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Properties of substance:

2,4-pentanedione

Synonyms:

acetylacetone

Group of substances:

organic

Physical appearance:

colorless liquid

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

C5H8O2

Structural formula as text:

CH3COCH2COCH3

Molar/atomic mass: 100.116

Melting point (°C):

-23

Boiling point (°C):

140.5

CAS №: 123-54-6

Solubility (g/100 g of solvent):

acetone: miscible [Ref.]
benzene: miscible [Ref.]
chloroform: miscible [Ref.]
deuterium oxide: 11.9 (19.5°C) [Ref.]
diethyl ether: miscible [Ref.]
ethanol: miscible [Ref.]
water: 15 (30°C) [Ref.]
water: 34 (80°C) [Ref.]

Density:

0.9721 (25°C, g/cm3)

Reactions of synthesis:

  1. Yeild 47%. [Ref.1aster]
    2CH3Li + C3O2 → CH3C(OLi)=C=C(OLi)CH3
    CH3C(OLi)=C=C(OLi)CH3 + 2H2O → CH3COCH2COCH3 + 2LiOH

Reactions:

  1. Yeild 70%. [Ref.1aster]
    BeCl2 + 2CH3COCH2COCH3 + 2NH3 → Be(CH3COCH=C(CH3)O)2 + 2NH4Cl
  2. Yeild 81%. [Ref.1aster]
    Al2(SO4)3 * 18H2O + 6CH3COCH2COCH3 + 6NH3 → 2Al(CH3COCH=C(CH3)O)3 + 3(NH4)2SO4 + 18H2O

Refractive index (nD):

1.4541 (17°C)

Vapour pressure (Torr):

746 (139°C)

Dissociation:

pKa (1) = 8.24 (25°C, water)
pKa (1) = 8.95 (25°C, water)

Permittivity (dielectric constant):

25.7 (20°C)

Standard molar enthalpy (heat) of formation ΔfH0 (298.15 K, kJ/mol):

-423.8 (l)

Standard molar enthalpy (heat) of formation ΔfH0 (298.15 K, kJ/mol):

-382 (g)

Spectral properties of the substance:

Ultraviolet/visible spectrum (maximum in nm, layer thickness 1 cm, in parentheses - extinction) = 272 (68)

References:

  1. Gangolli S. The Dictionary of Substances and their Effects. - 2 ed., Vol. 1, A-B. - RSC, 1999. - pp. 40-41
  2. Lewis R.J. Sax's Dangerous Properties of Industrial Materials. - 11ed. - Wiley-interscience, 2004. - pp. 37
  3. Milne G.W.A. Gardner's Commercially Important Chemicals. - Wiley-Interscience, 2005. - pp. 9
  4. Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 292
  5. Yalkowsky S.H., Yan H., Jain P. Handbook of aqueous solubility data. – 2nd ed. - CRC Press, 2010. - pp. 152
  6. Бургер К. Органические реагенты в неорганическом анализе. - М.: Мир, 1975. - pp. 133-137 [Russian]
  7. Коростелев П.П. Реактивы для технического анализа. - М.: Металлургия, 1988. - pp. 120 [Russian]
  8. Некрасов Б.В. Основы общей химии. - Т.1. - М.: Химия, 1973. - pp. 561-562 [Russian]
  9. Пешкова В.М., Мельчакова Н.В. β-Дикетоны. - М.: Наука, 1986. - pp. 14 [Russian]
  10. Рабинович В.А., Хавин З.Я. Краткий химический справочник. - Л.: Химия, 1977. - pp. 126 [Russian]
  11. Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 412 [Russian]
  12. Справочник по растворимости. - Т.1, Кн.2. - М.-Л.: ИАН СССР, 1962. - pp. 1374 [Russian]
  13. Справочник химика. - Т. 2. - Л.-М.: Химия, 1964. - pp. 866-867 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru