a) Styrene (PhCH=CH 2 ) Interpretation: How to prepare styrene from 2-phenylethanol is to be stated. Concept introduction: Alcohols undergo dehydration when treated with POCl 3 in pyridine to yield alkenes . To state: How to prepare styrene from 2-phenylethanol.

Question

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Answer 1

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 17.SE, Problem 47AP

Interpretation Introduction

a) Styrene (PhCH=CH₂)

Interpretation:

How to prepare styrene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield alkenes.

To state:

How to prepare styrene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene.

OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th, Chapter 17.SE, Problem 47AP , additional homework tip 1

Conclusion

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Interpretation Introduction

b) Phenylacetaldehyde (PhCH₂CHO)

Interpretation:

How to prepare phenylacetaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Dess-Martin periodinate in dichloromethane oxidizes 1⁰alcohols to aldehydes and 2⁰alcohols to ketones.

To state:

How to prepare phenylacetaldehyde from 2-phenylethanol

Expert Solution

Answer to Problem 47AP

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetaldehyde when treated with Dess-Martin periodinate in dichloromethane.

Conclusion

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Interpretation Introduction

c) Phenylacetic acid (PhCH₂COOH)

Interpretation:

How to prepare phenylacetic acid from 2-phenylethanol is to be stated.

Concept introduction:

CrO₃ in acidic solutions oxidize 1⁰ alcohols directly into acids and 2⁰ alcohols to ketones. It does not oxidize 3⁰ alcohols.

To state:

How to prepare phenylacetic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetic acid when treated with CrO₃ in acidic solutions.

Conclusion

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Interpretation Introduction

d) Benzoic acid

Interpretation:

How to prepare benzoic acid from 2-phenylethanol is to be stated.

Concept introduction:

KMnO₄ in acidic solutions oxidize aromatic 1⁰ alcohols to carboxylic acids and 2⁰ alcohols to ketones. The aromatic ring remains unaffected.

To state:

How to prepare benzoic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to benzoic acid when treated with KMnO₄ in acidic solutions.

Conclusion

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Interpretation Introduction

e) Ethylbenzene

Interpretation:

How to prepare ethylbenzene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon reduction gives the alkane.

To state:

How to prepare ethylbenzene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When treated with H₂/Pd, the double bond in the side chain gets reduced to yield ethyl benzene.

Conclusion

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

f) benzaldehyde

Interpretation:

How to prepare benzaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon ozonolyzis followed by reduction will yield the aldehyde required.

To state:

How to prepare benzaldehyde from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected to ozonolysis followed by reduction, the double bond in side chain gets cleaved resulting in the formation of benzaldehyde.

Conclusion

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

g) 1-phenylethanol

Interpretation:

How to prepare 1-phenylethanol from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene adds a molecule of water following oxymercuration-demercuration process. The addition will take place following Markovnikov regiochemistry.

To state:

How to prepare 1-phenylethanol from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

1- Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol, when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected oxymercuration-demercuration processes, a molecule of water is added, following Markovnikov regiochemistry, to the double bond. The –OH adds on to the more alkyl substituted carbon and H to the less alkyl substituted carbon in double bond to yield 1-phenylethanol.

Conclusion

1-Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

h) 1-Bromo-2-phenylethane

Interpretation:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols yield the corresponding alkyl bromides when treated with PBr₃.

To state:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Expert Solution

Answer to Problem 47AP

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

When 2-phenylethanol is treated with PBr₃, a bimolecular nucleophilic substitution of –OH by Br takes place to yield 1-bromo-2-phenylethane.

