The Journal of Organic Chemistry

Chemistry of dioxiranes. 21. Thermal reactions of dioxiranes

M Singh, RW Murray

Index: Singh, Megh; Murray, Robert W. Journal of Organic Chemistry, 1992 , vol. 57, # 15 p. 4263 - 4270

Full Text: HTML

Citation Number: 81

Abstract

Thermolysis of dioxiranes in solutions of their parent ketones or in mixtures of the parent ketone and a foreign ketone leads to the formation of esters. The results are explained by postulating a freeradical mechanism involving H atom abstraction from the ketones. The resulting radicals are converted to the observed esters by reaction with acyloxy radicals derived from homolysis of the dioxiranes. Autodecomposition of dimethyldioxirane in ...

 Related Synthetic Route
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

3-Pentanone Structure

96-22-0

3-Pentanone

~66%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

1-Propionylethyl acetate Structure

2983-05-3

1-Propionylethy...

Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

4-Methyl-2-pentanone Structure

108-10-1

4-Methyl-2-pentanone

~0%

4-Hydroxy-4-methyl-2-pentanone Structure

123-42-2

4-Hydroxy-4-met...

(2-methyl-4-oxopentan-2-yl) acetate Structure

1637-25-8

(2-methyl-4-oxo...

Detail Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

Pentan-2-one Structure

107-87-9

Pentan-2-one

~36%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

4-oxopentan-2-yl acetate Structure

55577-75-8

4-oxopentan-2-y...

Detail Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

Cyclopentanone Structure

120-92-3

Cyclopentanone

~55%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

(2-oxocyclopentyl) acetate Structure

52789-75-0

(2-oxocyclopent...

Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

Pentan-2-one Structure

107-87-9

Pentan-2-one

~0%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

4-oxopentan-2-yl acetate Structure

55577-75-8

4-oxopentan-2-y...

Detail Learn More
3-Methyl-2-butanone Structure

563-80-4

3-Methyl-2-butanone

3-methyl-3-propan-2-yldioxirane Structure

138629-57-9

3-methyl-3-prop...

~%

3-ACETOXY-3-METHYL-2-BUTANONE Structure

10235-71-9

3-ACETOXY-3-MET...

3-hydroxy-3-methyl-2-butanone isobutyric ester Structure

76777-46-3

3-hydroxy-3-met...

Detail Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

Cyclohexanone Structure

108-94-1

Cyclohexanone

~57%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

2-OXOCYCLOHEXYL ACETATE Structure

17472-04-7

2-OXOCYCLOHEXYL...

Learn More
3-Methyl-2-butanone Structure

563-80-4

3-Methyl-2-butanone

Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

~44%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

3-ACETOXY-3-METHYL-2-BUTANONE Structure

10235-71-9

3-ACETOXY-3-MET...

Detail Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

2-Butanone Structure

78-93-3

2-Butanone

~0%

2-Acetoxy-3-butanone Structure

4906-24-5

2-Acetoxy-3-butanone

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

Detail Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

Cyclohexanone Structure

108-94-1

Cyclohexanone

~0%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

2-OXOCYCLOHEXYL ACETATE Structure

17472-04-7

2-OXOCYCLOHEXYL...

Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

3-Pentanone Structure

96-22-0

3-Pentanone

~0%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

1-Propionylethyl acetate Structure

2983-05-3

1-Propionylethy...

Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

Cyclopentanone Structure

120-92-3

Cyclopentanone

~0%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

(2-oxocyclopentyl) acetate Structure

52789-75-0

(2-oxocyclopent...

Learn More
3-Methyl-2-butanone Structure

563-80-4

3-Methyl-2-butanone

Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

~0%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

3-ACETOXY-3-METHYL-2-BUTANONE Structure

10235-71-9

3-ACETOXY-3-MET...

Detail Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

2-Butanone Structure

78-93-3

2-Butanone

~0%

2-Acetoxy-3-butanone Structure

4906-24-5

2-Acetoxy-3-butanone

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

Detail Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

Pentan-2-one Structure

107-87-9

Pentan-2-one

~0%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

4-oxopentan-2-yl acetate Structure

55577-75-8

4-oxopentan-2-y...

Detail Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

2,4-dimethyl-3-pentanone Structure

565-80-0

2,4-dimethyl-3-...

~0%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

N/A Structure

21980-75-6

N/A

Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

Acetone Structure

67-64-1

Acetone

~25%

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

2-Butanone Structure

78-93-3

2-Butanone

~0%

2-Acetoxy-3-butanone Structure

4906-24-5

2-Acetoxy-3-butanone

1-Acetoxyacetone Structure

592-20-1

1-Acetoxyacetone

Detail Learn More
3-ethyl-3-methyldioxirane Structure

58272-12-1

3-ethyl-3-methy...

2-Butanone Structure

78-93-3

2-Butanone

~%

2-Acetoxy-3-butanone Structure

4906-24-5

2-Acetoxy-3-butanone

1-Acetoxy-2-butanone Structure

1575-57-1

1-Acetoxy-2-butanone

Detail Learn More
3-Methyl-2-butanone Structure

563-80-4

3-Methyl-2-butanone

~%

3-methyl-3-propan-2-yldioxirane Structure

138629-57-9

3-methyl-3-prop...

Learn More
Dimethyldioxirane Structure

74087-85-7

Dimethyldioxirane

4-Methyl-2-pentanone Structure

108-10-1

4-Methyl-2-pentanone

~0%

4-Hydroxy-4-methyl-2-pentanone Structure

123-42-2

4-Hydroxy-4-met...

(2-methyl-4-oxopentan-2-yl) acetate Structure

1637-25-8

(2-methyl-4-oxo...

Detail Learn More

Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2026 ChemSrc All Rights Reserved