The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol. Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Question

Since, there is no chiral center thus, there will be no possible stereoisomers.

The name of the given alcohol is 2, 2, 4, 4-tetramethylcyclobutane-1, 3-diol. Both the −OH groups are on the C atom with 1 H atom each thus, both are secondary alcohols.

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Problem 7 of 10 Draw the major product of this reaction. Ignore inorganic byproducts. S' S 1. BuLi 2. ethylene oxide (C2H4O) Select to Draw a Submit

Feedback (4/10) 30% Retry Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the reactant and missing intermediates involved in this reaction. Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Incorrect, 6 attempts remaining :0: Draw the Reactant H H3CO H- HIO: Ö-CH3 CH3OH2* protonation H. a H (+) H Ο CH3OH2 O: H3C protonation CH3OH deprotonation > CH3OH nucleophilic addition H. HO 0:0 Draw Intermediate a X

The given organic compound is as follows:

The given structure is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 11

The given organic compound is as follows:

The given structure is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 11

The given organic compound is as follows:

The given structure is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 11

Since, there is no chiral center thus, there will be no possible stereoisomers.

The name of the given alcohol is 2, 2, 4, 4-tetramethylcyclobutane-1, 3-diol. Both the −OH groups are on the C atom with 1 H atom each thus, both are secondary alcohols.

Want to see more full solutions like this?

The given organic compound is as follows:

The given structure is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 11

Since, there is no chiral center thus, there will be no possible stereoisomers.

The name of the given alcohol is 2, 2, 4, 4-tetramethylcyclobutane-1, 3-diol. Both the −OH groups are on the C atom with 1 H atom each thus, both are secondary alcohols.

Answer 6

Chapter 8, Problem 24P

(a)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(a)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 1

The name of the compound is 2-butanol.

Here, hydroxyl group is attached to the secondary carbon thus, it is a secondary alcohol.

Answer 7

Chapter 8, Problem 24P

(a)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 8

(a)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 1

The name of the compound is 2-butanol.

Here, hydroxyl group is attached to the secondary carbon thus, it is a secondary alcohol.

Answer 9

(a)

Expert Solution

Answer 10

(a)

Expert Solution

Answer 11

Expert Solution

Answer 12

(b)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(b)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 2

The name of the above compound is 5-bromo-3-hexanol.

Here, the hydroxyl group is at secondary carbon thus, it is a secondary alcohol.

Answer 13

(b)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 14

(b)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 2

The name of the above compound is 5-bromo-3-hexanol.

Here, the hydroxyl group is at secondary carbon thus, it is a secondary alcohol.

Answer 15

(b)

Expert Solution

Answer 16

(b)

Expert Solution

Answer 17

Expert Solution

Answer 18

(c)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(c)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 3

The name of the compound is 2-propyl-1-pentanol.

Now, there is hydroxyl group at primary position thus, it is a primary alcohol.

Answer 19

(c)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 20

(c)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 3

The name of the compound is 2-propyl-1-pentanol.

Now, there is hydroxyl group at primary position thus, it is a primary alcohol.

Answer 21

(c)

Expert Solution

Answer 22

(c)

Expert Solution

Answer 23

Expert Solution

Answer 24

(d)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(d)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 4

The name of the compound is (S)-1-chloro-2-propanol. There is a hydroxyl group at secondary carbon thus, it is a secondary alcohol.

Answer 25

(d)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 26

(d)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 4

The name of the compound is (S)-1-chloro-2-propanol. There is a hydroxyl group at secondary carbon thus, it is a secondary alcohol.

Answer 27

(d)

Expert Solution

Answer 28

(d)

Expert Solution

Answer 29

Expert Solution

Answer 30

(e)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(e)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 5

The name of the above compound is 1-ethylcyclobutanol. The hydroxyl group is at tertiary carbon thus, it is a tertiary alcohol.

Answer 31

(e)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 32

(e)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 5

The name of the above compound is 1-ethylcyclobutanol. The hydroxyl group is at tertiary carbon thus, it is a tertiary alcohol.

Answer 33

(e)

Expert Solution

Answer 34

(e)

Expert Solution

Answer 35

Expert Solution

Answer 36

(f)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(f)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 6

The name of the compound is (1R,2R)-2bromocyclodecanol.