Conclusion

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

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In the video, we looked at the absorbance of a certain substance and how it varies depending on what wavelength of light we are looking at. Below is a similar scan of a different substance. What color BEST describes how this substance will appear? Absorbance (AU) Violet Blue Green Orange 1.2 1.0- 0.8- 0.6- 0.4- 0.2 0.0 450 500 550 600 650 700 Wavelength (nm) violet indigo blue green yellow orange red Red O Cannot tell from this information In the above graph, what causes -450 nm wavelength of light to have a higher absorbance than light with a -550 nm wavelength? Check all that are true. The distance the light travels is different The different data points are for different substances The concentration is different at different times in the experiment Epsilon (molar absortivity) is different at different wavelengths

5. a. Data were collected for Trial 1 to determine the molar mass of a nonvolatile solid solute when dissolved in cyclo- hexane. Complete the table for the analysis (See Report Sheet). Record calculated values with the correct number of significant figures. B. Freezing Point of Cyclohexane plus Calculation Zone Unknown Solute 2. Mass of cyclohexane (g) 10.14 Part C.4 3. Mass of added solute (g) 0.255 C. Calculations 1. k; for cyclohexane (°C⚫ kg/mol) 20.0 2. Freezing point change, AT, (°C) 3.04 Part C.6 3. Mass of cyclohexane in solution (kg) 4. Moles of solute, total (mol) Show calculation. 5. Mass of solute in solution, total (g) 6. Molar mass of solute (g/mol) Show calculation.

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 17.SE, Problem 47AP

Interpretation Introduction

a) Styrene (PhCH=CH₂)

Interpretation:

How to prepare styrene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield alkenes.

To state:

How to prepare styrene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene.

Conclusion

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Interpretation Introduction

b) Phenylacetaldehyde (PhCH₂CHO)

Interpretation:

How to prepare phenylacetaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Dess-Martin periodinate in dichloromethane oxidizes 1⁰alcohols to aldehydes and 2⁰alcohols to ketones.

To state:

How to prepare phenylacetaldehyde from 2-phenylethanol

Expert Solution

Answer to Problem 47AP

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetaldehyde when treated with Dess-Martin periodinate in dichloromethane.

Conclusion

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Interpretation Introduction

c) Phenylacetic acid (PhCH₂COOH)

Interpretation:

How to prepare phenylacetic acid from 2-phenylethanol is to be stated.

Concept introduction:

CrO₃ in acidic solutions oxidize 1⁰ alcohols directly into acids and 2⁰ alcohols to ketones. It does not oxidize 3⁰ alcohols.

To state:

How to prepare phenylacetic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetic acid when treated with CrO₃ in acidic solutions.

Conclusion

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Interpretation Introduction

d) Benzoic acid

Interpretation:

How to prepare benzoic acid from 2-phenylethanol is to be stated.

Concept introduction:

KMnO₄ in acidic solutions oxidize aromatic 1⁰ alcohols to carboxylic acids and 2⁰ alcohols to ketones. The aromatic ring remains unaffected.

To state:

How to prepare benzoic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to benzoic acid when treated with KMnO₄ in acidic solutions.

Conclusion

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Interpretation Introduction

e) Ethylbenzene

Interpretation:

How to prepare ethylbenzene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon reduction gives the alkane.

To state:

How to prepare ethylbenzene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When treated with H₂/Pd, the double bond in the side chain gets reduced to yield ethyl benzene.

Conclusion

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

f) benzaldehyde

Interpretation:

How to prepare benzaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon ozonolyzis followed by reduction will yield the aldehyde required.

To state:

How to prepare benzaldehyde from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected to ozonolysis followed by reduction, the double bond in side chain gets cleaved resulting in the formation of benzaldehyde.

Conclusion

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

g) 1-phenylethanol

Interpretation:

How to prepare 1-phenylethanol from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene adds a molecule of water following oxymercuration-demercuration process. The addition will take place following Markovnikov regiochemistry.

To state:

How to prepare 1-phenylethanol from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

1- Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol, when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected oxymercuration-demercuration processes, a molecule of water is added, following Markovnikov regiochemistry, to the double bond. The –OH adds on to the more alkyl substituted carbon and H to the less alkyl substituted carbon in double bond to yield 1-phenylethanol.

Conclusion

1-Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

h) 1-Bromo-2-phenylethane

Interpretation:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols yield the corresponding alkyl bromides when treated with PBr₃.

To state:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Expert Solution

Answer to Problem 47AP

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

When 2-phenylethanol is treated with PBr₃, a bimolecular nucleophilic substitution of –OH by Br takes place to yield 1-bromo-2-phenylethane.

Conclusion

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 17.SE, Problem 47AP

Interpretation Introduction

a) Styrene (PhCH=CH₂)

Interpretation:

How to prepare styrene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield alkenes.

To state:

How to prepare styrene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene.

Conclusion

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Interpretation Introduction

b) Phenylacetaldehyde (PhCH₂CHO)

Interpretation:

How to prepare phenylacetaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Dess-Martin periodinate in dichloromethane oxidizes 1⁰alcohols to aldehydes and 2⁰alcohols to ketones.

To state:

How to prepare phenylacetaldehyde from 2-phenylethanol

Expert Solution

Answer to Problem 47AP

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetaldehyde when treated with Dess-Martin periodinate in dichloromethane.

Conclusion

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Interpretation Introduction

c) Phenylacetic acid (PhCH₂COOH)

Interpretation:

How to prepare phenylacetic acid from 2-phenylethanol is to be stated.

Concept introduction:

CrO₃ in acidic solutions oxidize 1⁰ alcohols directly into acids and 2⁰ alcohols to ketones. It does not oxidize 3⁰ alcohols.

To state:

How to prepare phenylacetic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetic acid when treated with CrO₃ in acidic solutions.

Conclusion

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Interpretation Introduction

d) Benzoic acid

Interpretation:

How to prepare benzoic acid from 2-phenylethanol is to be stated.

Concept introduction:

KMnO₄ in acidic solutions oxidize aromatic 1⁰ alcohols to carboxylic acids and 2⁰ alcohols to ketones. The aromatic ring remains unaffected.

To state:

How to prepare benzoic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to benzoic acid when treated with KMnO₄ in acidic solutions.

Conclusion

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Interpretation Introduction

e) Ethylbenzene

Interpretation:

How to prepare ethylbenzene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon reduction gives the alkane.

To state:

How to prepare ethylbenzene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When treated with H₂/Pd, the double bond in the side chain gets reduced to yield ethyl benzene.

Conclusion

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

f) benzaldehyde

Interpretation:

How to prepare benzaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon ozonolyzis followed by reduction will yield the aldehyde required.

To state:

How to prepare benzaldehyde from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected to ozonolysis followed by reduction, the double bond in side chain gets cleaved resulting in the formation of benzaldehyde.

Conclusion

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

g) 1-phenylethanol

Interpretation:

How to prepare 1-phenylethanol from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene adds a molecule of water following oxymercuration-demercuration process. The addition will take place following Markovnikov regiochemistry.

To state:

How to prepare 1-phenylethanol from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

1- Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol, when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected oxymercuration-demercuration processes, a molecule of water is added, following Markovnikov regiochemistry, to the double bond. The –OH adds on to the more alkyl substituted carbon and H to the less alkyl substituted carbon in double bond to yield 1-phenylethanol.

Conclusion

1-Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

h) 1-Bromo-2-phenylethane

Interpretation:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols yield the corresponding alkyl bromides when treated with PBr₃.

To state:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Expert Solution

Answer to Problem 47AP

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

When 2-phenylethanol is treated with PBr₃, a bimolecular nucleophilic substitution of –OH by Br takes place to yield 1-bromo-2-phenylethane.

Conclusion

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

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Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 17.SE, Problem 47AP

Interpretation Introduction

a) Styrene (PhCH=CH₂)

Interpretation:

How to prepare styrene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield alkenes.

To state:

How to prepare styrene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene.

Conclusion

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Interpretation Introduction

b) Phenylacetaldehyde (PhCH₂CHO)

Interpretation:

How to prepare phenylacetaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Dess-Martin periodinate in dichloromethane oxidizes 1⁰alcohols to aldehydes and 2⁰alcohols to ketones.

To state:

How to prepare phenylacetaldehyde from 2-phenylethanol

Expert Solution

Answer to Problem 47AP

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetaldehyde when treated with Dess-Martin periodinate in dichloromethane.

Conclusion

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Interpretation Introduction

c) Phenylacetic acid (PhCH₂COOH)

Interpretation:

How to prepare phenylacetic acid from 2-phenylethanol is to be stated.

Concept introduction:

CrO₃ in acidic solutions oxidize 1⁰ alcohols directly into acids and 2⁰ alcohols to ketones. It does not oxidize 3⁰ alcohols.

To state:

How to prepare phenylacetic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetic acid when treated with CrO₃ in acidic solutions.

Conclusion

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Interpretation Introduction

d) Benzoic acid

Interpretation:

How to prepare benzoic acid from 2-phenylethanol is to be stated.

Concept introduction:

KMnO₄ in acidic solutions oxidize aromatic 1⁰ alcohols to carboxylic acids and 2⁰ alcohols to ketones. The aromatic ring remains unaffected.

To state:

How to prepare benzoic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to benzoic acid when treated with KMnO₄ in acidic solutions.

Conclusion

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Interpretation Introduction

e) Ethylbenzene

Interpretation:

How to prepare ethylbenzene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon reduction gives the alkane.

To state:

How to prepare ethylbenzene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When treated with H₂/Pd, the double bond in the side chain gets reduced to yield ethyl benzene.

Conclusion

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

f) benzaldehyde

Interpretation:

How to prepare benzaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon ozonolyzis followed by reduction will yield the aldehyde required.

To state:

How to prepare benzaldehyde from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected to ozonolysis followed by reduction, the double bond in side chain gets cleaved resulting in the formation of benzaldehyde.

Conclusion

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

g) 1-phenylethanol

Interpretation:

How to prepare 1-phenylethanol from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene adds a molecule of water following oxymercuration-demercuration process. The addition will take place following Markovnikov regiochemistry.

To state:

How to prepare 1-phenylethanol from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

1- Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol, when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected oxymercuration-demercuration processes, a molecule of water is added, following Markovnikov regiochemistry, to the double bond. The –OH adds on to the more alkyl substituted carbon and H to the less alkyl substituted carbon in double bond to yield 1-phenylethanol.

Conclusion

1-Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

h) 1-Bromo-2-phenylethane

Interpretation:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols yield the corresponding alkyl bromides when treated with PBr₃.

To state:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Expert Solution

Answer to Problem 47AP

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

When 2-phenylethanol is treated with PBr₃, a bimolecular nucleophilic substitution of –OH by Br takes place to yield 1-bromo-2-phenylethane.

Conclusion

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

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Answer 5

Chapter 17.SE, Problem 47AP

Interpretation Introduction

a) Styrene (PhCH=CH₂)

Interpretation:

How to prepare styrene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield alkenes.

To state:

How to prepare styrene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene.

Conclusion

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Interpretation Introduction

b) Phenylacetaldehyde (PhCH₂CHO)

Interpretation:

How to prepare phenylacetaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Dess-Martin periodinate in dichloromethane oxidizes 1⁰alcohols to aldehydes and 2⁰alcohols to ketones.

To state:

How to prepare phenylacetaldehyde from 2-phenylethanol

Expert Solution

Answer to Problem 47AP

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetaldehyde when treated with Dess-Martin periodinate in dichloromethane.

Conclusion

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Interpretation Introduction

c) Phenylacetic acid (PhCH₂COOH)

Interpretation:

How to prepare phenylacetic acid from 2-phenylethanol is to be stated.

Concept introduction:

CrO₃ in acidic solutions oxidize 1⁰ alcohols directly into acids and 2⁰ alcohols to ketones. It does not oxidize 3⁰ alcohols.

To state:

How to prepare phenylacetic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetic acid when treated with CrO₃ in acidic solutions.

Conclusion

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Interpretation Introduction

d) Benzoic acid

Interpretation:

How to prepare benzoic acid from 2-phenylethanol is to be stated.

Concept introduction:

KMnO₄ in acidic solutions oxidize aromatic 1⁰ alcohols to carboxylic acids and 2⁰ alcohols to ketones. The aromatic ring remains unaffected.

To state:

How to prepare benzoic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to benzoic acid when treated with KMnO₄ in acidic solutions.

Conclusion

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Interpretation Introduction

e) Ethylbenzene

Interpretation:

How to prepare ethylbenzene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon reduction gives the alkane.

To state:

How to prepare ethylbenzene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When treated with H₂/Pd, the double bond in the side chain gets reduced to yield ethyl benzene.

Conclusion

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

f) benzaldehyde

Interpretation:

How to prepare benzaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon ozonolyzis followed by reduction will yield the aldehyde required.

To state:

How to prepare benzaldehyde from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected to ozonolysis followed by reduction, the double bond in side chain gets cleaved resulting in the formation of benzaldehyde.

Conclusion

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

g) 1-phenylethanol

Interpretation:

How to prepare 1-phenylethanol from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene adds a molecule of water following oxymercuration-demercuration process. The addition will take place following Markovnikov regiochemistry.

To state:

How to prepare 1-phenylethanol from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

1- Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol, when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected oxymercuration-demercuration processes, a molecule of water is added, following Markovnikov regiochemistry, to the double bond. The –OH adds on to the more alkyl substituted carbon and H to the less alkyl substituted carbon in double bond to yield 1-phenylethanol.

Conclusion

1-Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Interpretation Introduction

h) 1-Bromo-2-phenylethane

Interpretation:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols yield the corresponding alkyl bromides when treated with PBr₃.

To state:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Expert Solution

Answer to Problem 47AP

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

When 2-phenylethanol is treated with PBr₃, a bimolecular nucleophilic substitution of –OH by Br takes place to yield 1-bromo-2-phenylethane.

Conclusion

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Answer 6

Chapter 17.SE, Problem 47AP

Interpretation Introduction

a) Styrene (PhCH=CH₂)

Interpretation:

How to prepare styrene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield alkenes.

To state:

How to prepare styrene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene.

Conclusion

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Answer 7

Chapter 17.SE, Problem 47AP

Interpretation Introduction

a) Styrene (PhCH=CH₂)

Interpretation:

How to prepare styrene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield alkenes.

To state:

How to prepare styrene from 2-phenylethanol.

Answer 8

Expert Solution

Answer to Problem 47AP

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene.

Answer 13

Conclusion

Styrene can be prepared by treating 2-phenylethanol with POCl₃ in pyridine.

Answer 14

Interpretation Introduction

b) Phenylacetaldehyde (PhCH₂CHO)

Interpretation:

How to prepare phenylacetaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Dess-Martin periodinate in dichloromethane oxidizes 1⁰alcohols to aldehydes and 2⁰alcohols to ketones.

To state:

How to prepare phenylacetaldehyde from 2-phenylethanol

Expert Solution

Answer to Problem 47AP

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetaldehyde when treated with Dess-Martin periodinate in dichloromethane.

Conclusion

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Answer 15

Interpretation Introduction

b) Phenylacetaldehyde (PhCH₂CHO)

Interpretation:

How to prepare phenylacetaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Dess-Martin periodinate in dichloromethane oxidizes 1⁰alcohols to aldehydes and 2⁰alcohols to ketones.

To state:

How to prepare phenylacetaldehyde from 2-phenylethanol

Answer 16

Expert Solution

Answer to Problem 47AP

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetaldehyde when treated with Dess-Martin periodinate in dichloromethane.

Answer 21

Conclusion

Phenylacetaldehyde can be prepared by oxidizing 2-phenylethanol with Dess-Martin periodinate in dichloromethane.

Answer 22

Interpretation Introduction

c) Phenylacetic acid (PhCH₂COOH)

Interpretation:

How to prepare phenylacetic acid from 2-phenylethanol is to be stated.

Concept introduction:

CrO₃ in acidic solutions oxidize 1⁰ alcohols directly into acids and 2⁰ alcohols to ketones. It does not oxidize 3⁰ alcohols.

To state:

How to prepare phenylacetic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetic acid when treated with CrO₃ in acidic solutions.

