28. Nitration of m-methoxycinnamic acid

Chakravarti, S. N.; Ganapati, K.; Aravamudhachari, S.

doi:10.1039/jr9380000171

Cited by 9 publications

(5 citation statements)

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“…(Table I). The intraperitoneal LD50 of pentobarbitone for mice was 139±1 mg./kg., which agrees closely with the value recorded by Chakravarti (1939). The recovery rates of mice given the LD82 of pentobarbitone were 80% with 1 X LD50 of either oenanthotoxin or picrotoxin.…”

Section: Resultssupporting

confidence: 91%

Pharmacological Studies on Hemlock Water Dropwort

Grundy

Howarth

1956

British Journal of Pharmacology and Chemotherapy

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Section: Resultssupporting

confidence: 91%

Pharmacological Studies on Hemlock Water Dropwort

Grundy

Howarth

1956

British Journal of Pharmacology and Chemotherapy

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“…First, Luff (13), Chakravarti etal. (14), and Rubenstein (15) have examined the reaction of nitric acid with methoxy substituted cinnamic acids, Scheme 1. The failure of NO2+ to produce a dinitrostyrene in their studies would only be consistent with the presence of a different nitrating species in the CAN system.…”

Section: Resultsmentioning

confidence: 99%

Cerium(IV)-induced nitration of cinnamic acids. Novel remote electrophilic substitution

Peterson¹,

Hoang²,

Dunham³

1988

Can. J. Chem.

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The treatment of (E)-3,4-dimethoxycinnamic acid with ceric ammonium nitrate in trifluoroacetic acid afforded (E)-1,2-dimethoxy-4-nitro-5-(2-nitroethenyl)benzene in 79% yield. The unusual ipso substitution of the carboxylic acid moiety by a nitro functional center illustrated a new reaction manifold of cerium(IV). Six cinnamic acids were examined to ascertain the generality of the transformation. The bidentate nitrato structure of the metal salt is believed to account for the nitrating ability of this system.

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“…Plati and Ingberman (20) reported that organic acid salts of organic bases could be titrated potentiometrically in glacial acetic acid with perchloric acid. Markunas and Riddick (16) investigated the titration of carboxylic acid salts in glacial acetic acid and titrated bases and salts of weak acids. The authors found that salts of organic bases with strong acids other than halide acids could also be titrated potentiometrically.…”

Section: Potentiometric Titration Of Salts Of Organic Basesmentioning

confidence: 99%