Tridecylic acid
(Redirected from C13H26O2)
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| Names | |
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| Preferred IUPAC name
Tridecanoic acid | |
| Other names
C13:0 (Lipid numbers) | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.010.311 |
| EC Number |
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PubChem CID |
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| RTECS number |
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| UNII | |
CompTox Dashboard (EPA) |
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| 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] |
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 | |
| Monoclinic (37 °C)[1] | |
| C2/c[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: | |
 [6] | |
| Warning | |
| H315, H319, H335[6] | |
| P261, P305+P351+P338[6] | |
| NFPA 704 (fire diamond) | |
| 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).
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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
[edit]References
[edit]- 1 2 3 4 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.
- 1 2 3 4 5 6 Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.
- 1 2 3 4 5 Seidell, Atherton; Linke, William F. (1940). Solubilities of Inorganic and Organic Compounds (3rd ed.). New York: D. Van Nostrand Company. p. 756.
- 1 2 3 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)
- ↑ Yaws, Carl L. (2009). Transport Properties of Chemicals and Hydrocarbons. New York: William Andrew Inc. p. 174. ISBN 978-0-8155-2039-9.
- 1 2 3 4 Sigma-Aldrich Co., Tridecanoic acid. Retrieved on 2014-06-17.
- 1 2 "MSDS of n-Tridecanoic acid". fishersci.ca. Fisher Scientific. Retrieved 2014-06-17.
- ↑ Vijay Kumar Malesu (2025-07-02). "Tridecanoic Acid (C13): The Odd-Chain Fatty Acid With Big Implications". News Medical. Retrieved 2025-08-12.
- ↑ 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.