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Properties of substance:
2,4,6-trinitrophenol
skc-file
Synonyms:
picric acid
Group of substances:
organic
Physical appearance:
yellow crystals
Empirical formula (Hill's system for organic substances):
C
6
H
3
N
3
O
7
Structural formula as text:
(O2N)3C6H2OH
Molar/atomic mass: 229.09
Melting point (°C):
122.5
CAS №: 88-89-1
Solubility (g/100 g of solvent):
1-propanol
: 2.4 (0°C) [
Ref.
]
1-propanol
: 3.7 (25°C) [
Ref.
]
1-propanol
: 7.5 (50°C) [
Ref.
]
2-propanol
: 5.8 (0°C) [
Ref.
]
2-propanol
: 12 (40°C) [
Ref.
]
2-propanol
: 15.4 (50°C) [
Ref.
]
acetone
: 123.23 (16°C) [
Ref.
]
acetone
: 134.3 (25°C) [
Ref.
]
acetone
: 220.53 (50°C) [
Ref.
]
ammonia liquid
: 58 (20°C) [
Ref.
]
amyl alcohol
: 2.17 (20°C) [
Ref.
]
benzene
: 3.7 (5°C) [
Ref.
]
benzene
: 5.37 (10°C) [
Ref.
]
benzene
: 7.49 (16°C) [
Ref.
]
benzene
: 9.56 (20°C) [
Ref.
]
benzene
: 21.38 (35°C) [
Ref.
]
benzene
: 33.57 (45°C) [
Ref.
]
benzene
: 50.65 (55°C) [
Ref.
]
benzene
: 96.77 (75°C) [
Ref.
]
carbon disulphide
: 0.11 (16°C) [
Ref.
]
carbon disulphide
: 0.18 (34°C) [
Ref.
]
carbon tetrachloride
: 0.065 (16°C) [
Ref.
]
carbon tetrachloride
: 0.35 (50°C) [
Ref.
]
chloroform
: 2.02 (16°C) [
Ref.
]
chloroform
: 5.67 (50°C) [
Ref.
]
diethyl ether
: 1.52 (13°C) [
Ref.
]
diethyl ether
: 5.26 (20°C) [
Ref.
]
dimethylsulfoxide
: very soluble [
Ref.
]
ethanol
: 8.37 (22°C) [
Ref.
]
ethanol 96%
: 9.2 (16°C) [
Ref.
]
ethanol 96%
: 20.69 (50°C) [
Ref.
]
ethanol abs.
: 6.83 (16°C) [
Ref.
]
ethanol abs.
: 19.72 (50°C) [
Ref.
]
ethyl acetate
: 39.41 (16°C) [
Ref.
]
ethyl acetate
: 68.48 (50°C) [
Ref.
]
formic acid 95%
: 10.83 (19.8°C) [
Ref.
]
glycerol
: soluble [
Ref.
]
hydrogen fluoride
: slightly soluble [
Ref.
]
methanol
: 15.95 (16°C) [
Ref.
]
methanol
: 22.5 (22°C) [
Ref.
]
methanol
: 40.25 (50°C) [
Ref.
]
nickel tetracarbonyl
: sparingly soluble [
Ref.
]
nitrobenzene
: 39.1 (25°C) [
Ref.
]
p-cymene
: 2.611 (25°C) [
Ref.
]
petroleum ether: 0.04 (15°C) [
Ref.
]
pyridine
: 27.62 (16°C) [
Ref.
]
pyridine
: 58.94 (50°C) [
Ref.
]
sulfur dioxide
: 38 (20°C) [
Ref.
]
sulfuric acid 100%
: 10.18 (18°C) [
Ref.
]
sulfuric acid 100%
: 16.23 (50°C) [
Ref.
]
sulfuric acid 100%
: 25.86 (80°C) [
Ref.
]
sulfuric acid 50.5%
: 0.429 (18°C) [
Ref.
]
sulfuric acid 50.5%
: 0.645 (50°C) [
Ref.
]
sulfuric acid 50.5%
: 1.104 (80°C) [
Ref.
]
sulfuric acid 97.4%
: 7.53 (18°C) [
Ref.
]
sulfuric acid 97.4%
: 12.785 (50°C) [
Ref.
]
sulfuric acid 97.4%
: 24.024 (80°C) [
Ref.
]
toluene
: 12.24 (16°C) [
Ref.
]
toluene
: 13.6 (20°C) [
Ref.
]
toluene
: 27.84 (50°C) [
Ref.
]
water
: 1.1 (20°C) [
Ref.
]
water
: 3.354 (70°C) [
Ref.
]
water
: 7 (100°C) [
Ref.
]
Numerical data:
Year of discovery: 1771
Impact sensitivity (cm): 80
Heat of Explosion (kJ/kg): 4020
Detonation velocity (m/s): 7350
Detonation velocity (m/s): 7480
Density:
1.763 (20°C, g/cm
3
)
1.58 (124°C, g/cm
3
)
Vapour pressure (Torr):
2 (195°C)
Dissociation:
pK
a
(1) = 0.71 (25°C, water)
pK
a
(1) = -0.3 (25°C, dimethylsulfoxide)
pK
a
(1) = 1.2 (20°C, formamide)
Standard molar enthalpy (heat) of formation Δ
f
H
0
(298.15 K, kJ/mol):
-237.9 (s)
Heat of combustion (kJ/mol):
2593
References:
CRC Handbook of Chemistry and Physics. - 95ed. - CRC Press, 2014. - pp. 3-540
Gangolli S. The Dictionary of Substances and their Effects. - 2 ed., Vol. 6, O-S. - RSC, 1999. - pp. 374-376
Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 324-339
Urbanski T. Chemistry and technology of explosives. - vol.1. - Warszawa, 1964. - pp. 486-496
Yalkowsky S.H., Yan H. Handbook of aqueous solubility data. - CRC Press, 2003. - pp. 201-202
Новый справочник химика и технолога. Химическое равновесие. Свойства растворов. - СПб.: НПО Профессионал, 2004, 2007. - pp. 67 [Russian]
Орлова Е.Ю. Химия и технология бризантных взрывчатых веществ. - Л.: Химия, 1981. - pp. 155-157 [Russian]
Реутов О.А., Курц А.Л., Бутин К.П. Органическая химия. - 2-е изд., Ч.1. - М.: Бином. Лаборатория знаний, 2005. - pp. 232 [Russian]
Рудзитис Г.Е., Фельдман Ф.Г. Химия: Органическая химия: Учебник для 10 кл. общеобразоват. учреждений. - 4 изд. - М.: Просвещение, 1997. - pp. 92 [Russian]
Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 425-426, 908 [Russian]
Справочник по растворимости. - Т.1, Кн.2. - М.-Л.: ИАН СССР, 1962. - pp. 966, 1110, 1136, 1210-1211, 1378, 1383-1384 [Russian]
Справочник химика. - Т. 2. - Л.-М.: Химия, 1964. - pp. 876-877 [Russian]
Химическая энциклопедия. - Т. 4. - М.: Советская энциклопедия, 1995. - pp. 638 [Russian]
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© Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru