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Properties of substance:

2,4,6-trinitrophenol



skc-file

Synonyms:

picric acid

Physical appearance:

yellow crystals

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

C6H3N3O7

Structural formula as text:

(O2N)3C6H2OH

Molar/atomic mass: 229.09

Melting point (°C):

122.5

Solubility (g/100 g of solvent):

amyl alcohol: 2.17 (20°C) [Ref.]
liquid ammonia: 58 (20°C) [Ref.]
acetone: 123.23 (16°C) [Ref.]
acetone: 134.3 (25°C) [Ref.]
acetone: 220.53 (50°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.]
water: 1.1 (20°C) [Ref.]
water: 3.354 (70°C) [Ref.]
water: 7 (100°C) [Ref.]
glycerol: soluble [Ref.]
dimethylsulphoxide: very soluble [Ref.]
sulfur dioxide: 38 (20°C) [Ref.]
diethyl ether: 1.52 (13°C) [Ref.]
diethyl ether: 5.26 (20°C) [Ref.]
i-propanol: 5.8 (0°C) [Ref.]
i-propanol: 12 (40°C) [Ref.]
i-propanol: 15.4 (50°C) [Ref.]
methanol: 15.95 (16°C) [Ref.]
methanol: 22.5 (22°C) [Ref.]
methanol: 40.25 (50°C) [Ref.]
formic acid 95%: 10.83 (19.8°C) [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.]
propanol: 2.4 (0°C) [Ref.]
propanol: 3.7 (25°C) [Ref.]
propanol: 7.5 (50°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.]
carbon disulphide: 0.11 (16°C) [Ref.]
carbon disulphide: 0.18 (34°C) [Ref.]
nickel tetracarbonyl: sparingly soluble [Ref.]
carbon tetrachloride: 0.065 (16°C) [Ref.]
carbon tetrachloride: 0.35 (50°C) [Ref.]
toluene: 12.24 (16°C) [Ref.]
toluene: 13.6 (20°C) [Ref.]
toluene: 27.84 (50°C) [Ref.]
hydrogen fluoride : slightly soluble [Ref.]
chloroform: 2.02 (16°C) [Ref.]
chloroform: 5.67 (50°C) [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.]

Numerical data:

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/cm3)
1.58 (124°C, g/cm3)

Vapour pressure (Torr):

2 (195°C)

    Dissociation:

    pKa (1) = 0.71 (25°C, water)
    pKa (1) = 1.2 (20°C, formamide)
    pKa (1) = -0.3 (25°C, dimethylsulphoxide)

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

    -237.9 (s)

    Heat of combustion (kJ/mol):

    2593

    References:

    1. CRC Handbook of Chemistry and Physics. - 95ed. - CRC Press, 2014. - pp. 3-540
    2. Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 324-339
    3. Urbanski T. Chemistry and technology of explosives. - vol.1. - Warszawa, 1964. - pp. 486-496
    4. Yalkowsky S.H., Yan H. Handbook of aqueous solubility data. - CRC Press, 2003. - pp. 201-202
    5. Новый справочник химика и технолога. Химическое равновесие. Свойства растворов. - СПб.: НПО Профессионал, 2004, 2007. - pp. 67
    6. Орлова Е.Ю. Химия и технология бризантных взрывчатых веществ. - Л.: Химия, 1981. - pp. 155-157
    7. Реутов О.А., Курц А.Л., Бутин К.П. Органическая химия. - 2-е изд., Ч.1. - М.: Бином. Лаборатория знаний, 2005. - pp. 232
    8. Рудзитис Г.Е., Фельдман Ф.Г. Химия: Органическая химия: Учебник для 10 кл. общеобразоват. учреждений. - 4 изд. - М.: Просвещение, 1997. - pp. 92
    9. Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 425-426, 908
    10. Справочник по растворимости. - Т.1, Кн.2. - М.-Л.: ИАН СССР, 1962. - pp. 966, 1110, 1136, 1210-1211, 1378, 1383-1384
    11. Справочник химика. - Т.2. - Л.-М.: Химия, 1964. - pp. 876-877
    12. Химическая энциклопедия. - Т.4. - М.: Советская энциклопедия, 1995. - pp. 638
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      © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru