Tripalmitin

Tripalmitin
	Skeletal formula of tripalmitin
Names
	Systematic IUPAC name Propane-1,2,3-triyl tri(hexadecanoate)
	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/cm3 (70 °C)
Melting point	44.7–67.4 °C (112.5–153.3 °F; 317.8–340.5 K)
Boiling point	315 °C (599 °F; 588 K) ; at 760 mmHg
Solubility in water	Insoluble
Solubility	Soluble in EtOH, (C2H5)2O, C6H6, CHCl3
Refractive index (nD)	1.4381 (80 °C)
Structure
Crystal structure	Triclinic (β-form)
Space group	P1 (β-form)
Thermochemistry
Heat capacity (C)	1219.4 J/mol·K (β-form, 281.2 K); 1753.1 J/mol·K (338.8 K)
Std molar; entropy (S⦵298)	1387.4 J/mol·K (liquid)
Std enthalpy of; formation (ΔfH⦵298)	−2468.7 kJ/mol
Std enthalpy of; combustion (ΔcH⦵298)	−31605.9 kJ/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H411
Precautionary statements	P273, P391, P501
NFPA 704 (fire diamond)	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

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

References

1 2 3 4 Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.
↑ 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.
1 2 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.
1 2 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. Bibcode:1999AcCrB..55..114V. doi:10.1107/S0108768198009392. PMID 10927345.
1 2 3 4 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) (retrieved 2014-06-19)
↑ "MSDS of Trimyristin". fishersci.ca. Fisher Scientific. Retrieved 2014-06-19.

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[crc-1] 1 2 3 4 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.

[spring-3] 1 2 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.

[iucr-4] 1 2 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. Bibcode:1999AcCrB..55..114V. doi:10.1107/S0108768198009392. PMID 10927345.

[nist-5] 1 2 3 4 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) (retrieved 2014-06-19)

[fca-6] "MSDS of Trimyristin". fishersci.ca. Fisher Scientific. Retrieved 2014-06-19.

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v t e Types of lipids
General	Saturation: Saturated fat Unsaturated fat Monounsaturated fatty acid Polyunsaturated fatty acid Essential fatty acid Other: Fat Oil
Geometry	Trans fat Omega−3 fatty acid Omega−6 fatty acid Omega−7 fatty acid Omega−9 fatty acid
Eicosanoids	Arachidonic acid Prostaglandins Prostacyclin Thromboxane Leukotrienes
Fatty acids	Caprylic acid Capric acid Lauric acid Myristic acid Palmitic acid Stearic acid Arachidic acid Behenic acid Lignoceric acid
Glycerides	Monoglyceride Diglyceride Triglyceride Triheptanoin Trimyristin Tripalmitin Tristearin Trilinolein Triolein
Phospholipids	Phosphatidylserine Phosphatidylinositol Phosphatidyl ethanolamine Cardiolipin Dipalmitoylphosphatidylcholine
Sphingolipids	Ceramide
Steroids	Cholesterol Corticosteroids Sex steroids Secosteroids

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References