91010

Sigma-Aldrich

Glyceryl tributyrate

puriss., ≥98.5% (GC)

Synonym(s):
Glycerol tributyrate, Tributyrin, 1,2,3-Tributyrylglycerol
Linear Formula:
(CH3CH2CH2COOCH2)2CHOCOCH2CH2CH3
CAS Number:
Molecular Weight:
302.36
Beilstein/REAXYS Number:
1714746
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

puriss.

Quality Level

assay

≥98.5% (GC)

refractive index

n20/D 1.435 (lit.)
n20/D 1.435

bp

129-131 °C/0.03 mmHg (lit.)
287-288 °C (lit.)

density

1.032 g/mL at 20 °C (lit.)
1.032 g/mL at 20 °C

SMILES string

CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC

InChI

1S/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H3

InChI key

UYXTWWCETRIEDR-UHFFFAOYSA-N

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Application

Glyceryl tributyrate can be used as:
  • A model compound to study transesterification in vegetable oil for the synthesis of biodiesel catalyzed by the metal-loaded MgAl oxides.
  • A reactant in the synthesis of methyl butanoate by transesterification with methanol using Li-promoted CaO catalysts.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

345.2 °F - closed cup

Flash Point(C)

174 °C - closed cup

Metal-loaded MgAl oxides for transesterification of glyceryl tributyrate and palm oil
Tittabut T and Trakarnpruk W
Industrial & Engineering Chemistry Research, 47(7), 2176-2181 (2008)
Li?CaO catalysed tri-glyceride transesterification for biodiesel applications.
Watkins RS, et al.
Green Chemistry, 6(7), 335-340 (2004)
Lu Han et al.
Journal of agricultural and food chemistry, 59(23), 12635-12642 (2011-11-16)
A kind of low-calorie structured lipid (LCSL) was obtained by interesterification of tributyrin (TB) and methyl stearate (St-ME), catalyzed by a commercially immobilized 1,3-specific lipase, Lipozyme RM IM from Rhizomucor miehei . The condition optimization of the process was conducted...
Aline de Conti et al.
The Journal of nutritional biochemistry, 23(8), 860-866 (2011-09-24)
The chemopreventive effects of tributyrin (TB) and vitamin A (VA), alone or in combination, were investigated during the promotion phase of rat hepatocarcinogenesis. Compared to diethylnitrosamine control rats, TB and TB+VA-treated rats, but not VA-treated rats, presented a lower incidence...
Marco Aurélio Ramirez Vinolo et al.
American journal of physiology. Endocrinology and metabolism, 303(2), E272-E282 (2012-05-25)
The aim of this study was to investigate whether treatment with tributyrin (Tb; a butyrate prodrug) results in protection against diet-induced obesity and associated insulin resistance. C57BL/6 male mice fed a standard chow or high-fat diet were treated with Tb...
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