Palmitic acid

Palmitic acid (hexadecanoic acid in IUPAC nomenclature) is a fatty acid with a 16-carbon chain. It is the most common saturated fatty acid found in animals, plants and microorganisms. Its chemical formula is CH3(CH2)14COOH, and its C:D ratio (the total number of carbon atoms to the number of carbon-carbon double bonds) is 16:0. It is a major component of palm oil from the fruit of Elaeis guineensis (oil palms), making up to 44% of total fats. Meats, cheeses, butter, and other dairy products also contain palmitic acid, amounting to 50–60% of total fats.

Palmitic acid
Names
Preferred IUPAC name
Hexadecanoic acid
Other names
Palmitic acid
C16:0 (Lipid numbers)
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.000.284
UNII
  • InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18) N
    Key: IPCSVZSSVZVIGE-UHFFFAOYSA-N N
  • InChI=1/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)
    Key: IPCSVZSSVZVIGE-UHFFFAOYAJ
  • CCCCCCCCCCCCCCCC(=O)O
Properties
C16H32O2
Molar mass 256.430 g/mol
Appearance White crystals
Density 0.852 g/cm3 (25 °C)
0.8527 g/cm3 (62 °C)
Melting point 62.9 °C (145.2 °F; 336.0 K)
Boiling point 351–352 °C (664–666 °F; 624–625 K)
271.5 °C (520.7 °F; 544.6 K), 100 mmHg
215 °C (419 °F; 488 K), 15 mmHg
4.6 mg/L (0 °C)
7.2 mg/L (20 °C)
8.3 mg/L (30 °C)
10 mg/L (45 °C)
12 mg/L (60 °C)
Solubility Soluble in amyl acetate, alcohol, CCl4, C6H6
Very soluble in CHCl3
Solubility in ethanol 2 g/100 mL (0 °C)
2.8 g/100 mL (10 °C)
9.2 g/100 mL (20 °C)
31.9 g/100 mL (40 °C)
Solubility in methyl acetate 7.81 g/100 g
Solubility in ethyl acetate 10.7 g/100 g
Vapor pressure 0.051 mPa (25 °C)
1.08 kPa (200 °C)
28.06 kPa (300 °C)
Acidity (pKa) 4.75
−198.6·10−6 cm3/mol
1.43 (70 °C)
Viscosity 7.8 cP (70 °C)
Thermochemistry
463.36 J/(mol·K)
452.37 J/(mol·K)
−892 kJ/mol
10030.6 kJ/mol
Hazards
GHS labelling:
Warning
H319
P305+P351+P338
NFPA 704 (fire diamond)
1
1
0
Flash point 206 °C (403 °F; 479 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Palmitates are the salts and esters of palmitic acid. The palmitate anion is the observed form of palmitic acid at physiologic pH (7.4). Major sources of C16:0 are palm oil, palm kernel oil, coconut oil, and milk fat.

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