Tridecylic acid

Tridecylic acid, or tridecanoic acid, is a 13-carbon saturated fatty acid with the chemical formula CH3(CH2)11COOH.

Tridecylic acid
Names
IUPAC name
Tridecanoic acid
Other names
C13:0 (Lipid numbers)
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.010.311
EC Number
  • 211-341-1
RTECS number
  • YD3850000
UNII
Properties
C13H26O2
Molar mass 214.349 g·mol−1
Appearance White crystals or powder
Odor Waxy-type
Density 0.983 g/cm3 (37 °C)[1]
0.8458 g/cm3 (80 °C)[2]
Melting point 41.5 °C (106.7 °F; 314.6 K)[2]
Boiling point 236 °C (457 °F; 509 K)
at 100 mmHg
140 °C (284 °F; 413 K)
at 1 mmHg[2]
21 mg/L (0 °C)
33 mg/L (20 °C)
38 mg/L (30 °C)
53 mg/L (60 °C)[3]
Solubility Soluble in alcohol, ether, CH3COOH[2]
Solubility in acetone 7.52 g/100 g (0 °C)
78.6 g/100 g (20 °C)
316 g/100 g (30 °C)
8.23 kg/100 g (40 °C)[3]
Solubility in methanol 12.6 g/100 g (0 °C)
148 g/100 g (20 °C)
515 g/100 g (30 °C)[3]
Solubility in benzene 42.4 g/100 g (10 °C)
117 g/100 g (20 °C)
354 g/100 g (30 °C)[3]
Solubility in ethyl acetate 10.1 g/100 g (0 °C)
70 g/100 g (20 °C)
281 g/100 g (30 °C)[3]
Vapor pressure 0.01 kPa (109 °C)
0.47 kPa (160 °C)
3.21 kPa (200 °C)[4]
100 kPa (311.5 °C)[2]
1.4286 (50 °C)[2]
Viscosity 0.583 cP (120 °C)
0.3991 cP (160 °C)
0.2934 cP (200 °C)[5]
Structure
Monoclinic (37 °C)[1]
C2/c[1]
a = 59.88 Å, b = 4.9425 Å, c = 9.8118 Å[1]
α = 90°, β = 93.8°, γ = 90°
Thermochemistry
387.6 J/mol·K[4]
Std enthalpy of
formation (ΔfH⦵298)
 −807.2 kJ/mol (liquid)[4]
Std enthalpy of
combustion (ΔcH⦵298)
 8024.2 kJ/mol (liquid)[4]
Hazards
Main hazards Irritant
GHS pictograms [6]
GHS Signal word Warning
GHS hazard statements
 H315, H319, H335[6]
P261, P305+351+338[6]
NFPA 704 (fire diamond)
Flash point 113 °C (235 °F; 386 K) [6]
Lethal dose or concentration (LD, LC):
130 mg/kg (mice, intravenous)[7]
Related compounds
Related compounds
 Dodecanoic acid, Tetradecanoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References
  1. Bond, Andrew D. (2003). "On the crystal structures and melting point alternation of the n-alkyl carboxylic acids" (PDF). http://www.rsc.org. Royal Society of Chemistry. Retrieved 2014-06-15. External link in |website= (help)
  2. Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.
  3. Seidell, Atherton; Linke, William F. (1940). Solubilities of Inorganic and Organic Compounds (3rd ed.). New York: D. Van Nostrand Company. p. 756.
  4. Tridecanoic acid in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD), http://webbook.nist.gov (retrieved 2014-06-17)
  5. Yaws, Carl L. (2009). Transport Properties of Chemicals and Hydrocarbons. New York: William Andrew Inc. p. 174. ISBN 978-0-8155-2039-9.
  6. Sigma-Aldrich Co., Tridecanoic acid. Retrieved on 2014-06-17.
  7. "MSDS of n-Tridecanoic acid". http://www.fishersci.ca. Fisher Scientific. Retrieved 2014-06-17. External link in |website= (help)
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