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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):
C
4
H
6
O
3
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/cm
3
)
Reactions:
Yeild 55-60%. [
Ref.1
]
C
6
H
5
CHO + (CH
3
CO)
2
O → C
6
H
5
CH=CHCOOH + CH
3
COOH
Yeild 20-35%. [
Ref.1
]
CH
3
OC
6
H
4
CHO + (CH
3
CO)
2
O → CH
3
OC
6
H
4
CH=CHCOOH + CH
3
COOH
Yeild 77%. [
Ref.1
]
C
6
H
5
CONHCH
2
COOH + (CH
3
CO)
2
O → C
6
H
5
NHCH
2
COCH
3
+ CH
3
COOH + CO
2
Yeild 79%. [
Ref.1
,
Ref.2
]
NH
2
CH(CH
2
C
6
H
5
)COOH + (CH
3
CO)
2
O → CH
3
CONHCH(CH
2
C
6
H
5
)COCH
3
+ CH
3
COOH + CO
2
Yeild 45,5%. [
Ref.1
]
CH
3
CH
2
CH
2
CHO + (CH
3
CO)
2
O → CH
3
CH
2
CH=CHOC(O)CH
3
+ CH
3
COOH
[
Ref.1
]
((CH
3
)
2
CHO)
3
Al + 3(CH
3
CO)
2
O → (CH
3
COO)
3
Al + 3CH
3
COOCH(CH
3
)
2
[
Ref.1
]
(C
6
H
5
)
2
NH + (CH
3
CO)
2
O → CH
3
CON(C
6
H
5
)
2
+ CH
3
COOH
Refractive index (n
D
):
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 Δ
f
H
0
(298.15 K, kJ/mol):
-624.42 (l)
Standard molar Gibbs energy of formation Δ
f
G
0
(298.15 K, kJ/mol):
-489.14 (l)
Enthalpy (heat) of vaporization Δ
vap
H (kJ/mol):
276.7
Flash point (°C):
40
Autoignition temperature (°C):
360
Heat of combustion (kJ/mol):
1807
Standard molar enthalpy (heat) of formation Δ
f
H
0
(298.15 K, kJ/mol):
-576.1 (g)
Standard molar Gibbs energy of formation Δ
f
G
0
(298.15 K, kJ/mol):
-477 (g)
LD
50
(mg/kg):
1780 (rats, oral)
Critical temperature (°C):
295.8
Critical pressure (MPa):
4.68
References:
Lewis R.J. Sax's Dangerous Properties of Industrial Materials. - 11ed. - Wiley-interscience, 2004. - pp. 19
Milne G.W.A. Gardner's Commercially Important Chemicals. - Wiley-Interscience, 2005. - pp. 6-7
Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 222-223
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]
Вредные вещества в промышленности: Справочник для химиков, инженеров и врачей. - 7-е изд., Т.2. - Л.: Химия, 1976. - pp. 6 [Russian]
Гутман В. Химия координационных соединений в неводных растворах. - М.: Мир, 1971. - pp. 168-169 [Russian]
Некрасов Б.В. Основы общей химии. - Т.1. - М.: Химия, 1973. - pp. 563 [Russian]
Рабинович В.А., Хавин З.Я. Краткий химический справочник. - Л.: Химия, 1977. - pp. 126 [Russian]
Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 394 [Russian]
Хёрд Ч.Д. Пиролиз соединений углерода. - Л.-М.: ГОНТИ РКТП СССР, 1938. - pp. 565-566 [Russian]
Химическая энциклопедия. - Т. 5. - М.: Советская энциклопедия, 1999. - pp. 33 [Russian]
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