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Tridecylic acid

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Tridecylic acid
Skeletal formula of tridecylic acid
Skeletal formula of tridecylic acid
Ball-and-sitck model 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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.311 Edit this at Wikidata
EC Number
  • 211-341-1
PubChem CID
RTECS number
  • YD3850000
UNII
CompTox Dashboard (EPA)
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)Key: SZHOJFHSIKHZHA-UHFFFAOYSA-N
SMILES
  • O=C(O)CCCCCCCCCCCC
Properties
Chemical formula C13H26O2
Molar mass 214.349 g·mol
Appearance White crystals or powder
Odor Waxy-type
Density 0.983 g/cm (37 °C)
0.8458 g/cm (80 °C)
Melting point 41.5 °C (106.7 °F; 314.6 K)
Boiling point 236 °C (457 °F; 509 K)
at 100 mmHg
140 °C (284 °F; 413 K)
at 1 mmHg
Solubility in water 21 mg/L (0 °C)
33 mg/L (20 °C)
38 mg/L (30 °C)
53 mg/L (60 °C)
Solubility Soluble in alcohol, ether, CH3COOH
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)
Solubility in methanol 12.6 g/100 g (0 °C)
148 g/100 g (20 °C)
515 g/100 g (30 °C)
Solubility in benzene 42.4 g/100 g (10 °C)
117 g/100 g (20 °C)
354 g/100 g (30 °C)
Solubility in ethyl acetate 10.1 g/100 g (0 °C)
70 g/100 g (20 °C)
281 g/100 g (30 °C)
Vapor pressure 0.01 kPa (109 °C)
0.47 kPa (160 °C)
3.21 kPa (200 °C)
100 kPa (311.5 °C)
Refractive index (nD) 1.4286 (50 °C)
Viscosity 0.583 cP (120 °C)
0.3991 cP (160 °C)
0.2934 cP (200 °C)
Structure
Crystal structure Monoclinic (37 °C)
Space group C2/c
Lattice constant a = 59.88 Å, b = 4.9425 Å, c = 9.8118 Åα = 90°, β = 93.8°, γ = 90°
Thermochemistry
Heat capacity (C) 387.6 J/mol·K
Std enthalpy of
formation (ΔfH298) 		−807.2 kJ/mol (liquid)
Std enthalpy of
combustion (ΔcH298) 		8024.2 kJ/mol (liquid)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Irritant
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements P261, P305+P351+P338
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2 1 0
Flash point 113 °C (235 °F; 386 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose) 130 mg/kg (mice, intravenous)
Related compounds
Related compounds Dodecanoic acid, Tetradecanoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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

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

See also

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. 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.
Lipids: fatty acids
Saturated
ω−3 Unsaturated
ω−5 Unsaturated
ω−6 Unsaturated
ω−7 Unsaturated
ω−9 Unsaturated
ω−10 Unsaturated
ω−11 Unsaturated
ω−12 Unsaturated


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