MilliporeSigma
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27734

Sigma-Aldrich

Palmitic acid

≥98% palmitic acid basis (GC)

Synonym(s):
NSC 5030, Cetylic acid, 1-Pentadecanecarboxylic acid, Hexadecanoic acid, PamOH, C16:0
Linear Formula:
CH3(CH2)14COOH
CAS Number:
Molecular Weight:
256.42
Beilstein:
607489
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor pressure

10 mmHg ( 210 °C)

Quality Level

assay

≥98% palmitic acid basis (GC)

form

flakes
powder or crystals

technique(s)

gas chromatography (GC): suitable
thin layer chromatography (TLC): suitable

impurities

≤1% stearic acid (GC)

bp

271.5 °C/100 mmHg (lit.)

mp

61-62.5 °C (lit.)
62-65 °C

acid value

≤240

iodine value

≤0.5

saponification value

≤240

density

0.852 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCCCCCC(O)=O

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)

InChI key

IPCSVZSSVZVIGE-UHFFFAOYSA-N

Gene Information

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Application

Palmitic acid may be employed in the preparation of palmitic anhydride, via reaction with dicyclohexylcarbodiimide (DCC) in carbon tetrachloride. It undergoes deoxygenation in the presence of 4%wt Pd/C mesoporous catalyst at 300°C and pressure of 17bar of 5% H2 in argon. Aliphatic chain length hydrocarbons containing one less carbon than the corresponding acid were obtained as major products.

Storage Class Code

13 - Non Combustible Solids

WGK

nwg

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Catalytic deoxygenation of stearic acid and palmitic acid in semibatch mode.
Lestari S, et al.
Catalysis Letters, 130(1-2), 48-51 (2009)
Z Selinger et al.
Journal of lipid research, 7(1), 174-175 (1966-01-01)
A simple method is described for the preparation of caprylic, palmitic, stearic, and oleic anhydrides. Reaction of the free fatty acid and dicyclohexylcarbodiimide in carbon tetrachloride at room temperature gives the corresponding anhydrides in high yield (87-94%).
Sanja Blaskovic et al.
The FEBS journal, 280(12), 2766-2774 (2013-04-05)
S-palmitoylation is post-translational modification, which consists in the addition of a C16 acyl chain to cytosolic cysteines and which is unique amongst lipid modifications in that it is reversible. It can thus, like phosphorylation or ubiquitination, act as a switch.
Jonas Sieber et al.
The American journal of pathology, 183(3), 735-744 (2013-07-23)
Type 2 diabetes mellitus is characterized by dyslipidemia with elevated free fatty acids (FFAs). Loss of podocytes is a hallmark of diabetic nephropathy, and podocytes are highly susceptible to saturated FFAs but not to protective, monounsaturated FFAs. We report that
Sabeera Bonala et al.
Molecular endocrinology (Baltimore, Md.), 27(9), 1518-1535 (2013-08-10)
Obesity is associated with insulin resistance and abnormal peripheral tissue glucose uptake. However, the mechanisms that interfere with insulin signaling and glucose uptake in human skeletal muscle during obesity are not fully characterized. Using microarray, we have identified that the

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