Sebacic acid

Sebacic acid
IUPAC name

decanedioic acid
Other names

1,8-octanedicarboxylic acid
Identifiers
CAS number 111-20-6 Y
Jmol-3D images Image 1
Properties
Molecular formula C10H18O4
Molar mass 202.25 g/mol
Density 1.209 g/cm3 (25 °C)
Melting point

131–134.5 °C
Boiling point

294.4 °C at 100 mmHg
Solubility in water 0.25 g/L[1]
Acidity (pKa) 4.720, 5.450[1]
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Sebacic acid is a dicarboxylic acid with structure (HOOC)(CH2)8(COOH), and is naturally occurring.

In its pure state it is a white flake or powdered crystal. The product is described as non-hazardous, though in its powdered form can be prone to flash ignition (a typical risk in handling fine organic powders).

Sebaceus is Latin for tallow candle, sebum (tallow) is Latin for tallow, and refers to its use in the manufacture of candles.

Sebacic acid is a derivative of castor oil, with the vast majority of world production occurring in China which annually exports over 20,000 metric tonnes, representing over 90% of global trade of the product.

In the industrial setting, sebacic acid and its homologues such as azelaic acid can be used in plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc. Sebacic acid is also used as an intermediate for aromatics, antiseptics, and painting materials.

References

  1. ^ a b Bretti, C.; Crea, F.; Foti, C.; Sammartano, S. (2006). "Solubility and Activity Coefficients of Acidic and Basic Nonelectrolytes in Aqueous Salt Solutions. 2. Solubility and Activity Coefficients of Suberic, Azelaic, and Sebacic Acids in NaCl(aq), (CH3)4NCl(aq), and (C2H5)4NI(aq) at Different Ionic Strengths and at t = 25 C". J. Chem. Eng. Data 51 (5): 1660–1667. doi:10.1021/je060132t. 

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