Lauric acid

Lauric acid
Names
	Preferred IUPAC name Dodecanoic acid
	Other names n-Dodecanoic acid, Dodecylic acid, Dodecoic acid, Laurostearic acid, Vulvic acid, 1-Undecanecarboxylic acid, Duodecylic acid, C12:0 (Lipid numbers)
Identifiers
CAS Number	143-07-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:30805 ;
ChEMBL	ChEMBL108766 ;
ChemSpider	3756 ;
ECHA InfoCard	100.005.075
EC Number	205-582-1;
IUPHAR/BPS	5534;
KEGG	C02679 ;
PubChem CID	3893;
UNII	1160N9NU9U ;
CompTox Dashboard (EPA)	DTXSID5021590 ;
	InChI InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14) Key: POULHZVOKOAJMA-UHFFFAOYSA-N ; InChI=1/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14) Key: POULHZVOKOAJMA-UHFFFAOYAP;
	SMILES O=C(O)CCCCCCCCCCC;
Properties
Chemical formula	C12H24O2
Molar mass	200.322 g·mol−1
Appearance	White powder
Odor	Slight odor of bay oil
Density	1.007 g/cm3 (24 °C); 0.8744 g/cm3 (41.5 °C); 0.8679 g/cm3 (50 °C)
Melting point	43.8 °C (110.8 °F; 316.9 K)
Boiling point	297.9 °C (568.2 °F; 571.0 K) ; 282.5 °C (540.5 °F; 555.6 K); at 512 mmHg; 225.1 °C (437.2 °F; 498.2 K); at 100 mmHg
Solubility in water	37 mg/L (0 °C); 55 mg/L (20 °C); 63 mg/L (30 °C); 72 mg/L (45 °C); 83 mg/L (100 °C)
Solubility	Soluble in alcohols, diethyl ether, phenyls, haloalkanes, acetates
Solubility in methanol	12.7 g/100 g (0 °C); 120 g/100 g (20 °C); 2250 g/100 g (40 °C)
Solubility in acetone	8.95 g/100 g (0 °C); 60.5 g/100 g (20 °C); 1590 g/100 g (40 °C)
Solubility in ethyl acetate	9.4 g/100 g (0 °C); 52 g/100 g (20°C); 1250 g/100 g (40°C)
Solubility in toluene	15.3 g/100 g (0 °C); 97 g/100 g (20°C); 1410 g/100 g (40°C)
log P	4.6
Vapor pressure	2.13·10−6 kPa (25 °C); 0.42 kPa (150 °C); 6.67 kPa (210 °C)
Acidity (pKa)	5.3 (20 °C)
Thermal conductivity	0.442 W/m·K (solid); 0.1921 W/m·K (72.5 °C); 0.1748 W/m·K (106 °C)
Refractive index (nD)	1.423 (70 °C); 1.4183 (82 °C)
Viscosity	6.88 cP (50 °C); 5.37 cP (60 °C)
Structure
Crystal structure	Monoclinic (α-form); Triclinic, aP228 (γ-form)
Space group	P21/a, No. 14 (α-form); P1, No. 2 (γ-form)
Point group	2/m (α-form); 1 (γ-form)
Lattice constant	a = 9.524 Å, b = 4.965 Å, c = 35.39 Å (α-form) α = 90°, β = 129.22°, γ = 90°
Thermochemistry
Heat capacity (C)	404.28 J/mol·K
Std enthalpy of; formation (ΔfH⦵298)	−775.6 kJ/mol
Std enthalpy of; combustion (ΔcH⦵298)	7377 kJ/mol; 7425.8 kJ/mol (292 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H412
Precautionary statements	P273
NFPA 704 (fire diamond)	1 1 1
Flash point	> 113 °C (235 °F; 386 K)
Related compounds
Related compounds	Glyceryl laurate
Related compounds
Related compounds	Undecanoic acid; Tridecanoic acid; Dodecanol; Dodecanal; Sodium lauryl sulfate
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Lauric acid, systematically dodecanoic acid, is a saturated fatty acid with a 12-carbon atom chain, thus having many properties of medium-chain fatty acids.^[6] It is a bright white, powdery solid with a faint odor of bay oil or soap. The salts and esters of lauric acid are known as laurates.

^ ^a ^b ^c ^d G., Chuah T.; D., Rozanna; A., Salmiah; Y., Thomas Choong S.; M., Sa'ari (2006). "Fatty acids used as phase change materials (PCMs) for thermal energy storage in building material applications" (PDF). University Putra Malaysia. Archived from the original (PDF) on 2014-11-03. Retrieved 2014-06-22.
^ ^a ^b ^c Mezaki, Reiji; Mochizuki, Masafumi; Ogawa, Kohei (2000). Engineering data on mixing (1st ed.). Elsevier Science B.V. p. 278. ISBN 0-444-82802-8.
^ ^a ^b ^c ^d Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.
^ ^a ^b ^c ^d Dodecanoic 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 2014-06-14)
^ ^a ^b ^c ^d ^e ^f Seidell, Atherton; Linke, William F. (1952). Solubilities of inorganic and organic compounds (3rd ed.). New York: D. Van Nostrand Company. pp. 742–743.
^ ^a ^b ^c ^d ^e CID 3893 from PubChem
^ ^a ^b ^c ^d Sigma-Aldrich Co., Lauric acid. Retrieved on 2014-06-14.
^ ^a ^b ^c ^d Vand, V.; Morley, W. M.; Lomer, T. R. (1951). "The crystal structure of lauric acid". Acta Crystallographica. 4 (4): 324–329. Bibcode:1951AcCry...4..324V. doi:10.1107/S0365110X51001069.
^ ^a ^b ^c Sydow, Erik von (1956). "On the structure of the crystal form A of lauric acid" (PDF). actachemscand.org. Acta Chemica Scandinavica. Retrieved 2014-06-14.

[dspace-1] G., Chuah T.; D., Rozanna; A., Salmiah; Y., Thomas Choong S.; M., Sa'ari (2006). "Fatty acids used as phase change materials (PCMs) for thermal energy storage in building material applications" (PDF). University Putra Malaysia. Archived from the original (PDF) on 2014-11-03. Retrieved 2014-06-22.

[edm-2] Mezaki, Reiji; Mochizuki, Masafumi; Ogawa, Kohei (2000). Engineering data on mixing (1st ed.). Elsevier Science B.V. p. 278. ISBN 0-444-82802-8.

[crc-3] Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.

[nist-4] Dodecanoic 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 2014-06-14)

[sioc-5] ^ ^a ^b ^c ^d ^e ^f Seidell, Atherton; Linke, William F. (1952). Solubilities of inorganic and organic compounds (3rd ed.). New York: D. Van Nostrand Company. pp. 742–743.

[pubchem-6] CID 3893 from PubChem

[sigma-7] Sigma-Aldrich Co., Lauric acid. Retrieved on 2014-06-14.

[csba-8] Vand, V.; Morley, W. M.; Lomer, T. R. (1951). "The crystal structure of lauric acid". Acta Crystallographica. 4 (4): 324–329. Bibcode:1951AcCry...4..324V. doi:10.1107/S0365110X51001069.

[acta-9] Sydow, Erik von (1956). "On the structure of the crystal form A of lauric acid" (PDF). actachemscand.org. Acta Chemica Scandinavica. Retrieved 2014-06-14.

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