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Properties of substance:

acetic anhydride



skc-file

Group of substances:

organic

Physical appearance:

colorless liquid

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

C4H6O3

Structural formula as text:

(CH3CO)2O

Molar/atomic mass: 102.089

Melting point (°C):

-73.1

Boiling point (°C):

139.6

Solubility (g/100 g of solvent):

acetic acid: soluble [Ref.]
benzene: soluble [Ref.]
carbon tetrachloride: sparingly soluble [Ref.]
chloroform: soluble [Ref.]
diethyl ether: miscible [Ref.]
ethanol: reaction [Ref.]
hydrogen fluoride : very soluble [Ref.]
sulfolane: miscible [Ref.]
tetrahydrofuran: soluble [Ref.]
water: 13.6 (20°C) [Ref.]
water: reaction (100°C) [Ref.]

Density:

1.082 (20°C, g/cm3)

Reactions:

  1. Yeild 55-60%. [Ref.1aster]
    C6H5CHO + (CH3CO)2O → C6H5CH=CHCOOH + CH3COOH
  2. Yeild 20-35%. [Ref.1]
    CH3OC6H4CHO + (CH3CO)2O → CH3OC6H4CH=CHCOOH + CH3COOH
  3. Yeild 77%. [Ref.1]
    C6H5CONHCH2COOH + (CH3CO)2O → C6H5NHCH2COCH3 + CH3COOH + CO2
  4. Yeild 79%. [Ref.1, Ref.2]
    NH2CH(CH2C6H5)COOH + (CH3CO)2O → CH3CONHCH(CH2C6H5)COCH3 + CH3COOH + CO2
  5. Yeild 45,5%. [Ref.1]
    CH3CH2CH2CHO + (CH3CO)2O → CH3CH2CH=CHOC(O)CH3 + CH3COOH
  6. [Ref.1aster]
    ((CH3)2CHO)3Al + 3(CH3CO)2O → (CH3COO)3Al + 3CH3COOCH(CH3)2
  7. [Ref.1]
    (C6H5)2NH + (CH3CO)2O → CH3CON(C6H5)2 + CH3COOH

Refractive index (nD):

1.3904 (20°C)

Vapour pressure (Torr):

15 (44.6°C)
100 (82.2°C)

Permittivity (dielectric constant):

20.7 (18.5°C)

Dipole moment (D):

2.82 (20°C)

Viscosity (mPa·s):

0.9 (18°C)
0.49 (100°C)

Surface tension (mN/m):

32.7 (20°C)
31.22 (30°C)

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

-624.42 (l)

Standard molar Gibbs energy of formation ΔfG0 (298.15 K, kJ/mol):

-489.14 (l)

Enthalpy (heat) of vaporization ΔvapH (kJ/mol):

276.7

Flash point (°C):

40

Autoignition temperature (°C):

360

Heat of combustion (kJ/mol):

1807

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

-576.1 (g)

Standard molar Gibbs energy of formation ΔfG0 (298.15 K, kJ/mol):

-477 (g)

LD50 (mg/kg):

1780 (rats, oral)

Critical temperature (°C):

295.8

Critical pressure (MPa):

4.68

References:

  1. Lewis R.J. Sax's Dangerous Properties of Industrial Materials. - 11ed. - Wiley-interscience, 2004. - pp. 19
  2. Milne G.W.A. Gardner's Commercially Important Chemicals. - Wiley-Interscience, 2005. - pp. 6-7
  3. Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 222-223
  4. Бабаян Э.А., Гаевский А.В., Бардин Е.В. Правовые аспекты оборота наркотических, психотропных, сильнодействующих, ядовитых веществ и прекурсоров. - М.: МЦФЭР, 2000. - pp. 147 [Russian]
  5. Вредные вещества в промышленности: Справочник для химиков, инженеров и врачей. - 7-е изд., Т.2. - Л.: Химия, 1976. - pp. 6 [Russian]
  6. Гутман В. Химия координационных соединений в неводных растворах. - М.: Мир, 1971. - pp. 168-169 [Russian]
  7. Некрасов Б.В. Основы общей химии. - Т.1. - М.: Химия, 1973. - pp. 563 [Russian]
  8. Рабинович В.А., Хавин З.Я. Краткий химический справочник. - Л.: Химия, 1977. - pp. 126 [Russian]
  9. Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 394 [Russian]
  10. Хёрд Ч.Д. Пиролиз соединений углерода. - Л.-М.: ГОНТИ РКТП СССР, 1938. - pp. 565-566 [Russian]
  11. Химическая энциклопедия. - Т. 5. - М.: Советская энциклопедия, 1999. - pp. 33 [Russian]
  12. Юкельсон И.И. Технология основного органического синтеза. - М.: Химия, 1968. - pp. 619-623 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru