The information regarding the steric hindrance in TIPDS around silicon atoms by isopropyl groups is given. The given OH group that will first react with TIPDS chloride and the product formed after with the TIPDS group on one oxygen atom is to be stated. Concept introduction: Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction .

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Answer 1

Question

Chapter 23, Problem 23.62SP

(a)

Interpretation Introduction

Interpretation:

The information regarding the steric hindrance in TIPDS around silicon atoms by isopropyl groups is given. The given OH group that will first react with TIPDS chloride and the product formed after with the TIPDS group on one oxygen atom is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(b)

Interpretation Introduction

Interpretation:

The information regarding the approach of TIPDS attached with one of the oxygen towards the other oxygen is given. The final product formed after the protection of two oxygen groups is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(c)

Interpretation Introduction

Interpretation:

The information regarding reaction of unprotected hydroxyl group without affecting the protected oxygens is given. The product formed after the protected nucleoside from (b) is treated with tosyl chloride and pyridine, followed by NaBr, ending with deprotection with Bu4NF is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

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Instructions: Complete the questions in the space provided. Show all your work 1. You are trying to determine the rate law expression for a reaction that you are completing at 25°C. You measure the initial reaction rate and the starting concentrations of the reactions for 4 trials. BrO³¯ (aq) + 5Br¯ (aq) + 6H* (aq) → 3Br₂ (l) + 3H2O (l) Initial rate Trial [BrO3] [H*] [Br] (mol/L) (mol/L) | (mol/L) (mol/L.s) 1 0.10 0.10 0.10 8.0 2 0.20 0.10 0.10 16 3 0.10 0.20 0.10 16 4 0.10 0.10 0.20 32 a. Based on the above data what is the rate law expression? b. Solve for the value of k (make sure to include proper units) 2. The proposed reaction mechanism is as follows: i. ii. BrО¸¯ (aq) + H+ (aq) → HBrO3 (aq) HBrO³ (aq) + H* (aq) → H₂BrO3* (aq) iii. H₂BrO³* (aq) + Br¯ (aq) → Br₂O₂ (aq) + H2O (l) [Fast] [Medium] [Slow] iv. Br₂O₂ (aq) + 4H*(aq) + 4Br‍(aq) → 3Br₂ (l) + H2O (l) [Fast] Evaluate the validity of this proposed reaction. Justify your answer.

е. Д CH3 D*, D20

C. NaOMe, Br Br

Answer 2

Question

Chapter 23, Problem 23.62SP

(a)

Interpretation Introduction

Interpretation:

The information regarding the steric hindrance in TIPDS around silicon atoms by isopropyl groups is given. The given OH group that will first react with TIPDS chloride and the product formed after with the TIPDS group on one oxygen atom is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(b)

Interpretation Introduction

Interpretation:

The information regarding the approach of TIPDS attached with one of the oxygen towards the other oxygen is given. The final product formed after the protection of two oxygen groups is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(c)

Interpretation Introduction

Interpretation:

The information regarding reaction of unprotected hydroxyl group without affecting the protected oxygens is given. The product formed after the protected nucleoside from (b) is treated with tosyl chloride and pyridine, followed by NaBr, ending with deprotection with Bu4NF is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

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Answer 3

Question

Chapter 23, Problem 23.62SP

(a)

Interpretation Introduction

Interpretation:

The information regarding the steric hindrance in TIPDS around silicon atoms by isopropyl groups is given. The given OH group that will first react with TIPDS chloride and the product formed after with the TIPDS group on one oxygen atom is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(b)

Interpretation Introduction

Interpretation:

The information regarding the approach of TIPDS attached with one of the oxygen towards the other oxygen is given. The final product formed after the protection of two oxygen groups is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(c)

Interpretation Introduction

Interpretation:

The information regarding reaction of unprotected hydroxyl group without affecting the protected oxygens is given. The product formed after the protected nucleoside from (b) is treated with tosyl chloride and pyridine, followed by NaBr, ending with deprotection with Bu4NF is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

