagents can be used in a Grignard-based synthesis of 1-propylcyclohexanol?

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Question 10

How would one used a Grignard-based synthesis to accomplish the following transformation? methyl isobutyrate [(CH₃)₂CHCO₂CH₃] to 3-ethyl-2-methylpentan-3-ol

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Question 11

Provide the major organic product of the reaction below.

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Question 12

Name the major organic product which results when CH₃CO₂CH₂CH₃ is treated with 2 equivalents of (CH₃)₂CHMgBr followed by protonation with dilute acid?

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Question 13

Provide the structure of the major organic product in the reaction shown below.

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Question 14

Provide the major organic product of the reaction below.

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Question 15

Show how one might prepare 3-methylpentane by beginning with 2-iodobutane and using a Gilman reagent.

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Question 16

Provide the major organic product of the reaction below.

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Question 17

Provide the structure of the major organic product in the reaction shown below. (CH₃)₂CHCl

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Question 18

Provide the major organic product(s) of the reaction below.

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Question 19

Provide the major organic product(s) of the reaction below.

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Question 20

Provide the structure of the major organic product in the reaction shown below.

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Quiz 10: Structure and Synthesis of Alcohols

What two combinations of Grignard and carbonyl compound can be used to prepare 3-hexanol?

What sequence of reagents is needed to convert benzyl bromide into 1-phenyl-2-octanol?

How would one used a Gilman-based synthesis to accomplish the following transformation? pentanal (CH3CH2CH2CH2CHO) to heptan-3-ol

Provide the major organic product(s) of the reaction below.

Provide the major organic product(s) of the reaction below.

Provide the structure of the major organic product in the reaction shown below. CH3CH2CH2CHO →

Provide the major organic product of the reaction below.

Provide the structure of the major organic product in the reaction shown below.

What combination of reagents can be used in a Grignard-based synthesis of 1-propylcyclohexanol?

How would one used a Grignard-based synthesis to accomplish the following transformation? methyl isobutyrate [(CH3)2CHCO2CH3] to 3-ethyl-2-methylpentan-3-ol

Provide the major organic product of the reaction below.

Name the major organic product which results when CH3CO2CH2CH3 is treated with 2 equivalents of (CH3)2CHMgBr followed by protonation with dilute acid?

Provide the structure of the major organic product in the reaction shown below.

Provide the major organic product of the reaction below.

Show how one might prepare 3-methylpentane by beginning with 2-iodobutane and using a Gilman reagent.

Provide the major organic product of the reaction below.

Provide the structure of the major organic product in the reaction shown below. (CH3)2CHCl

Provide the major organic product(s) of the reaction below.

Provide the major organic product(s) of the reaction below.

Provide the structure of the major organic product in the reaction shown below.

How would one used a Gilman-based synthesis to accomplish the following transformation? pentanal (CH₃CH₂CH₂CH₂CHO) to heptan-3-ol

Provide the structure of the major organic product in the reaction shown below. CH₃CH₂CH₂CHO →

How would one used a Grignard-based synthesis to accomplish the following transformation? methyl isobutyrate [(CH₃)₂CHCO₂CH₃] to 3-ethyl-2-methylpentan-3-ol

Name the major organic product which results when CH₃CO₂CH₂CH₃ is treated with 2 equivalents of (CH₃)₂CHMgBr followed by protonation with dilute acid?

Provide the structure of the major organic product in the reaction shown below. (CH₃)₂CHCl