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525073

Sigma-Aldrich

Triacetin

greener alternative

99%

Synonym(s):

1,2,3-Triacetoxypropane, 1,2,3-Triacetylglycerol, Glyceryl triacetate

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About This Item

Linear Formula:
(CH3COOCH2)2CHOCOCH3
CAS Number:
Molecular Weight:
218.20
Beilstein:
1792353
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

7.52 (vs air)

Quality Level

Assay

99%

autoignition temp.

809 °F

expl. lim.

1.05 %, 189 °F
7.73 %, 215 °F

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n25/D 1.429-1.431 (lit.)

bp

258 °C (lit.)

mp

3 °C (lit.)

density

1.16 g/mL at 25 °C (lit.)

functional group

ester

greener alternative category

SMILES string

CC(=O)OCC(COC(C)=O)OC(C)=O

InChI

1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3

InChI key

URAYPUMNDPQOKB-UHFFFAOYSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product can replace highly toxic diluents in membrane preparation and thus aligns with "Less Hazardous Chemical Syntheses". Click here for more information.

Application

Triacetin can be used as:
  • An additive in the preparation of flax fiber-polylactic acid (PLA) composites due to its compatibility with the polymer and ability to increase the elongation of the plastic.
  • A reactant in the transesterification reaction with methanol using various catalysts.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

298.4 °F - closed cup

Flash Point(C)

148 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Transesterification of triacetin with methanol on Nafion
Lopez DE, et al.
J. Catal., 245(2), 381-391 (2007)
Transesterification of triacetin with methanol on solid acid and base catalysts
Lopez DE, et al.
Applied Catalysis A: General, 295(2), 97-105 (2005)
Natural fibres as reinforcement in polylactic acid (PLA) composites
Oksman K, et al.
Composites Science and Technology, 63(9), 1317-1324 (2003)
Reeval Segel et al.
Molecular genetics and metabolism, 103(3), 203-206 (2011-04-09)
Canavan disease (CD MIM#271900) is a rare autosomal recessive neurodegenerative disorder presenting in early infancy. The course of the disease is variable, but it is always fatal. CD is caused by mutations in the ASPA gene, which codes for the
Peethambaran Arun et al.
Journal of neurotrauma, 27(1), 293-298 (2009-10-07)
Patients suffering from traumatic brain injury (TBI) have decreased markers of energy metabolism, including N-acetylaspartate (NAA) and ATP. In the nervous system, NAA-derived acetate provides acetyl-CoA required for myelin lipid synthesis. Acetate can also be oxidized in mitochondria for the

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