(a) Interpretation: The structure of brevicomin is to be drawn. Concept introduction: The acid-catalyzed cyclization of 6 , 7 − dihydroxy − 2 − nonanone gives brevicomin.

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Answer 1

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Chapter 21, Problem 21.89P

Interpretation Introduction

(a)

Interpretation: The structure of brevicomin is to be drawn.

Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.

Interpretation Introduction

(b)

Interpretation: The synthesis of 6,7−dihydroxynonan−2−one from 6−bromohexan−2−one is to be stated.

Concept introduction: The nucleophilic addition reactions are the common reactions, which form products like imines, diols, alcohols, cyanohydrins, and alkenes. In nucleophilic reaction, an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

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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 21, Problem 21.89P

Interpretation Introduction

(a)

Interpretation: The structure of brevicomin is to be drawn.

Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.

Interpretation Introduction

(b)

Interpretation: The synthesis of 6,7−dihydroxynonan−2−one from 6−bromohexan−2−one is to be stated.

Concept introduction: The nucleophilic addition reactions are the common reactions, which form products like imines, diols, alcohols, cyanohydrins, and alkenes. In nucleophilic reaction, an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

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Answer 3

Question

Chapter 21, Problem 21.89P

Interpretation Introduction

(a)

Interpretation: The structure of brevicomin is to be drawn.

Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.

Interpretation Introduction

(b)

Interpretation: The synthesis of 6,7−dihydroxynonan−2−one from 6−bromohexan−2−one is to be stated.

Concept introduction: The nucleophilic addition reactions are the common reactions, which form products like imines, diols, alcohols, cyanohydrins, and alkenes. In nucleophilic reaction, an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

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Answer 4

Question

Chapter 21, Problem 21.89P

Interpretation Introduction

(a)

Interpretation: The structure of brevicomin is to be drawn.

Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.

Interpretation Introduction

(b)

Interpretation: The synthesis of 6,7−dihydroxynonan−2−one from 6−bromohexan−2−one is to be stated.

Concept introduction: The nucleophilic addition reactions are the common reactions, which form products like imines, diols, alcohols, cyanohydrins, and alkenes. In nucleophilic reaction, an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

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Answer 5

Chapter 21, Problem 21.89P

Interpretation Introduction

(a)

Interpretation: The structure of brevicomin is to be drawn.

Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.

Interpretation Introduction

(b)

Interpretation: The synthesis of 6,7−dihydroxynonan−2−one from 6−bromohexan−2−one is to be stated.

Concept introduction: The nucleophilic addition reactions are the common reactions, which form products like imines, diols, alcohols, cyanohydrins, and alkenes. In nucleophilic reaction, an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Answer 6

Chapter 21, Problem 21.89P

Interpretation Introduction

(a)

Interpretation: The structure of brevicomin is to be drawn.

Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.

Answer 7

Chapter 21, Problem 21.89P

Interpretation Introduction

(a)

Interpretation: The structure of brevicomin is to be drawn.

Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.

Answer 8

Interpretation Introduction

(b)

Interpretation: The synthesis of 6,7−dihydroxynonan−2−one from 6−bromohexan−2−one is to be stated.

Concept introduction: The nucleophilic addition reactions are the common reactions, which form products like imines, diols, alcohols, cyanohydrins, and alkenes. In nucleophilic reaction, an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Answer 9

Interpretation Introduction

(b)

Interpretation: The synthesis of 6,7−dihydroxynonan−2−one from 6−bromohexan−2−one is to be stated.

Concept introduction: The nucleophilic addition reactions are the common reactions, which form products like imines, diols, alcohols, cyanohydrins, and alkenes. In nucleophilic reaction, an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 21 - Rank the following compounds in order of...Ch. 21 - Prob. 21.2P Ch. 21 - Give the IUPAC name for each aldehyde.Ch. 21 - Prob. 21.4P Ch. 21 - Give the IUPAC name for each ketone.Ch. 21 - Prob. 21.6P Ch. 21 - Prob. 21.7P Ch. 21 - The boiling point of is significantly higher than...Ch. 21 - Which carbonyl group in each pair absorbs at a...Ch. 21 - Problem 21.10 Draw the structure of all...

(a) Interpretation: The structure of brevicomin is to be drawn. Concept introduction: The acid-catalyzed cyclization of 6 , 7 − dihydroxy − 2 − nonanone gives brevicomin.

Solution Summary: The author explains the structure of brevicomin, which is a bicyclic compound.

(a)

Interpretation: The structure of brevicomin is to be drawn.

Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.

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Chapter 21 Solutions

(a) Interpretation: The structure of brevicomin is to be drawn. Concept introduction: The acid-catalyzed cyclization of 6 , 7 − dihydroxy − 2 − nonanone gives brevicomin.

Solution Summary: The author explains the structure of brevicomin, which is a bicyclic compound.

(a) Interpretation: The structure of brevicomin is to be drawn. Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.

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Chapter 21 Solutions

(a)

Interpretation: The structure of brevicomin is to be drawn.

Concept introduction: The acid-catalyzed cyclization of 6,7−dihydroxy−2−nonanone gives brevicomin.