Conclusion

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Answer 23

Interpretation Introduction

c) Phenylacetic acid (PhCH₂COOH)

Interpretation:

How to prepare phenylacetic acid from 2-phenylethanol is to be stated.

Concept introduction:

CrO₃ in acidic solutions oxidize 1⁰ alcohols directly into acids and 2⁰ alcohols to ketones. It does not oxidize 3⁰ alcohols.

To state:

How to prepare phenylacetic acid from 2-phenylethanol.

Answer 24

Expert Solution

Answer to Problem 47AP

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Answer 25

Expert Solution

Answer 26

Expert Solution

Answer 27

Expert Solution

Answer 28

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to phenylacetic acid when treated with CrO₃ in acidic solutions.

Answer 29

Conclusion

Phenylacetic acid can be prepared by oxidizing 2-phenylethanol with CrO₃ in acidic solutions.

Answer 30

Interpretation Introduction

d) Benzoic acid

Interpretation:

How to prepare benzoic acid from 2-phenylethanol is to be stated.

Concept introduction:

KMnO₄ in acidic solutions oxidize aromatic 1⁰ alcohols to carboxylic acids and 2⁰ alcohols to ketones. The aromatic ring remains unaffected.

To state:

How to prepare benzoic acid from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to benzoic acid when treated with KMnO₄ in acidic solutions.

Conclusion

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Answer 31

Interpretation Introduction

d) Benzoic acid

Interpretation:

How to prepare benzoic acid from 2-phenylethanol is to be stated.

Concept introduction:

KMnO₄ in acidic solutions oxidize aromatic 1⁰ alcohols to carboxylic acids and 2⁰ alcohols to ketones. The aromatic ring remains unaffected.

To state:

How to prepare benzoic acid from 2-phenylethanol.

Answer 32

Expert Solution

Answer to Problem 47AP

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Answer 33

Expert Solution

Answer 34

Expert Solution

Answer 35

Expert Solution

Answer 36

Explanation of Solution

2-phenylethanol is a 1⁰ alcohol. It gets oxidized to benzoic acid when treated with KMnO₄ in acidic solutions.

Answer 37

Conclusion

Benzoic acid can be prepared by oxidizing 2-phenylethanol with KMnO₄ in acidic solutions.

Answer 38

Interpretation Introduction

e) Ethylbenzene

Interpretation:

How to prepare ethylbenzene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon reduction gives the alkane.

To state:

How to prepare ethylbenzene from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When treated with H₂/Pd, the double bond in the side chain gets reduced to yield ethyl benzene.

Conclusion

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Answer 39

Interpretation Introduction

e) Ethylbenzene

Interpretation:

How to prepare ethylbenzene from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon reduction gives the alkane.

To state:

How to prepare ethylbenzene from 2-phenylethanol.

Answer 40

Expert Solution

Answer to Problem 47AP

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Answer 41

Expert Solution

Answer 42

Expert Solution

Answer 43

Expert Solution

Answer 44

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When treated with H₂/Pd, the double bond in the side chain gets reduced to yield ethyl benzene.

Answer 45

Conclusion

Ethylbenzene can be prepared from 2-phenylethanol by following the steps shown below.

Answer 46

Interpretation Introduction

f) benzaldehyde

Interpretation:

How to prepare benzaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon ozonolyzis followed by reduction will yield the aldehyde required.

To state:

How to prepare benzaldehyde from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected to ozonolysis followed by reduction, the double bond in side chain gets cleaved resulting in the formation of benzaldehyde.

Conclusion

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Answer 47

Interpretation Introduction

f) benzaldehyde

Interpretation:

How to prepare benzaldehyde from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene upon ozonolyzis followed by reduction will yield the aldehyde required.

To state:

How to prepare benzaldehyde from 2-phenylethanol.

Answer 48

Expert Solution

Answer to Problem 47AP

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Answer 49

Expert Solution

Answer 50

Expert Solution

Answer 51

Expert Solution

Answer 52

Explanation of Solution

2-Phenylethanol when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected to ozonolysis followed by reduction, the double bond in side chain gets cleaved resulting in the formation of benzaldehyde.

