Photolysis of the ozonide derived from 1, 4-benzodioxins. Synthesis of labile o-benzoquinones

C Kashima, A Tomotake, Y Omote

Index: Journal of Organic Chemistry, , vol. 52, # 25 p. 5616 - 5621

Full Text: HTML

Citation Number: 17

Abstract

... (2) Thomson, R. H., In The Chemistry of the ... 5620 J. Org. ... solution of 540 mg (4 mmol) of 1,4-benzodioxan in 10 mL of dichloromethane, and the resultant mixture was stirred for 1 h at 0 "C. After stirring, the organic materials were washed with diluted hydrochloric acid and water ...

 Related Synthetic Route
4-nitrocatechol Structure

3316-09-4

4-nitrocatechol

1,2-Dibromoethane Structure

106-93-4

1,2-Dibromoethane

~%

2,3-Dihydro-6-nitro-1,4-benzodioxin Structure

16498-20-7

2,3-Dihydro-6-n...

1,4-Benzodioxin Structure

255-37-8

1,4-Benzodioxin

~%

benzene-1,2-diol,formic acid Structure

110851-12-2

benzene-1,2-dio...

1,2-Benzenediol Structure

120-80-9

1,2-Benzenediol

8-(tert-butyl)-2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-17-7

8-(tert-butyl)-...

~47%

3,5-Cyclohexadiene-1,2-dione, 4-(1,1-dimethylethyl)- Structure

1129-21-1

3,5-Cyclohexadi...

4-tert-Butylcatechol Structure

98-29-3

4-tert-Butylcatechol

8-(tert-butyl)-2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-17-7

8-(tert-butyl)-...

~%

4-tert-Butylcatechol Structure

98-29-3

4-tert-Butylcatechol

Methanol Structure

67-56-1

Methanol

3,5-Cyclohexadiene-1,2-dione, 4-(1,1-dimethylethyl)- Structure

1129-21-1

3,5-Cyclohexadi...

~43%

4-T-BUTYL-5-METHOXY-O-BENZOQUINONE Structure

36122-03-9

4-T-BUTYL-5-MET...

4-tert-Butylcatechol Structure

98-29-3

4-tert-Butylcatechol

7,9-di-tert-butyl-2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-19-9

7,9-di-tert-but...

~42%

3,5-Di-t-butylcatechol Structure

1020-31-1

3,5-Di-t-butylc...

3,5-DI-TERT-BUTYL-O-BENZOQUINONE Structure

3383-21-9

3,5-DI-TERT-BUT...

1,4-Benzodioxan Structure

493-09-4

1,4-Benzodioxan

~%

(3,4-Dihydroxyphenyl)(phenyl)methanone Structure

10425-11-3

(3,4-Dihydroxyp...

1,2-Benzenediol Structure

120-80-9

1,2-Benzenediol

~%

(3,4-Dihydroxyphenyl)(phenyl)methanone Structure

10425-11-3

(3,4-Dihydroxyp...

2,5-dimethyl-2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-22-4

2,5-dimethyl-2,...

~%

(3,4-Dihydroxyphenyl)(phenyl)methanone Structure

10425-11-3

(3,4-Dihydroxyp...

2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-16-6

2,5-epoxybenzo[...

~%

(3,4-Dihydroxyphenyl)(phenyl)methanone Structure

10425-11-3

(3,4-Dihydroxyp...

2,3-dihydro-1,4-benzodioxin-6-yl(phenyl)methanone Structure

93637-87-7

2,3-dihydro-1,4...

~%

(3,4-Dihydroxyphenyl)(phenyl)methanone Structure

10425-11-3

(3,4-Dihydroxyp...

2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-16-6

2,5-epoxybenzo[...

~52%

2-benzoquinone Structure

583-63-1

2-benzoquinone

1,2-Benzenediol Structure

120-80-9

1,2-Benzenediol

2,5-dimethyl-2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-22-4

2,5-dimethyl-2,...

~%

1,2-Benzenediol,1-acetate Structure

2848-25-1

1,2-Benzenediol...

1,2-Benzenediol,1,2-diacetate Structure

635-67-6

1,2-Benzenediol...

1,2-Benzenediol Structure

120-80-9

1,2-Benzenediol

1,4-Benzodioxan Structure

493-09-4

1,4-Benzodioxan

~%

1,2-Benzenediol Structure

120-80-9

1,2-Benzenediol

7,9-di-tert-butyl-2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-19-9

7,9-di-tert-but...

~45%

3,5-Di-t-butylcatechol Structure

1020-31-1

3,5-Di-t-butylc...

3,5-DI-TERT-BUTYL-O-BENZOQUINONE Structure

3383-21-9

3,5-DI-TERT-BUT...

Benzoyl chloride Structure

98-88-4

Benzoyl chloride

~%

(3,4-Dihydroxyphenyl)(phenyl)methanone Structure

10425-11-3

(3,4-Dihydroxyp...

8-chloro-2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-18-8

8-chloro-2,5-ep...

~45%

4-Chlorocatechol Structure

2138-22-9

4-Chlorocatechol

4-Chloro-o-benzoquinone Structure

31222-02-3

4-Chloro-o-benz...

2,5-dimethyl-2,5-epoxybenzo[e][1,2,4,7]tetraoxocine Structure

110851-22-4

2,5-dimethyl-2,...

~%

1,2-Benzenediol,1-acetate Structure

2848-25-1

1,2-Benzenediol...

1,2-Benzenediol,1,2-diacetate Structure

635-67-6

1,2-Benzenediol...

1,2-Benzenediol Structure

120-80-9

1,2-Benzenediol


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