(a) Interpretation: The intermediates A - C of the given stepwise conversion of p − isobutylbenzaldehyde to the analgesic ibuprofen are to be identified. Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p − isobutylbenzaldehyde by using different reagents.

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Answer 1

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Chapter 23, Problem 23.54P

Interpretation Introduction

(a)

Interpretation: The intermediates A-C of the given stepwise conversion of p− isobutylbenzaldehyde to the analgesic ibuprofen are to be identified.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Interpretation Introduction

(b)

Interpretation: The product formed by the direct alkylation of compound D by treatment with one equivalent of LDA and CH3I is to be identified and the reaction is to be explained.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

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b) Certain cyclic compounds are known to be conformationally similar to carbohydrates, although they are not themselves carbohydrates. One example is Compound C shown below, which could be imagined as adopting four possible conformations. In reality, however, only one of these is particularly stable. Circle the conformation you expect to be the most stable, and provide an explanation to justify your choice. For your explanation to be both convincing and correct, it must contain not only words, but also "cartoon" orbital drawings contrasting the four structures. Compound C Possible conformations (circle one): Дет

Lab Data The distance entered is out of the expected range. Check your calculations and conversion factors. Verify your distance. Will the gas cloud be closer to the cotton ball with HCI or NH3? Did you report your data to the correct number of significant figures? - X Experimental Set-up HCI-NH3 NH3-HCI Longer Tube Time elapsed (min) 5 (exact) 5 (exact) Distance between cotton balls (cm) 24.30 24.40 Distance to cloud (cm) 9.70 14.16 Distance traveled by HCI (cm) 9.70 9.80 Distance traveled by NH3 (cm) 14.60 14.50 Diffusion rate of HCI (cm/hr) 116 118 Diffusion rate of NH3 (cm/hr) 175.2 175.2 How to measure distance and calculate rate

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Answer 2

Question

Chapter 23, Problem 23.54P

Interpretation Introduction

(a)

Interpretation: The intermediates A-C of the given stepwise conversion of p− isobutylbenzaldehyde to the analgesic ibuprofen are to be identified.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Interpretation Introduction

(b)

Interpretation: The product formed by the direct alkylation of compound D by treatment with one equivalent of LDA and CH3I is to be identified and the reaction is to be explained.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

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Answer 3

Question

Chapter 23, Problem 23.54P

Interpretation Introduction

(a)

Interpretation: The intermediates A-C of the given stepwise conversion of p− isobutylbenzaldehyde to the analgesic ibuprofen are to be identified.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Interpretation Introduction

(b)

Interpretation: The product formed by the direct alkylation of compound D by treatment with one equivalent of LDA and CH3I is to be identified and the reaction is to be explained.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

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Answer 4

Question

Chapter 23, Problem 23.54P

Interpretation Introduction

(a)

Interpretation: The intermediates A-C of the given stepwise conversion of p− isobutylbenzaldehyde to the analgesic ibuprofen are to be identified.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Interpretation Introduction

(b)

Interpretation: The product formed by the direct alkylation of compound D by treatment with one equivalent of LDA and CH3I is to be identified and the reaction is to be explained.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

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Answer 5

Chapter 23, Problem 23.54P

Interpretation Introduction

(a)

Interpretation: The intermediates A-C of the given stepwise conversion of p− isobutylbenzaldehyde to the analgesic ibuprofen are to be identified.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Interpretation Introduction

(b)

Interpretation: The product formed by the direct alkylation of compound D by treatment with one equivalent of LDA and CH3I is to be identified and the reaction is to be explained.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Answer 6

Chapter 23, Problem 23.54P

Interpretation Introduction

(a)

Interpretation: The intermediates A-C of the given stepwise conversion of p− isobutylbenzaldehyde to the analgesic ibuprofen are to be identified.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Answer 7

Chapter 23, Problem 23.54P

Interpretation Introduction

(a)

Interpretation: The intermediates A-C of the given stepwise conversion of p− isobutylbenzaldehyde to the analgesic ibuprofen are to be identified.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Answer 8

Interpretation Introduction

(b)

Interpretation: The product formed by the direct alkylation of compound D by treatment with one equivalent of LDA and CH3I is to be identified and the reaction is to be explained.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Answer 9

Interpretation Introduction

(b)

Interpretation: The product formed by the direct alkylation of compound D by treatment with one equivalent of LDA and CH3I is to be identified and the reaction is to be explained.

Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from p− isobutylbenzaldehyde by using different reagents.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 23 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 23 - Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.3P Ch. 23 - Prob. 23.4P Ch. 23 - Which CH bonds in the following molecules are...Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - When ethyl acetoacetate (CH3COCH2CO2CH2CH3) is...Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

Solution Summary: The author explains the intermediates of the given stepwise conversion of p- isobutylbenzaldehyde to the analgesic ibuprofen.

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Chapter 23 Solutions