Myristic acid

Myristic acid^[1]
	Skeletal formula of myristic acid
	Ball-and-stick model of myristic acid
Names
	Preferred IUPAC name Tetradecanoic acid
	Other names C14:0 (Lipid numbers)
Identifiers
CAS Number	544-63-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28875 ;
ChEMBL	ChEMBL111077 ;
ChemSpider	10539 ;
ECHA InfoCard	100.008.069
EC Number	208-875-2;
IUPHAR/BPS	2806;
PubChem CID	11005;
RTECS number	QH4375000;
UNII	0I3V7S25AW ;
CompTox Dashboard (EPA)	DTXSID6021666 ;
	InChI InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16) Key: TUNFSRHWOTWDNC-UHFFFAOYSA-N ; InChI=1/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16) Key: TUNFSRHWOTWDNC-UHFFFAOYAZ;
	SMILES CCCCCCCCCCCCCC(=O)O;
Properties
Chemical formula	C14H28O2
Molar mass	228.376 g·mol−1
Appearance	colorless or white solid
Density	1.03 g/cm3 (−3 °C); 0.99 g/cm3 (24 °C); 0.8622 g/cm3 (54 °C)
Melting point	54.4 °C (129.9 °F; 327.5 K)
Boiling point	326.2 °C (619.2 °F; 599.3 K) at 760 mmHg; 250 °C (482 °F; 523 K); at 100 mmHg; 218.3 °C (424.9 °F; 491.4 K); at 32 mmHg
Solubility in water	13 mg/L (0 °C); 20 mg/L (20 °C); 24 mg/L (30 °C); 33 mg/L (60 °C)
Solubility	Soluble in alcohol, acetates, C6H6, haloalkanes, phenyls, nitros
Solubility in acetone	2.75 g/100 g (0 °C); 15.9 g/100 g (20 °C); 42.5 g/100 g (30 °C); 149 g/100 g (40 °C)
Solubility in benzene	6.95 g/100 g (10 °C); 29.2 g/100 g (20 °C); 87.4 g/100 g (30 °C); 1.29 kg/100 g (50 °C)
Solubility in methanol	2.8 g/100 g (0 °C); 17.3 g/100 g (20 °C); 75 g/100 g (30 °C); 2.67 kg/100 g (50 °C)
Solubility in ethyl acetate	3.4 g/100 g (0 °C); 15.3 g/100 g (20 °C); 44.7 g/100 g (30 °C); 1.35 kg/100 g (40 °C)
Solubility in toluene	0.6 g/100 g (−10 °C); 3.2 g/100 g (0 °C); 30.4 g/100 g (20 °C); 1.35 kg/100 g (50 °C)
log P	6.1
Vapor pressure	0.01 kPa (118 °C); 0.27 kPa (160 °C); 1 kPa (186 °C)
Magnetic susceptibility (χ)	−176·10−6 cm3/mol
Thermal conductivity	0.159 W/m·K (70 °C); 0.151 W/m·K (100 °C); 0.138 W/m·K (160 °C)
Refractive index (nD)	1.4723 (70 °C)
Viscosity	7.2161 cP (60 °C); 3.2173 cP (100 °C); 0.8525 cP (200 °C); 0.3164 cP (300 °C)
Structure
Crystal structure	Monoclinic (−3 °C)
Space group	P21/c
Lattice constant	a = 31.559 Å, b = 4.9652 Å, c = 9.426 Å α = 90°, β = 94.432°, γ = 90°
Thermochemistry
Heat capacity (C)	432.01 J/mol·K
Std enthalpy of; formation (ΔfH⦵298)	−833.5 kJ/mol
Std enthalpy of; combustion (ΔcH⦵298)	8675.9 kJ/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315
NFPA 704 (fire diamond)	2 1 0
Flash point	> 110 °C (230 °F; 383 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>10 g/kg (rats, oral)
Related compounds
Related esters of myristic acid	Isopropyl myristate; Phorbol myristate acetate; Myristylbenzylmorphine; Dimyristoylphosphatidylethanolamine
Related compounds	Tridecanoic acid, Pentadecanoic acid
	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

Myristic acid (IUPAC name: tetradecanoic acid) is a common saturated fatty acid with the molecular formula CH₃(CH₂)₁₂COOH. Its salts and esters are commonly referred to as myristates or tetradecanoates. The name of the acyl group derived from myristic acid is myristoyl or tetradecanoyl. The acid is named after the binomial name for nutmeg (Myristica fragrans), from which it was first isolated in 1841 by Lyon Playfair.^[12]

Quick Facts Names, Identifiers ...

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Myristic acid

Occurrence

Chemical behaviour

Health effects

See also

References

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