In the above compound, the hydroxyl group is at secondary position thus, this is a secondary alcohol.

Answer 37

(f)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 38

(f)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 6

The name of the compound is (1R,2R)-2bromocyclodecanol.

In the above compound, the hydroxyl group is at secondary position thus, this is a secondary alcohol.

Answer 39

(f)

Expert Solution

Answer 40

(f)

Expert Solution

Answer 41

Expert Solution

Answer 42

(g)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(g)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 7

The name of the compound is 2, 2-bis(hydroxylmethyl)propane-1,3-diol. Here, each of the 4 hydroxyl groups are attached to the primary carbon thus, it is a primary alcohol.

Answer 43

(g)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 44

(g)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 7

The name of the compound is 2, 2-bis(hydroxylmethyl)propane-1,3-diol. Here, each of the 4 hydroxyl groups are attached to the primary carbon thus, it is a primary alcohol.

Answer 45

(g)

Expert Solution

Answer 46

(g)

Expert Solution

Answer 47

Expert Solution

Answer 48

(h)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(h)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 8

The name of the molecule is (2S,3R)-2,3-dihydroxybutane-1,2-diol. The hydroxyl group at first and fourth carbon atoms is primary and the other two hydroxyl groups are at second and third carbon atoms which are secondary.

Answer 49

(h)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 50

(h)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 8

The name of the molecule is (2S,3R)-2,3-dihydroxybutane-1,2-diol. The hydroxyl group at first and fourth carbon atoms is primary and the other two hydroxyl groups are at second and third carbon atoms which are secondary.

Answer 51

(h)

Expert Solution

Answer 52

(h)

Expert Solution

Answer 53

Expert Solution

Answer 54

(i)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(i)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 9

The name of the compound is cis-2-(2-hydroxylethyl)cyclopentanol. Here, the hydroxyl group is at secondary carbon atom of the cyclopentyl ring and the other hydroxyl group is attached to the primary carbon atom.

Answer 55

(i)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 56

(i)

Expert Solution

Explanation of Solution

The given organic compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 9

The name of the compound is cis-2-(2-hydroxylethyl)cyclopentanol. Here, the hydroxyl group is at secondary carbon atom of the cyclopentyl ring and the other hydroxyl group is attached to the primary carbon atom.

Answer 57

(i)

Expert Solution

Answer 58

(i)

Expert Solution

Answer 59

Expert Solution

Answer 60

(j)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(j)

Expert Solution

Explanation of Solution

The given compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 10

The name of the compound is (2R)-2-chloro-2-methyl-1-butanol. The hydroxyl group is at primary carbon atom thus, it is primary alcohol.

Answer 61

(j)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 62

(j)

Expert Solution

Explanation of Solution

The given compound is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 10

The name of the compound is (2R)-2-chloro-2-methyl-1-butanol. The hydroxyl group is at primary carbon atom thus, it is primary alcohol.

Answer 63

(j)

Expert Solution

Answer 64

(j)

Expert Solution

Answer 65

Expert Solution

Answer 66

(k)

Interpretation Introduction

Interpretation: The name of the given alcohol and its all possible stereoisomers needs to be determined and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

(k)

Expert Solution

Explanation of Solution

The given structure is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 11

Since, there is no chiral center thus, there will be no possible stereoisomers.

The name of the given alcohol is 2, 2, 4, 4-tetramethylcyclobutane-1, 3-diol. Both the −OH groups are on the C atom with 1 H atom each thus, both are secondary alcohols.

Answer 67

(k)

Interpretation Introduction

Interpretation: The name of the given alcohol and its all possible stereoisomers needs to be determined and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Answer 68

(k)

Expert Solution

Explanation of Solution

The given structure is as follows:

Organic Chemistry: Structure and Function, Chapter 8, Problem 24P , additional homework tip 11

Since, there is no chiral center thus, there will be no possible stereoisomers.

The name of the given alcohol is 2, 2, 4, 4-tetramethylcyclobutane-1, 3-diol. Both the −OH groups are on the C atom with 1 H atom each thus, both are secondary alcohols.