Answer 53

Conclusion

Benzaldehyde can be prepared from 2-phenylethanol by following the steps shown below.

Answer 54

Interpretation Introduction

g) 1-phenylethanol

Interpretation:

How to prepare 1-phenylethanol from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene adds a molecule of water following oxymercuration-demercuration process. The addition will take place following Markovnikov regiochemistry.

To state:

How to prepare 1-phenylethanol from 2-phenylethanol.

Expert Solution

Answer to Problem 47AP

1- Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

2-Phenylethanol, when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected oxymercuration-demercuration processes, a molecule of water is added, following Markovnikov regiochemistry, to the double bond. The –OH adds on to the more alkyl substituted carbon and H to the less alkyl substituted carbon in double bond to yield 1-phenylethanol.

Conclusion

1-Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Answer 55

Interpretation Introduction

g) 1-phenylethanol

Interpretation:

How to prepare 1-phenylethanol from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols undergo dehydration when treated with POCl₃ in pyridine to yield an alkene. The alkene adds a molecule of water following oxymercuration-demercuration process. The addition will take place following Markovnikov regiochemistry.

To state:

How to prepare 1-phenylethanol from 2-phenylethanol.

Answer 56

Expert Solution

Answer to Problem 47AP

1- Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Answer 57

Expert Solution

Answer 58

Expert Solution

Answer 59

Expert Solution

Answer 60

Explanation of Solution

2-Phenylethanol, when treated with POCl₃ in pyridine eliminates a molecule of water from the side chain to yield styrene. When styrene is subjected oxymercuration-demercuration processes, a molecule of water is added, following Markovnikov regiochemistry, to the double bond. The –OH adds on to the more alkyl substituted carbon and H to the less alkyl substituted carbon in double bond to yield 1-phenylethanol.

Answer 61

Conclusion

1-Phenylethanol can be prepared from 2-phenylethanol by following the steps shown below.

Answer 62

Interpretation Introduction

h) 1-Bromo-2-phenylethane

Interpretation:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols yield the corresponding alkyl bromides when treated with PBr₃.

To state:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Expert Solution

Answer to Problem 47AP

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Explanation of Solution

When 2-phenylethanol is treated with PBr₃, a bimolecular nucleophilic substitution of –OH by Br takes place to yield 1-bromo-2-phenylethane.

Conclusion

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Answer 63

Interpretation Introduction

h) 1-Bromo-2-phenylethane

Interpretation:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Concept introduction:

Alcohols yield the corresponding alkyl bromides when treated with PBr₃.

To state:

How to prepare 1-bromo-2-phenylethane from 2-phenylethanol is to be stated.

Answer 64

Expert Solution

Answer to Problem 47AP

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Answer 65

Expert Solution

Answer 66

Expert Solution

Answer 67

Expert Solution

Answer 68

Explanation of Solution

When 2-phenylethanol is treated with PBr₃, a bimolecular nucleophilic substitution of –OH by Br takes place to yield 1-bromo-2-phenylethane.

Answer 69

Conclusion

1-Bromo-2-phenylethane can be prepared from 2-phenylethanol by following the steps shown below.

Answer 70

Ch. 17.1 - Give IUPAC names for the following compounds:Ch. 17.1 - Prob. 2P Ch. 17.2 - The following data for isomeric four-carbon...Ch. 17.2 - Rank the following substances in order of...Ch. 17.2 - Prob. 5P Ch. 17.3 - Prob. 6P Ch. 17.4 - What reagent would you use to accomplish each of...Ch. 17.4 - Prob. 8P Ch. 17.5 - Prob. 9P Ch. 17.5 - Prob. 10P

a) Styrene (PhCH=CH 2 ) Interpretation: How to prepare styrene from 2-phenylethanol is to be stated. Concept introduction: Alcohols undergo dehydration when treated with POCl 3 in pyridine to yield alkenes . To state: How to prepare styrene from 2-phenylethanol.