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Properties of substance:
ketene
skc-file
Group of substances:
organic
Physical appearance:
gas
Empirical formula (Hill's system for organic substances):
C
2
H
2
O
Structural formula as text:
CH2CO
Molar/atomic mass: 42.04
Melting point (°C):
-134.6
Boiling point (°C):
-41
Solubility (g/100 g of solvent):
acetone
: very soluble [
Ref.
]
diethyl ether
: very soluble [
Ref.
]
water
: reaction [
Ref.
]
Reactions:
Yeild 90%. [
Ref.1
,
Ref.2
,
Ref.3
]
CH
2
N
2
+ CH
2
=C=O → (CH
2
)
2
CO + N
2
Yeild 60%. [
Ref.1
]
CH
2
=C=O + (CH
3
)
3
COH → CH
3
COOC(CH
3
)
3
[
Ref.1
]
CH
2
=C=O + HCN → CH
3
COCN
[
Ref.1
,
Ref.2
]
2CH
2
=C=O + HCN → CH
3
COOC(CN)=CH
2
[
Ref.1
]
CH
2
=C=O + CH
3
CONH
2
→ (CH
3
CO)
2
NH
[
Ref.1
]
2CH
2
=C=O + H
2
SO
4
→ CH
3
COOSO
2
CH
2
COOH
[
Ref.1
]
CH
2
=C=O + CH
3
COCH
3
→ CH
3
COOC(CH
3
)=CH
2
[
Ref.1
]
2CH
2
=C=O + H
2
O
2
→ CH
3
C(O)OOC(O)CH
3
Yeild 90%. [
Ref.1
,
Ref.2
]
4CH
2
=C=O + 4HNO
3
→ C(NO
2
)
4
+ CO
2
+ 3CH
3
COOH
[
Ref.1
]
CH
2
=C=O + HNO
3
→ CH
3
COONO
2
Standard molar enthalpy (heat) of formation Δ
f
H
0
(298.15 K, kJ/mol):
-61.09 (g)
Standard molar Gibbs energy of formation Δ
f
G
0
(298.15 K, kJ/mol):
-60.29 (g)
Standard molar entropy S
0
(298.15 K, J/(mol·K)):
241.79 (g)
Molar heat capacity at constant pressure C
p
(298.15 K, J/(mol·K)):
51.76 (g)
Standard molar enthalpy (heat) of formation Δ
f
H
0
(298.15 K, kJ/mol):
-67.9 (l)
References:
Dictionary of organic compounds. - Vol. 2, Eccaine - Myrtillin chloride. - London, 1946. - pp. 479
Ахметов Б.В. Задачи и упражнения по физической и коллоидной химии. - Л.: Химия, 1989. - pp. 228 [Russian]
Вредные вещества в промышленности: Справочник для химиков, инженеров и врачей. - 7-е изд., Т.1. - Л.: Химия, 1976. - pp. 560-562 [Russian]
Некрасов Б.В. Основы общей химии. - Т.1. - М.: Химия, 1973. - pp. 561 [Russian]
Справочник по растворимости. - Т.1, Кн.2. - М.-Л.: ИАН СССР, 1962. - pp. 1172 [Russian]
Справочник химика. - Т. 2. - Л.-М.: Химия, 1964. - pp. 726-727 [Russian]
Успехи органической химии. - Т.2. - М.: Мир, 1964. - pp. 204-223 [Russian]
Физер Л., Физер М. Реагенты для органического синтеза. - Т. 2: Ж-Н. - М., 1970. - pp. 125-129 [Russian]
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© Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru