Ammonium palmitate

Ammonium palmitate

Names
IUPAC name azanium;hexadecanoate
Other names Hexadecanoic acid ammonium salt
Identifiers
CAS Number	593-26-0  Y
3D model (JSmol)	Interactive image
ChemSpider	62193
ECHA InfoCard	100.008.897
EC Number	209-785-6
PubChem CID	68971
UNII	W0481SHF2Z
CompTox Dashboard (EPA)	DTXSID40883455
InChI InChI=1S/C16H32O2.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18;/h2-15H2,1H3,(H,17,18);1H3 Key: LRIHKZMLMWYPFS-UHFFFAOYSA-N
SMILES CCCCCCCCCCCCCCCC(=O)O.N
Properties
Chemical formula	C16H35NO2
Molar mass	273.461 g·mol−1
Appearance	Yellow-white powder
Density	1.79 g/cm3
Boiling point	340.6 °C
Solubility in water	soluble
Hazards
Flash point	154.1 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Ammonium palmitate is a chemical compound with the chemical formula CH₃(CH₂)₁₄COONH₄. ^[1] This is an organic ammonium salt of palmitic acid. ^[2]

Synthesis

Ammonium palmitate can be prepared by reacting palmitic acid and excess 28-30% NH₃-solution.

Physical properties

Ammonium palmitate forms yellow-white powder, soluble in water. ^[3] It is slightly soluble in benzene and xylene, practically insoluble in acetone, ethanol, methanol, CCl₄, or naphtha. ^{[4] [5]}

X-ray diffraction studies of ammonium palmitate show crystals that belong to monoclinic space group P2₁/n. ^[6]

Uses

The compound is used to produce waterproofing fabrics ^[7] and for thickening lubricants.

References

1. "CAS 593-26-0 Ammonium palmitate - Alfa Chemistry". alfa-chemistry.com. Retrieved 21 March 2025.
2. "Ammonium Palmitate". drugs.ncats.io. Retrieved 21 March 2025.
3. Haynes, William M. (22 June 2012). CRC Handbook of Chemistry and Physics, 93rd Edition. CRC Press. p. 4-47. ISBN   978-1-4398-8049-4 . Retrieved 21 March 2025.
4. Perry, Dale L. (19 April 2016). Handbook of Inorganic Compounds. CRC Press. p. 30. ISBN   978-1-4398-1462-8 . Retrieved 21 March 2025.
5. Lewis, Robert A. (30 March 2016). Hawley's Condensed Chemical Dictionary. John Wiley & Sons. ISBN   978-1-119-19372-2 . Retrieved 21 March 2025.
6. Yu, Gu-Sheng; Li, Hung-Wen; Hollander, Fred; Snyder, Robert G.; Strauss, Herbert L. (1 November 1999). "Comparison of the Structures of Ammonium Myristate, Palmitate, and Stearate by X-ray Diffraction, Infrared Spectroscopy, and Infrared Hole Burning" . The Journal of Physical Chemistry B . 103 (47): 10461–10468. doi:10.1021/jp992279f. ISSN   1520-6106 . Retrieved 21 March 2025.
7. Bilalov, T. R.; Zakharov, A. A.; Jaddoa, A. A.; Gumerov, F. M.; Neindre, B. Le (1 December 2017). "Treatment of different types of cotton fabrics by ammonium palmitate in a supercritical CO2 environment" . The Journal of Supercritical Fluids. 130: 47–55. doi:10.1016/j.supflu.2017.07.036. ISSN   0896-8446 . Retrieved 21 March 2025.