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Properties of substance:

trans-cinnamic acid



skc-file

Group of substances:

organic

Physical appearance:

colorless monoclinic crystals

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

C9H8O2

Structural formula as text:

C6H5CH=CHCOOH

Molar/atomic mass: 148.159

Melting point (°C):

133

Boiling point (°C):

300

Decomposition temperature (°C):

350

CAS №: 140-10-3

Solubility (g/100 g of solvent):

1-butanol: 20.15 (20°C) [Ref.]
1-propanol: 8.9 (0°C) [Ref.]
1-propanol: 15.5 (19.5°C) [Ref.]
1-propanol: 22.9 (20°C) [Ref.]
acetic acid: soluble [Ref.]
acetone: 34.54 (20°C) [Ref.]
ammonia liquid : 6.4 (20°C) [Ref.]
benzene: 5.93 (20°C) [Ref.]
carbon tetrachloride: 1.36 (26°C) [Ref.]
castor oil: 7.52 (25°C) [Ref.]
chloroform: 4.1 (15°C) [Ref.]
cis-1,2-dichloroethene: 2.32 (0°C) [Ref.]
coconut oil: 1.77 (25°C) [Ref.]
cottonseed oil: 1.44 (25°C) [Ref.]
diethyl ether: very soluble [Ref.]
ethanol: 12.7 (0°C) [Ref.]
ethanol: 29 (20°C) [Ref.]
formic acid 95%: 3.08 (20°C) [Ref.]
i-butanol: 9.1 (19.5°C) [Ref.]
ligroin: insoluble [Ref.]
linseed oil: 1.66 (25°C) [Ref.]
m-xylene: 4.1 (20°C) [Ref.]
methanol: 14.9 (0°C) [Ref.]
methanol: 29 (19.5°C) [Ref.]
monochlorbenzene: 4.93 (20°C) [Ref.]
olive oil: 1.29 (25°C) [Ref.]
quinoline: 1.85 (20°C) [Ref.]
toluene: 4.92 (20°C) [Ref.]
trans-1,2-dichloroethene: 1.93 (0°C) [Ref.]
water: 0.1 (25°C) [Ref.]
water: 0.588 (95°C) [Ref.]

Density:

1.2475 (4°C, g/cm3)

Reactions of synthesis:

  1. Yeild 55-60%. [Ref.1aster]
    C6H5CHO + (CH3CO)2O → C6H5CH=CHCOOH + CH3COOH
  2. Yeild 74%. [Ref.1]
    C6H5Br + CH2=CHCOOH + (CH3CH2CH2CH2)3N → C6H5CH=CHCOOH + (CH3CH2CH2CH2)3NHBr

Dissociation:

pKa (1) = 4.438 (25°C, water)

LD50 (mg/kg):

2500 (rats, oral)
1600 (rats, intraperitoneal)

References:

  1. Beilsteins Handbuch der Organischen Chemie. - Vierte Auflage, 9 Band. - Berlin: Verlag von Julius Springer, 1926. - pp. 573-580
  2. CRC Handbook of Chemistry and Physics. - 95ed. - CRC Press, 2014. - pp. 3-124
  3. Seidell A. Solubilities of organic compounds. - 3ed., vol.2. - New York: D. Van Nostrand Company, 1941. - pp. 625-629
  4. Stahl P.H., Wermuth C.G. Handbook of Pharmaceutical Salts: Properties, Selection, and Use. - Wiley-VCH, 2002. - pp. 277-278
  5. Свойства органических соединений: Справочник. - Под ред. Потехина А.А. - Л.: Химия, 1984. - pp. 334-335 [Russian]
  6. Справочник по растворимости. - Т.1, Кн.1. - М.-Л.: ИАН СССР, 1961. - pp. 505-506, 911 [Russian]
  7. Справочник по растворимости. - Т.1, Кн.2. - М.-Л.: ИАН СССР, 1962. - pp. 1032, 1112, 1524, 1527-1528 [Russian]
  8. Справочник химика. - 2 изд., Т. 2. - Л.-М.: Химия, 1964. - pp. 730-731 [Russian]
  9. Химическая энциклопедия. - Т. 2. - М.: Советская энциклопедия, 1990. - pp. 472 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru