Oxidation–reduction reactions involving nitro groups in trifluoromethanesulfonic acid. Part 3. The reactions of 2-nitrobenzyl alcohol and related compounds

doi:10.1039/P29940001411

Paper

Oxidation–reduction reactions involving nitro groups in trifluoromethanesulfonic acid. Part 3. The reactions of 2-nitrobenzyl alcohol and related compounds

Published 1994 · R. Austin, J. Ridd

Journal of The Chemical Society-perkin Transactions 1

UNKNOWN SJR score

4

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Abstract

2-Nitrobenzyl alcohol reacts with trifluoromethanesulfonic acid (99%) at 90 °C to give a 66% yield of 4-amino-3-carboxyphenyl trifluoromethanesulfonate 4. The reaction occurs through the intermediate formation of the C-protonated conjugate acid of anthranil N-oxide 7 and then probably involves the mono- and di-protonated forms of 2-nitrosobenzaldehyde. Under the same conditions, 2-nitrobenzyl chloride and 2-nitrosobenzaldehyde react to give the same product in essentially the same yield. Low temperature reactions in trifluoromethanesulfonic acid permit the conversion of N-phenylhydroxylamine into 4-aminophenyl trifluoromethanesulfonate in a yield of 78%.

Study Snapshot

2-Nitrobenzyl alcohol reacts with trifluoromethanesulfonic acid at 90°C to produce 4-amino-3-carboxyphenyl trifluoromethanesulfonate, with low-temperature reactions allowing the conversion of N-phenylhydroxyl

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Oxidation–reduction reactions involving nitro groups in trifluoromethanesulfonic acid. Part 3. The reactions of 2-nitrobenzyl alcohol and related compounds

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