Tripalmitin

Tripalmitin is a triglyceride derived from the fatty acid palmitic acid.

Tripalmitin

Names
IUPAC name 1,2,3-Propanetriyl trihexadecanoate
Other names Palmitin; Glycerol tripalmitate; Glycerin tripalmitate; Glyceryl tripalmitate; Palmitic triglyceride; Tripalmitoyl glycerol
Identifiers
CAS Number	555-44-2
3D model (JSmol)	Interactive image
ChemSpider	10674
ECHA InfoCard	100.008.272
EC Number	209-098-1
PubChem CID	11147
RTECS number	RT4953500
UNII	D133ZRF50U
CompTox Dashboard (EPA)	DTXSID8046169
InChI InChI=1S/C51H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3 Key: PVNIQBQSYATKKL-UHFFFAOYSA-N InChI=1/C51H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3 Key: PVNIQBQSYATKKL-UHFFFAOYAV
SMILES O=C(OCC(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC)CCCCCCCCCCCCCCC
Properties
Chemical formula	C51H98O6
Molar mass	807.339 g·mol^−1
Appearance	White powder
Density	0.8752 g/cm^3 (70 °C)[1]
Melting point	44.7–67.4 °C (112.5–153.3 °F; 317.8–340.5 K)[2][3]
Boiling point	315 °C (599 °F; 588 K) at 760 mmHg[1]
Solubility in water	Insoluble
Solubility	Soluble in EtOH, (C2H5)2O, C6H6, CHCl3[1]
Refractive index (nD)	1.4381 (80 °C)[1]
Structure
Crystal structure	Triclinic (β-form)[4]
Space group	P1 (β-form)[4]
Thermochemistry
Heat capacity (C)	1219.4 J/mol·K (β-form, 281.2 K) 1753.1 J/mol·K (338.8 K)[3][5]
Std molar entropy (S^o298)	1387.4 J/mol·K (liquid)[5]
Std enthalpy of formation (ΔfH^⦵298)	−2468.7 kJ/mol[5]
Std enthalpy of combustion (ΔcH^⦵298)	−31605.9 kJ/mol[5]
Hazards
EU classification (DSD) (outdated)	Xn
R-phrases (outdated)	R20/22
NFPA 704 (fire diamond)	[6] 0 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

1. Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.
2. Hong, Jindui (2010). "Solid−Liquid−Gas Equilibrium of the Ternaries Ibuprofen + Myristic Acid + CO2and Ibuprofen + Tripalmitin + CO2". Journal of Chemical & Engineering Data. 55 (1): 297–302. doi:10.1021/je900342a.
3. Charbonnet, G. H.; Singleton, W. S. (1947). "Thermal properties of fats and oils". Journal of the American Oil Chemists' Society. 24 (5): 140. doi:10.1007/BF02643296. S2CID 101805872.
4. Van Langevelde, A.; Van Malssen, K.; Hollander, F.; Peschar, R.; Schenk, H. (1999). "Structure of mono-acid even-numbered β-triacylglycerols". Acta Crystallographica Section B. 55 (Pt 1): 114–122. doi:10.1107/S0108768198009392. PMID 10927345.
5. Tripalmitin in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD), http://webbook.nist.gov (retrieved 2014-06-19)
6. "MSDS of Trimyristin". http://www.fishersci.ca. Fisher Scientific. Retrieved 2014-06-19. External link in |website= (help)