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Properties of substance:

1,6-hexanedioic acid



skc-file

Synonyms:

adipic acid

Group of substances:

organic

Physical appearance:

colorless monoclinic crystals

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

C6H10O4

Structural formula as text:

(CH2CH2COOH)2

Molar/atomic mass: 146.1412

Melting point (°C):

153

Boiling point (°C):

337.5

Decomposition temperature (°C):

310

CAS №: 124-04-9

Solubility (g/100 g of solvent):

acetic acid: insoluble [Ref.]
acetone: soluble [Ref.]
benzene: 0.0005 (35°C) [Ref.]
chloroform: soluble [Ref.]
cyclohexane: sparingly soluble [Ref.]
diethyl ether: 0.83 (15°C) [Ref.]
ethanol: very soluble [Ref.]
formic acid 95%: 4.04 (18.5°C) [Ref.]
ligroin: insoluble [Ref.]
methanol: very soluble [Ref.]
petroleum ether: practically insoluble [Ref.]
water: 0.7937 (0°C) [Ref.]
water: 1.5 (15°C) [Ref.]
water: 2.913 (30°C) [Ref.]
water: 8.458 (50°C) [Ref.]
water: 14.97 (60°C) [Ref.]
water: 25.43 (70°C) [Ref.]
water: 41.18 (80°C) [Ref.]
water: 62.5 (100°C) [Ref.]

Density:

1.36 (25°C, g/cm3)

Reactions:

  1. Yeild 70-83%. [Ref.1]
    HOOC(CH2)4COOH + 2HN3 → H2N(CH2)4NH2 + 2N2 + 2CO2

Vapour pressure (Torr):

1 (159.5°C)
5 (191°C)
10 (205°C)
20 (222°C)
40 (240.5°C)
100 (265°C)

Dissociation:

pKa (1) = 4.42 (25°C, water)
pKa (2) = 5.28 (25°C, water)

Standard molar enthalpy (heat) of formation ΔfH (298 K, kJ/mol)

-994.3 (s) [Ref.]

LD50 (mg/kg):

4200 (white mice, oral)

References:

  1. Gangolli S. The Dictionary of Substances and their Effects. - 2 ed., Vol. 1, A-B. - RSC, 1999. - pp. 82-83
  2. Journal of Chemical Thermodynamics. - 1987. - Vol. 19. - pp. 317-320
  3. Lewis R.J. Sax's Dangerous Properties of Industrial Materials. - 11ed. - Wiley-interscience, 2004. - pp. 83-84
  4. Milne G.W.A. Gardner's Commercially Important Chemicals. - Wiley-Interscience, 2005. - pp. 14
  5. Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 430
  6. Stahl P.H., Wermuth C.G. Handbook of Pharmaceutical Salts: Properties, Selection, and Use. - Wiley-VCH, 2002. - pp. 270
  7. The Merck Index 11th ed., Merck & Company, 1989. - pp. 27
  8. Yalkowsky S.H., Yan H. Handbook of aqueous solubility data. - CRC Press, 2003. - pp. 287-288
  9. Ахметов Б.В. Задачи и упражнения по физической и коллоидной химии. - Л.: Химия, 1989. - pp. 230 [Russian]
  10. Гурвич Я.А. Справочник молодого аппаратчика-химика. - М.: Химия, 1991. - pp. 176 [Russian]
  11. Мономеры для поликонденсации. - М.: Мир, 1976. - pp. 39-54 [Russian]
  12. Рабинович В.А., Хавин З.Я. Краткий химический справочник. - Л.: Химия, 1977. - pp. 120 [Russian]
  13. Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 451 [Russian]
  14. Справочник по растворимости. - Т.1, Кн.2. - М.-Л.: ИАН СССР, 1962. - pp. 1111 [Russian]
  15. Химический энциклопедический словарь. - Под ред. Кнунянц И.Л. - М.: Советская энциклопедия, 1983. - pp. 11 [Russian]
  16. Шефтель В.О. Полимерные материалы: Токсические свойства. - Л.: Химия, 1982. - pp. 52 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru