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Properties of substance:
chloroacetic acid
Group of substances:
organic
Physical appearance:
colorless monoclinic crystals
Empirical formula (Hill's system for organic substances):
C
2
H
3
ClO
2
Structural formula as text:
ClCH2COOH
Molar/atomic mass: 94.49
Melting point (°C):
62.5
Boiling point (°C):
187.85
Solubility (g/100 g of solvent):
benzene
: soluble [
Ref.
]
carbon disulphide
: soluble [
Ref.
]
chloroform
: soluble [
Ref.
]
diethyl ether
: soluble [
Ref.
]
ethanol
: soluble [
Ref.
]
hydrogen fluoride
: very soluble [
Ref.
]
water
: 614 (30°C) [
Ref.
]
water
: 1329 (45°C) [
Ref.
]
water
: miscible (62.4°C) [
Ref.
]
Hygroscopic:
yes
Density:
1.58 (20°C, g/cm
3
)
1.4043 (40°C, g/cm
3
)
1.3703 (65°C, g/cm
3
)
Reactions of synthesis:
[
Ref.1
]
H
2
NCH
2
COOH + NOCl → ClCH
2
COOH + N
2
+ H
2
O
Refractive index (n
D
):
1.4351 (55°C)
Vapour pressure (Torr):
20 (104°C)
100 (132°C)
300 (160°C)
Dissociation:
pK
a
(1) = 2.86 (25°C, water)
pK
a
(1) = 4.6 (20°C, formamide)
Permittivity (dielectric constant):
12.3 (60°C)
Viscosity (mPa·s):
1.29 (100°C)
Surface tension (mN/m):
35.17 (100°C)
Standard molar enthalpy (heat) of formation Δ
f
H
0
(298.15 K, kJ/mol):
-504.6 (s)
Molar enthalpy (heat) of fusion Δ
fus
H (kJ/mol):
12.28
Flash point (°C):
132
Autoignition temperature (°C):
446
Heat of combustion (kJ/mol):
715.5
Standard molar enthalpy (heat) of formation Δ
f
H
0
(298.15 K, kJ/mol):
-490.1 (l)
Standard molar enthalpy (heat) of formation Δ
f
H
0
(298.15 K, kJ/mol):
-427.6 (g)
Standard molar Gibbs energy of formation Δ
f
G
0
(298.15 K, kJ/mol):
-368.5 (g)
Standard molar entropy S
0
(298.15 K, J/(mol·K)):
325.9 (g)
Molar heat capacity at constant pressure C
p
(298.15 K, J/(mol·K)):
78.8 (g)
LD
50
(mg/kg):
55 (rats, oral)
References:
CRC Handbook of Chemistry and Physics. - 90ed. - CRC Press, 2010. - pp. 5-21
Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 87-92
Вредные вещества в промышленности: Справочник для химиков, инженеров и врачей. - 7-е изд., Т.2. - Л.: Химия, 1976. - pp. 7-8 [Russian]
Рабинович В.А., Хавин З.Я. Краткий химический справочник. - Л.: Химия, 1977. - pp. 191-192, 223 [Russian]
Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 378 [Russian]
Химическая энциклопедия. - Т. 5. - М.: Советская энциклопедия, 1999. - pp. 296-297 [Russian]
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© Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru