Lauric acid

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. 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.

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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.075
EC Number
  • 205-582-1
KEGG
UNII
  • InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14) N
    Key: POULHZVOKOAJMA-UHFFFAOYSA-N 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
  • O=C(O)CCCCCCCCCCC
Properties
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
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)
1.423 (70 °C)
1.4183 (82 °C)
Viscosity 6.88 cP (50 °C)
5.37 cP (60 °C)
Structure
Monoclinic (α-form)
Triclinic, aP228 (γ-form)
P21/a, No. 14 (α-form)
P1, No. 2 (γ-form)
2/m (α-form)
1 (γ-form)
a = 9.524 Å, b = 4.965 Å, c = 35.39 Å (α-form)
α = 90°, β = 129.22°, γ = 90°
Thermochemistry
404.28 J/mol·K
−775.6 kJ/mol
7377 kJ/mol
7425.8 kJ/mol (292 K)
Hazards
GHS labelling:
Danger
H412
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).
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Infobox references
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