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Properties of substance:

diphenylamine

Group of substances:

organic

Physical appearance:

white crystals

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

C12H11N

Structural formula as text:

(C6H5)2NH

Molar/atomic mass: 169.222

Melting point (°C):

54

Boiling point (°C):

302

Solubility (g/100 g of solvent):

1-propanol: 29.4 (14.5°C) [Ref.]
acetone: 239.83 (0°C) [Ref.]
acetone: 298.59 (28°C) [Ref.]
benzene: 110.674 (0°C) [Ref.]
benzene: 277.99 (28°C) [Ref.]
benzene: 416.67 (40°C) [Ref.]
carbon disulphide: 112.452 (0°C) [Ref.]
carbon disulphide: 314.12 (28°C) [Ref.]
carbon tetrachloride: 27.734 (0°C) [Ref.]
carbon tetrachloride: 122.63 (28°C) [Ref.]
chloroform: 86.545 (0°C) [Ref.]
chloroform: 206.26 (28°C) [Ref.]
diethyl ether: 140.576 (0°C) [Ref.]
diethyl ether: 324.79 (28°C) [Ref.]
ethanol abs.: 26.269 (0°C) [Ref.]
ethanol abs.: 95.842 (28°C) [Ref.]
ethanol abs.: 385.83 (40°C) [Ref.]
ethyl acetate: 135.218 (0°C) [Ref.]
ethyl acetate: 306.79 (28°C) [Ref.]
hexane: 0.5 (-30°C) [Ref.]
hexane: 1.4 (-10°C) [Ref.]
hexane: 2.6 (0°C) [Ref.]
hexane: 6.7 (20°C) [Ref.]
hexane: 13.8 (30°C) [Ref.]
hexane: 94 (50°C) [Ref.]
hydrogen fluoride : very soluble [Ref.]
m-xylene: 49.976 (0°C) [Ref.]
m-xylene: 163.14 (28°C) [Ref.]
m-xylene: 247.85 (40°C) [Ref.]
methanol: 26.708 (0°C) [Ref.]
methanol: 122.98 (28°C) [Ref.]
methanol: 516.55 (40°C) [Ref.]
pyridine: 217.626 (0°C) [Ref.]
pyridine: 306.91 (28°C) [Ref.]
pyridine: 425.62 (40°C) [Ref.]
toluene: 85.794 (0°C) [Ref.]
toluene: 227.65 (28°C) [Ref.]
toluene: 315.72 (40°C) [Ref.]
water: 0.003 (0°C) [Ref.]
water: 0.00316 (15°C) [Ref.]
water: 0.007 (28°C) [Ref.]
water: 0.012 (50°C) [Ref.]
water: 0.032 (85°C) [Ref.]

Numerical data:

Year of discovery: 1864

Reactions of synthesis:

  1. Yeild 81%. [Ref.1]
    C6H5Cl + C6H5NH2 → C6H5NHC6H5 + HCl

Reactions:

  1. Yeild 82-85%. [Ref.1]
    2(C6H5)2NH + 2C6H5I + K2CO3 → 2(C6H5)3N + 2KI + CO2 + H2O
  2. [Ref.1]
    (C6H5)2NH + (CH3CO)2O → CH3CON(C6H5)2 + CH3COOH

Dissociation:

pKBH+ (1) = 0.9 (25°C, water)

LD50 (mg/kg):

2900 (white mice, oral)

References:

  1. Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 702-705
  2. Горбунов Б.Н., Гурвич Я.А., Маслова И.П. Химия и технология стабилизаторов полимерных материалов. - М.: Химия, 1981. - pp. 46-51 [Russian]
  3. Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 516 [Russian]
  4. Справочник по растворимости. - Т.1, Кн.2. - М.-Л.: ИАН СССР, 1962. - pp. 1049, 1148, 1552 [Russian]
  5. Химическая энциклопедия. - Т. 2. - М.: Советская энциклопедия, 1990. - pp. 95 [Russian]
  6. Химический энциклопедический словарь. - Под ред. Кнунянц И.Л. - М.: Советская энциклопедия, 1983. - pp. 184 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru