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Properties of substance:

acetaminophen



skc-file

Synonyms:

p-hydroxyacetanilide
paracetamol

Group of substances:

organic

Physical appearance:

white monoclinic crystals

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

C8H9NO2

Structural formula as text:

HOC6H4NHCOCH3

Molar/atomic mass: 151.163

Melting point (°C):

168

CAS №: 103-90-2

Solubility (g/100 g of solvent):

1,2-dichloroethane: soluble [Ref.]
1,4-dioxane: 1.708 (30°C) [Ref.]
1-butanol: 4.755 (-5°C) [Ref.]
1-butanol: 5.196 (0°C) [Ref.]
1-butanol: 5.721 (5°C) [Ref.]
1-butanol: 6.331 (10°C) [Ref.]
1-butanol: 6.929 (15°C) [Ref.]
1-butanol: 7.707 (20°C) [Ref.]
1-butanol: 8.327 (25°C) [Ref.]
1-heptanol: 3.743 (30°C) [Ref.]
1-hexanol: 4.971 (30°C) [Ref.]
1-octanol: 2.747 (30°C) [Ref.]
1-pentanol: 6.782 (30°C) [Ref.]
1-propanol: 7.23 (0°C) [Ref.]
1-propanol: 10.809 (20°C) [Ref.]
1-propanol: 13.277 (30°C) [Ref.]
2-propanol: 1.719 (0°C) [Ref.]
2-propanol: 10.878 (20°C) [Ref.]
2-propanol: 13.501 (30°C) [Ref.]
acetic acid: 8.272 (30°C) [Ref.]
acetone: 5.039 (-5°C) [Ref.]
acetone: 5.561 (0°C) [Ref.]
acetone: 6.232 (5°C) [Ref.]
acetone: 6.963 (10°C) [Ref.]
acetone: 7.848 (15°C) [Ref.]
acetone: 8.809 (20°C) [Ref.]
acetone: 9.938 (25°C) [Ref.]
acetone: 11.165 (30°C) [Ref.]
acetonitrile: 1.118 (0°C) [Ref.]
acetonitrile: 2.31 (20°C) [Ref.]
acetonitrile: 3.283 (30°C) [Ref.]
benzene: practically insoluble [Ref.]
carbon tetrachloride: 0.089 (30°C) [Ref.]
chloroform: 0.154 (30°C) [Ref.]
diethyl ether: practically insoluble [Ref.]
dimethylformamide: 101.202 (30°C) [Ref.]
dimethylsulfoxide: 113.256 (30°C) [Ref.]
ethanol: 11.856 (-5°C) [Ref.]
ethanol: 12.965 (0°C) [Ref.]
ethanol: 15.614 (10°C) [Ref.]
ethanol: 19.061 (20°C) [Ref.]
ethanol: 23.275 (30°C) [Ref.]
ethyl acetate: 0.527 (0°C) [Ref.]
ethyl acetate: 0.852 (20°C) [Ref.]
ethyl acetate: 1.073 (30°C) [Ref.]
ethylene glycol : 14.43 (30°C) [Ref.]
hexane: 0.000719 (25°C) [Ref.]
methanol: 19.148 (0°C) [Ref.]
methanol: 23.96 (10°C) [Ref.]
methanol: 29.781 (20°C) [Ref.]
methanol: 37.161 (30°C) [Ref.]
methyl ethyl ketone: 6.999 (30°C) [Ref.]
methylene chloride: 0.032 (30°C) [Ref.]
pentane: practically insoluble [Ref.]
petroleum ether: practically insoluble [Ref.]
tetrahydrofuran: 15.537 (30°C) [Ref.]
toluene: 0.022 (0°C) [Ref.]
toluene: 0.037 (20°C) [Ref.]
toluene: 0.034 (30°C) [Ref.]
water: 1.436 (25°C) [Ref.]
water: 2.72 (50°C) [Ref.]

Density:

1.293 (21°C, d4)

Reactions:

  1. Yeild 90%. [Ref.1aster]
    CH3CONHC6H4OH + CH2=CHCH2Br → CH3CONHC6H4OCH2CH=CH2 + HBr

Dissociation:

pKa (1) = 9.5 (25°C, water)

LD50 (mg/kg):

2404 (rats, oral)
338 (mice, oral)

Spectral properties of the substance:

Ultraviolet/visible spectrum (maximum in nm, layer thickness 1 cm, in parentheses - extinction) = 250 (138)
Ultraviolet/visible spectrum (maximum in nm, layer thickness 1 cm, in parentheses - extinction) = 257
Ultraviolet/visible spectrum (maximum in nm, layer thickness 1 cm, in parentheses - extinction) = 245

References:

  1. Clarke's Analysis of Drugs and Poisons. - 4 ed. - London, 2011. - pp. 1856-1858
  2. Dictionary of organic compounds. - Vol. 2, Eccaine - Myrtillin chloride. - London, 1946. - pp. 213
  3. Jouyban A. Handbook of solubility data for pharmaceutacals. – CRC Press, 2010. - pp. 71-220
  4. Kleemann A. Pharmaceutical Substances. - 2000. - pp. 1557-1558
  5. Milne G.W.A. Gardner's Commercially Important Chemicals. - Wiley-Interscience, 2005. - pp. 5-6
  6. The Merck Index 11th ed., Merck & Company, 1989. - pp. 8
  7. Yalkowsky S.H., Yan H. Handbook of aqueous solubility data. - CRC Press, 2003. - pp. 487
  8. Беликов В.Г. Учебное пособие по фармацевтической химии. - М.: Медицина, 1979. - pp. 183 [Russian]
  9. Максютина Н.П., Каган Ф.Е. и др. Методы идентификации фармацевтических препаратов. - Киев: Здоров'я, 1978. - pp. 22, 28 [Russian]
  10. Машковский М.Д. Лекарственные средства. - 14-е изд., Т. 1. - М.: Новая волна, 2002. - pp. 161-162 [Russian]
  11. Неотложная помощь при острых отравлениях: Справочник по токсикологии. - Под ред. Голикова С.Н. - М.: Медицина, 1977. - pp. 146 [Russian]
  12. Справочник химика. - Т. 6. - Л.: Химия, 1967. - pp. 838-839 [Russian]
  13. Химический энциклопедический словарь. - Под ред. Кнунянц И.Л. - М.: Советская энциклопедия, 1983. - pp. 423 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru