ipso Nitration. XXVI. Nitration of 1, 2-dimethyl-4-nitrobenzene. Formation and reactions of adducts

A Fischer, GN Henderson…

Index: Fischer, Alfred; Henderson, George N.; Iyer, Lokanathan M. Canadian Journal of Chemistry, 1985 , vol. 63, p. 2390 - 2400

Full Text: HTML

Citation Number: 11

Abstract

Nitration of 1, 2-dimethyl-4-nitrobenzene in a mixture of acetic anhydride and trifluoroacetic anhydride gives the diastereoisomers of 4, 5-dimethyl-2, 4-dinitrocyclohexa-2, 5-dienyl acetate (50%), in addition to the 1, 2-dimethyldinitrobenzenes. In moderate and more strongly acid conditions the adduct gives 4-nitro-, 3, 4-dinitro-, and 3, 5-dinitro-o-xylene. In neutral and weakly acid solutions 4-nitro-and 3, 5-dinitro-o-xylene are formed by a radical ...

 Related Synthetic Route
N/A Structure

99321-75-2

N/A

~%

1,2-Dimethyl-3,5-dinitrobenzene Structure

616-69-3

1,2-Dimethyl-3,...

Ethanoic anhydride Structure

108-24-7

Ethanoic anhydride

~11%

3,4-Dimethylnitrobenzene Structure

99-51-4

3,4-Dimethylnit...

1,2-Dimethyl-3,5-dinitrobenzene Structure

616-69-3

1,2-Dimethyl-3,...

1,2-Dimethyl-3,4-dinitrobenzene Structure

603-06-5

1,2-Dimethyl-3,...

5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl methyl ether Structure

99321-70-7

5,6-dimethyl-2,...

~%

1,2-Dimethyl-3,5-dinitrobenzene Structure

616-69-3

1,2-Dimethyl-3,...

3,4-Dimethylnitrobenzene Structure

99-51-4

3,4-Dimethylnit...

~%

1,2-Dimethyl-3,5-dinitrobenzene Structure

616-69-3

1,2-Dimethyl-3,...

1,2-Dimethyl-3,4-dinitrobenzene Structure

603-06-5

1,2-Dimethyl-3,...

3,4-Dimethylnitrobenzene Structure

99-51-4

3,4-Dimethylnit...

~%

4,5-dinitro-o-xylene Structure

610-23-1

4,5-dinitro-o-xylene

1,2-Dimethyl-3,5-dinitrobenzene Structure

616-69-3

1,2-Dimethyl-3,...

1,2-Dimethyl-3,4-dinitrobenzene Structure

603-06-5

1,2-Dimethyl-3,...

Ethanoic anhydride Structure

108-24-7

Ethanoic anhydride

~6%

3,4-Dimethylnitrobenzene Structure

99-51-4

3,4-Dimethylnit...

1,2-Dimethyl-3,5-dinitrobenzene Structure

616-69-3

1,2-Dimethyl-3,...

1,2-Dimethyl-3,4-dinitrobenzene Structure

603-06-5

1,2-Dimethyl-3,...

N/A Structure

99321-75-2

N/A

~%

1,2-Dimethyl-3,4-dinitrobenzene Structure

603-06-5

1,2-Dimethyl-3,...

5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl methyl ether Structure

99321-70-7

5,6-dimethyl-2,...

~%

1,2-Dimethyl-3,4-dinitrobenzene Structure

603-06-5

1,2-Dimethyl-3,...

3,4-Dimethylnitrobenzene Structure

99-51-4

3,4-Dimethylnit...

~%

1,2-Dimethyl-3,5-dinitrobenzene Structure

616-69-3

1,2-Dimethyl-3,...

1,2-Dimethyl-3,4-dinitrobenzene Structure

603-06-5

1,2-Dimethyl-3,...

3,4-Dimethylnitrobenzene Structure

99-51-4

3,4-Dimethylnit...

~%

4,5-dinitro-o-xylene Structure

610-23-1

4,5-dinitro-o-xylene

1,2-Dimethyl-3,5-dinitrobenzene Structure

616-69-3

1,2-Dimethyl-3,...

1,2-Dimethyl-3,4-dinitrobenzene Structure

603-06-5

1,2-Dimethyl-3,...

Ethanoic anhydride Structure

108-24-7

Ethanoic anhydride

~99%

4,5-dinitro-o-xylene Structure

610-23-1

4,5-dinitro-o-xylene

3,4-Dimethylnitrobenzene Structure

99-51-4

3,4-Dimethylnit...

~%

4,5-dinitro-o-xylene Structure

610-23-1

4,5-dinitro-o-xylene

N/A Structure

99321-75-2

N/A

~%

4,5-dinitro-o-xylene Structure

610-23-1

4,5-dinitro-o-xylene

5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl methyl ether Structure

99321-70-7

5,6-dimethyl-2,...

~%

4,5-dinitro-o-xylene Structure

610-23-1

4,5-dinitro-o-xylene

3,4-Dimethylnitrobenzene Structure

99-51-4

3,4-Dimethylnit...

~%

4,5-dinitro-o-xylene Structure

610-23-1

4,5-dinitro-o-xylene

1,2-Dimethyl-3,5-dinitrobenzene Structure

616-69-3

1,2-Dimethyl-3,...

1,2-Dimethyl-3,4-dinitrobenzene Structure

603-06-5

1,2-Dimethyl-3,...


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