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Properties of substance:

2-hydroxybenzoic acid

Synonyms:

salicylic acid

Group of substances:

organic

Physical appearance:

colorless monoclinic crystals

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

C7H6O3

Structural formula as text:

HOC6H4COOH

Molar/atomic mass: 138.121

Melting point (°C):

159

Decomposition temperature (°C):

200

Solubility (g/100 g of solvent):

1,1,2-trichloro-1,2,2-trifluoroethane: sparingly soluble [Ref.]
1,4-dioxane: 65.44 (25°C) [Ref.]
1-butanol: 32.2 (24°C) [Ref.]
1-propanol: 37.67 (21°C) [Ref.]
acetone: 39.6 (23°C) [Ref.]
benzene: 0.46 (11.7°C) [Ref.]
benzene: 0.78 (25°C) [Ref.]
benzene: 4.4 (64.2°C) [Ref.]
carbon disulphide: slightly soluble [Ref.]
carbon tetrachloride: 0.263 (25°C) [Ref.]
castor oil: 14.8 (23°C) [Ref.]
chloroform: 1.57 (30.5°C) [Ref.]
cottonseed oil: 2.55 (23°C) [Ref.]
diethyl ether: 71.1 (15°C) [Ref.]
ethanol: 49.6 (15°C) [Ref.]
ethyl acetate: 38 (25°C) [Ref.]
glycerol 86.5%: 0.97 (20°C) [Ref.]
glycerol 98.5%: 1.63 (20°C) [Ref.]
heptane: 2.13 (92.2°C) [Ref.]
hydrogen fluoride : very soluble [Ref.]
linseed oil: 3.42 (23°C) [Ref.]
methanol: 40.67 (-3°C) [Ref.]
methanol: 62.48 (21°C) [Ref.]
olive oil: 2.43 (23°C) [Ref.]
p-cymene: 0.974 (25°C) [Ref.]
pentachloroethane: 0.63 (25°C) [Ref.]
tetrachloroethene: 0.68 (25°C) [Ref.]
trichloroethylene: 0.28 (15°C) [Ref.]
water: 0.18 (20°C) [Ref.]
water: 1.76 (75°C) [Ref.]

Numerical data:

Year of discovery: 1838

Not numerical data:

volatile in steam

Density:

1.443 (20°C, g/cm3)

Vapour pressure (Torr):

20 (211°C)

Dissociation:

pKa (1) = 3 (25°C, water)
pKa (1) = 6.9 (25°C, dimethylsulfoxide)
pKa (1) = 4.46 (20°C, formamide)
pKa (2) = 13.82 (20°C, water)

LD50 (mg/kg):

891 (rats, oral)
480 (mice, oral)
184 (mice, intravenous)

References:

  1. Journal of Physical and Chemical Reference Data. - 2013. - Vol. 42, No. 3. - pp. 033103-314 - 033103-370
  2. Jouyban A. Handbook of solubility data for pharmaceutacals. – CRC Press, 2010. - pp. 72
  3. Kleemann A. Pharmaceutical Substances. - 2000. - pp. 1852-1853
  4. Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 517-528
  5. Stahl P.H., Wermuth C.G. Handbook of Pharmaceutical Salts: Properties, Selection, and Use. - Wiley-VCH, 2002. - pp. 303
  6. Yalkowsky S.H., Yan H. Handbook of aqueous solubility data. - CRC Press, 2003. - pp. 373-375
  7. Вредные вещества в промышленности: Справочник для химиков, инженеров и врачей. - 7-е изд., Т.2. - Л.: Химия, 1976. - pp. 136 [Russian]
  8. Глущенко Н.Н., Плетенева Т.В., Попков В.А. Фармацевтическая химия. - М.: Academa, 2004. - pp. 222-229 [Russian]
  9. Рабинович В.А., Хавин З.Я. Краткий химический справочник. - Л.: Химия, 1977. - pp. 223 [Russian]
  10. Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 472-473 [Russian]
  11. Справочник по растворимости. - Т.1, Кн.2. - М.-Л.: ИАН СССР, 1962. - pp. 1030, 1142, 1223, 1302, 1485-1488 [Russian]
  12. Справочник химика. - Т. 2. - Л.-М.: Химия, 1964. - pp. 938-939 [Russian]
  13. Хёрд Ч.Д. Пиролиз соединений углерода. - Л.-М.: ГОНТИ РКТП СССР, 1938. - pp. 432-433 [Russian]
  14. Халецкий А.М. Фармацевтическая химия. - Л.: Медицина, 1966. - pp. 167-169 [Russian]
  15. Химическая энциклопедия. - Т. 4. - М.: Советская энциклопедия, 1995. - pp. 288-289 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru