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Properties of substance:

3-methyl-2-nitrobenzoic acid



skc-file

Synonyms:

2-nitro-3-toluic acid

Group of substances:

organic

Physical appearance:

crystals

Empirical formula (Hill's system for organic substances):

C8H7NO4

Structural formula as text:

CH3C6H3(NO2)COOH

Melting point (°C):

221

Synthesis 1:

Reference: Tomisek, A., Graham, B., Griffith, A., Pease, C. S., & Christensen, B. E. Syntheses of Certain 8-Nitroquinolines / Journal of the American Chemical Society. - 1946. - Vol. 68, No. 8 pp. 1588 [doi: 10.1021/ja01212a063]



Fifty grams of m-toluic acid was added slowly with stirring to 200 cc. of fuming nitric acid (d. 1.5). Lumps of Dry Ice were added directly to the reaction mixture to maintain the temperature between 0 and 5° during the addition of the toluic acid and for a half hour thereafter. The mixture was then allowed to warm to 5°, filtered as dry as possible (using a sintered glass funnel), washed and dried. Thirty grams (48%) of 2-nitro-3-toluic acid, m. p. 213—220°, was obtained. Nitration temperatures as low as -50° were used without materially affecting the yield.

References:

  1. Свойства органических соединений: Справочник. - Под ред. Потехина А.А. - Л.: Химия, 1984. - pp. 56-57 [Russian]

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