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Answer 4

Question

Chapter 23, Problem 23.62SP

(a)

Interpretation Introduction

Interpretation:

The information regarding the steric hindrance in TIPDS around silicon atoms by isopropyl groups is given. The given OH group that will first react with TIPDS chloride and the product formed after with the TIPDS group on one oxygen atom is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(b)

Interpretation Introduction

Interpretation:

The information regarding the approach of TIPDS attached with one of the oxygen towards the other oxygen is given. The final product formed after the protection of two oxygen groups is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(c)

Interpretation Introduction

Interpretation:

The information regarding reaction of unprotected hydroxyl group without affecting the protected oxygens is given. The product formed after the protected nucleoside from (b) is treated with tosyl chloride and pyridine, followed by NaBr, ending with deprotection with Bu4NF is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

Expert Solution & Answer

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Answer 5

Chapter 23, Problem 23.62SP

(a)

Interpretation Introduction

Interpretation:

The information regarding the steric hindrance in TIPDS around silicon atoms by isopropyl groups is given. The given OH group that will first react with TIPDS chloride and the product formed after with the TIPDS group on one oxygen atom is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(b)

Interpretation Introduction

Interpretation:

The information regarding the approach of TIPDS attached with one of the oxygen towards the other oxygen is given. The final product formed after the protection of two oxygen groups is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

(c)

Interpretation Introduction

Interpretation:

The information regarding reaction of unprotected hydroxyl group without affecting the protected oxygens is given. The product formed after the protected nucleoside from (b) is treated with tosyl chloride and pyridine, followed by NaBr, ending with deprotection with Bu4NF is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

Answer 6

Chapter 23, Problem 23.62SP

(a)

Interpretation Introduction

Interpretation:

The information regarding the steric hindrance in TIPDS around silicon atoms by isopropyl groups is given. The given OH group that will first react with TIPDS chloride and the product formed after with the TIPDS group on one oxygen atom is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

Answer 7

Chapter 23, Problem 23.62SP

(a)

Interpretation Introduction

Interpretation:

The information regarding the steric hindrance in TIPDS around silicon atoms by isopropyl groups is given. The given OH group that will first react with TIPDS chloride and the product formed after with the TIPDS group on one oxygen atom is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The information regarding the approach of TIPDS attached with one of the oxygen towards the other oxygen is given. The final product formed after the protection of two oxygen groups is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The information regarding the approach of TIPDS attached with one of the oxygen towards the other oxygen is given. The final product formed after the protection of two oxygen groups is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The information regarding reaction of unprotected hydroxyl group without affecting the protected oxygens is given. The product formed after the protected nucleoside from (b) is treated with tosyl chloride and pyridine, followed by NaBr, ending with deprotection with Bu4NF is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The information regarding reaction of unprotected hydroxyl group without affecting the protected oxygens is given. The product formed after the protected nucleoside from (b) is treated with tosyl chloride and pyridine, followed by NaBr, ending with deprotection with Bu4NF is to be stated.

Concept introduction:

Protecting group is a species that undergoes chemical modification so that chemoselectivity can be introduced in the chemical reaction.

Answer 12

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Answer 13

Expert Solution & Answer

Answer 14

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Answer 15

Ch. 23.2 - Prob. 23.1P Ch. 23.3A - Prob. 23.2P Ch. 23.3A - Prob. 23.3P Ch. 23.3B - Draw and name the enantiomers of the sugars shown...Ch. 23.3B - Prob. 23.5P Ch. 23.3C - Prob. 23.6P Ch. 23.4 - Draw the Haworth projection for the cyclic...Ch. 23.4 - Prob. 23.8P Ch. 23.4 - Prob. 23.9P Ch. 23.4 - Prob. 23.10P

Solution Summary: The author explains the steric hindrance in TIPDS around silicon atoms by isopropyl groups.

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Chapter 23 Solutions