Oxidation of 4-nitro-o-xylene with nitric acid using N-hydroxyphthalimide under phase transfer conditions

4-Nitro- o -xylene was selectively oxidized to 2-methyl-4-nitrobenzoic acid using dilute nitric acid as the oxidizing agent under atmospheric pressure. The oxidation of 4-nitro- o -xylene was effectively promoted by an addition of radical initiators. Under reflux, 2-methyl-4-nitrobenzoic acid was af...

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Bibliographic Details
Published inChemical papers Vol. 69; no. 4; pp. 580 - 585
Main Authors Wei, Song-Bo, Tang, Bo, Peng, Xin-Hua
Format Journal Article
LanguageEnglish
Published Berlin/Heidelberg Springer Berlin Heidelberg 01.04.2015
De Gruyter Open
Subjects
2-methyl-4-nitrobenzoic acid
4-nitro-o-xylene
Biochemistry
Biotechnology
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Industrial Chemistry/Chemical Engineering
Materials Science
Medicinal Chemistry
nitric acid
Original Paper
oxidation
phase transfer catalyst
4-nitro
xylene
oxidation
nitric acid
2-methyl-4-nitrobenzoic acid
phase transfer catalyst
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Summary:4-Nitro- o -xylene was selectively oxidized to 2-methyl-4-nitrobenzoic acid using dilute nitric acid as the oxidizing agent under atmospheric pressure. The oxidation of 4-nitro- o -xylene was effectively promoted by an addition of radical initiators. Under reflux, 2-methyl-4-nitrobenzoic acid was afforded in high yield using nitric acid combined with N -hydroxyphthalimide, cobalt dichloride (CoCl 2 · 6H 2 O), manganese acetate (Mn(OAc) 2 · 4H 2 O) and phase transfer catalyst.
ISSN:0366-6352
1336-9075
DOI:10.1515/chempap-2015-0054