A mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentanedione is to be proposed. Concept introduction: One of the keto group in the diketone will react with hydroxyl amine to yield an oxime. The nucleophilic attack of the amino group of the oxime, internally, on the other carbonyl group followed by abstraction of a proton by the carbonyl oxygen and subsequent deprotonation of the protonated oxazole obtained will yield 3,5-dimethyloxazole. To propose: A mechanism for the formation of 3,5-dimethyloxazole from hydroxylamine and 2,4-pentanedione.

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Answer 1

Question

Chapter 19.SE, Problem 47MP

Interpretation Introduction

Interpretation:

A mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentanedione is to be proposed.

Concept introduction:

One of the keto group in the diketone will react with hydroxyl amine to yield an oxime. The nucleophilic attack of the amino group of the oxime, internally, on the other carbonyl group followed by abstraction of a proton by the carbonyl oxygen and subsequent deprotonation of the protonated oxazole obtained will yield 3,5-dimethyloxazole.

To propose:

A mechanism for the formation of 3,5-dimethyloxazole from hydroxylamine and 2,4-pentanedione.

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Answer 2

Question

Chapter 19.SE, Problem 47MP

Interpretation Introduction

Interpretation:

A mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentanedione is to be proposed.

Concept introduction:

One of the keto group in the diketone will react with hydroxyl amine to yield an oxime. The nucleophilic attack of the amino group of the oxime, internally, on the other carbonyl group followed by abstraction of a proton by the carbonyl oxygen and subsequent deprotonation of the protonated oxazole obtained will yield 3,5-dimethyloxazole.

To propose:

A mechanism for the formation of 3,5-dimethyloxazole from hydroxylamine and 2,4-pentanedione.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 19.SE, Problem 47MP

Interpretation Introduction

Interpretation:

A mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentanedione is to be proposed.

Concept introduction:

One of the keto group in the diketone will react with hydroxyl amine to yield an oxime. The nucleophilic attack of the amino group of the oxime, internally, on the other carbonyl group followed by abstraction of a proton by the carbonyl oxygen and subsequent deprotonation of the protonated oxazole obtained will yield 3,5-dimethyloxazole.

To propose:

A mechanism for the formation of 3,5-dimethyloxazole from hydroxylamine and 2,4-pentanedione.

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See solution

Answer 4

Question

Chapter 19.SE, Problem 47MP

Interpretation Introduction

Interpretation:

A mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentanedione is to be proposed.

Concept introduction:

One of the keto group in the diketone will react with hydroxyl amine to yield an oxime. The nucleophilic attack of the amino group of the oxime, internally, on the other carbonyl group followed by abstraction of a proton by the carbonyl oxygen and subsequent deprotonation of the protonated oxazole obtained will yield 3,5-dimethyloxazole.

To propose:

A mechanism for the formation of 3,5-dimethyloxazole from hydroxylamine and 2,4-pentanedione.

Expert Solution & Answer

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Answer 5

Chapter 19.SE, Problem 47MP

Interpretation Introduction

Interpretation:

A mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentanedione is to be proposed.

Concept introduction:

One of the keto group in the diketone will react with hydroxyl amine to yield an oxime. The nucleophilic attack of the amino group of the oxime, internally, on the other carbonyl group followed by abstraction of a proton by the carbonyl oxygen and subsequent deprotonation of the protonated oxazole obtained will yield 3,5-dimethyloxazole.

To propose:

A mechanism for the formation of 3,5-dimethyloxazole from hydroxylamine and 2,4-pentanedione.

Answer 6

Chapter 19.SE, Problem 47MP

Interpretation Introduction

Interpretation:

A mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentanedione is to be proposed.

Concept introduction:

One of the keto group in the diketone will react with hydroxyl amine to yield an oxime. The nucleophilic attack of the amino group of the oxime, internally, on the other carbonyl group followed by abstraction of a proton by the carbonyl oxygen and subsequent deprotonation of the protonated oxazole obtained will yield 3,5-dimethyloxazole.

To propose:

A mechanism for the formation of 3,5-dimethyloxazole from hydroxylamine and 2,4-pentanedione.

Answer 7

Chapter 19.SE, Problem 47MP

Interpretation Introduction

Interpretation:

A mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentanedione is to be proposed.

Concept introduction:

One of the keto group in the diketone will react with hydroxyl amine to yield an oxime. The nucleophilic attack of the amino group of the oxime, internally, on the other carbonyl group followed by abstraction of a proton by the carbonyl oxygen and subsequent deprotonation of the protonated oxazole obtained will yield 3,5-dimethyloxazole.

To propose:

A mechanism for the formation of 3,5-dimethyloxazole from hydroxylamine and 2,4-pentanedione.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 19.1 - Prob. 1P Ch. 19.1 - Draw structures corresponding to the following...Ch. 19.2 - Prob. 3P Ch. 19.2 - How would you carry out the following reactions?...Ch. 19.4 - Treatment of an aldehyde or ketone with cyanide...Ch. 19.4 - p-Nitrobenzaldehyde is more reactive toward...Ch. 19.5 - Prob. 7P Ch. 19.5 - The oxygen in water is primarily (99.8) 16O, but...Ch. 19.6 - Prob. 9P Ch. 19.8 - Show the products you would obtain by...

Solution Summary: The author proposes a mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentaned

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Chapter 19 Solutions