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Properties of substance:

dl-mandelic acid

Group of substances:

organic

Physical appearance:

colorless rhombic crystals

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

C8H8O3

Structural formula as text:

C6H5CH(OH)COOH

Molar/atomic mass: 152.147

Melting point (°C):

120-122

Solubility (g/100 g of solvent):

benzene: 0.085 (19°C) [Ref.]
chloroform: 0.877 (15°C) [Ref.]
chloroform: 1.06 (25°C) [Ref.]
diethyl ether: very soluble [Ref.]
ethanol: 87.6 (0°C) [Ref.]
ethanol: 115.5 (16.5°C) [Ref.]
i-propanol: very soluble [Ref.]
methanol: 104.5 (0°C) [Ref.]
methanol: 184.9 (16.5°C) [Ref.]
propanol: 75.4 (16.5°C) [Ref.]
water: 13.77 (20°C) [Ref.]
water: 17.25 (24°C) [Ref.]

Reactions:

  1. Yeild 99%. [Ref.1]
    C6H5CH(OH)COOH + CH3OH → C6H5CH(OH)COOCH3 + H2O

Dissociation:

pKa (1) = 3.37 (25°C, water)

LD50 (mg/kg):

4100 (rats, intraperitoneal)

References:

  1. Dean J.A. Lange's handbook of chemistry. - 1999. - pp. 1.252
  2. Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 593-596
  3. Stahl P.H., Wermuth C.G. Handbook of Pharmaceutical Salts: Properties, Selection, and Use. - Wiley-VCH, 2002. - pp. 294
  4. Yalkowsky S.H., Yan H. Handbook of aqueous solubility data. - CRC Press, 2003. - pp. 478
  5. Полюдек-Фабини Р., Бейрих Т. Органический анализ. - Л.: Химия, 1981. - pp. 162 [Russian]
  6. Свойства органических соединений: Справочник. - Под ред. Потехина А.А. - Л.: Химия, 1984. - pp. 362-363 [Russian]
  7. Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 494 [Russian]
  8. Справочник по растворимости. - Т.1, Кн.2. - М.-Л.: ИАН СССР, 1962. - pp. 1089, 1143, 1228, 1295 [Russian]
  9. Справочник химика. - Т. 2. - Л.-М.: Химия, 1964. - pp. 796-797 [Russian]
  10. Хёрд Ч.Д. Пиролиз соединений углерода. - Л.-М.: ГОНТИ РКТП СССР, 1938. - pp. 417-419 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru