Tridecylic acid

Tridecylic acid

Skeletal formula of tridecylic acid
Ball-and-sitck model of tridecylic acid
Names
Preferred IUPAC name Tridecanoic acid
Other names C13:0 (Lipid numbers)
Identifiers
CAS Number	638-53-9  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:45919
ChEMBL	ChEMBL107874
ChemSpider	12013  Y 12013
ECHA InfoCard	100.010.311
EC Number	211-341-1
PubChem CID	12530
RTECS number	YD3850000
UNII	19936LIY2V  Y
CompTox Dashboard (EPA)	DTXSID4021684
InChI InChI=1S/C13H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13(14)15/h2-12H2,1H3,(H,14,15) Y Key: SZHOJFHSIKHZHA-UHFFFAOYSA-N Y
SMILES O=C(O)CCCCCCCCCCCC
Properties
Chemical formula	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]
Solubility in water	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]
Refractive index (nD)	1.4286 (50 °C) [2]
Viscosity	0.583 cP (120 °C) 0.3991 cP (160 °C) 0.2934 cP (200 °C) [5]
Structure
Crystal structure	Monoclinic (37 °C) [1]
Space group	C2/c [1]
Lattice constant	a = 59.88 Å, b = 4.9425 Å, c = 9.8118 Å [1] α = 90°, β = 93.8°, γ = 90°
Thermochemistry
Heat capacity (C)	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
Occupational safety and health (OHS/OSH):
Main hazards	Irritant
GHS labelling:
Pictograms	[6]
Signal word	Warning
Hazard statements	H315, H319, H335 [6]
Precautionary statements	P261, P305+P351+P338 [6]
NFPA 704 (fire diamond)	[7] 2 1 0
Flash point	113 °C (235 °F; 386 K) [6]
Lethal dose or concentration (LD, LC):
LD50 (median dose)	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). Y  verify  (what is  YN ?) Infobox references

Tridecylic acid, or tridecanoic acid, also reffred to as C13 fatty acid, is an organic compound with the formula CH₃(CH₂)₁₁CO₂H. It is a 13-carbon saturated fatty acid. It is a white solid.

It is an odd-chained saturated fatty acid (OCFA) found in human blood plasma. Thought, like other OCFAs in blood plasma, to originate mainly from rumen or gut-microbial lipogenesis, its metabolic role needs further study. ^[8]

A laboratory preparation involves permanganate oxidation of 1-tetradecene (CH₃(CH₂)₁₂CH=CH₂). ^[9]

See also

• List of saturated fatty acids

References

1. Bond, Andrew D. (2003). "On the crystal structures and melting point alternation of the n-alkyl carboxylic acids" (PDF). rsc.org. Royal Society of Chemistry. Retrieved 2014-06-15.
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) (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". fishersci.ca. Fisher Scientific. Retrieved 2014-06-17.
8. Vijay Kumar Malesu (2025-07-02). "Tridecanoic Acid (C13): The Odd-Chain Fatty Acid With Big Implications". News Medical. Retrieved 2025-08-12.
9. Lee DG, Lamb SE, Chang VS (1981). "Carboxylic Acids from the Oxidation of Terminal Alkenes by Permanganate: Nonadecanoic Acid". Organic Syntheses. 60: 11. doi:10.15227/orgsyn.060.0011.