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Glycerine triacetate E1518 obtained by acetylation of the three hydroxy groups of glycerol.
Glycerine triacetate E1518 has fungistatic properties (based on release of acetic acid) and has been used in the topical treatment of minor dermatophyte infections.
Glycerine triacetate E1518, a component of cigarette filters, induced a contact dermatitis in a worker at a cigarette manufacturers.
CAS: 102-76-1
MF: C9H14O6
MW: 218.2
EINECS: 203-051-9
Synonyms
TRIACETIN;TRIACETIN (C2:0);Triacetyl glycerin;GLYCERIN TRIACETATE;1,3-Diacetyloxypropan-2-yl acetate;propane-1,2,3-triyl triethanoate;Glyceryl triacetate,1,2,3-Triacetoxypropane, 1,2,3-Triacetylglycerol, Glycerol triacetate, Triacetin;Triacetin, 99%, extra pure, Ph Eur, USP, BP
Glycerine triacetate E1518 is the organic compound with the formula C3H5(OCOCH3)3.
Glycerine triacetate E1518 is classified as a triglyceride, i.e., the triester of glycerol with acetic acid.
Glycerine triacetate E1518 is a colorless, viscous, and odorless liquid with a high boiling point and a low melting point.
Glycerine triacetate E1518 has a mild, sweet taste in concentrations lower than 500 ppm, but may appear bitter at higher concentrations.
Glycerine triacetate E1518 is one of the glycerine acetate compounds.
Glycerine triacetate E1518 is an artificial chemical compound, commonly used as a food additive, for instance as a solvent in flavourings, and for its humectant function, with E number E1518 and Australian approval code A1518.
Glycerine triacetate E1518 is also a component of casting liquor with TG.
Glycerine triacetate E1518 can also be used as a fuel additive as an antiknock agent which can reduce engine knocking in gasoline, and to improve cold and viscosity properties of biodiesel.
In a 1994 report released by five top cigarette companies, Glycerine triacetate E1518 was listed as one of the 599 cigarette additives.
Glycerine triacetate E1518 is applied to the filter as a plasticizer.
Because Glycerine triacetate E1518 is in some sense the simplest possible fat, it is being considered a possible source of food energy in artificial food regeneration systems on long space missions.
Glycerine triacetate E1518 is believed to be safe to get over half of one's dietary energy from triacetin.
Glycerine triacetate E1518 is a flavoring agent, adjuvant, formulation aid, humectant, solvent, and vehicle.
As a food additive Glycerine triacetate E1518 has an E number of E1518. One of its main uses is as a plasticizer in chewing gum.
Glycerine triacetate E1518 Chemical Properties
Melting point: 3 °C(lit.)
Boiling point: 258-260 °C(lit.)
density: 1.16 g/mL at 25 °C(lit.)
vapor density: 7.52 (vs air)
vapor pressure: 0.00248 mm Hg @ 250C
refractive index: n25/D 1.429-1.431(lit.)
FEMA: 2007 | (TRI-)ACETIN
Fp: 300 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in water, miscible with ethanol (96 per cent) and toluene.
form: Liquid
color: Clear colorless
PH: 5.0-6.0 (20°C, 50g/L in H2O)
Odor: Characteristic odour
explosive limit: 1.05%, 189°F
biological source: synthetic
Odor Type: fruity
Water Solubility: 64.0 g/L (20 ºC)
Merck: 14,9589
JECFA Number: 920
BRN: 1792353
Henry's Law Constant: 8.0×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Dielectric constant: 7.2（20℃）
Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
Major Application: flavors and fragrances
Cosmetics Ingredients Functions: PLASTICISER SOLVENT FILM FORMING FRAGRANCE ANTIMICROBIAL
InChI: 1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3
InChIKey: URAYPUMNDPQOKB-UHFFFAOYSA-N
LogP: 0.25
CAS DataBase Reference: 102-76-1(CAS DataBase Reference)
NIST Chemistry Reference: Glycerine triacetate E1518 (102-76-1)
EPA Substance Registry System: Glycerine triacetate E1518 (102-76-1)
Uses
Glycerine triacetate E1518 is a colorless, oily liquid of slight fatty odor and bitter taste.
Glycerine triacetate E1518 is soluble with water and is miscible with alcohol and ether.
Glycerine triacetate E1518 functions in foods as a humectant and solvent.
As fixative in perfumery; solvent in manufacture of celluloid, photographic films.
Glycerine triacetate E1518 as a solvent for basic dyes, particularly indulines, and tannin in dyeing.
Pharmaceutical Applications
Glycerine triacetate E1518 is mainly used as a hydrophilic plasticizer in both aqueous and solvent-based polymeric coating of capsules, tablets, beads, and granules; typical concentrations used are 10–35% w/w.
Glycerine triacetate E1518 is used in cosmetics, perfumery, and foods as a solvent and as a fixative in the formulation of perfumes and flavors.
Manufacturing Process
200 grams of allyl acetate, 450 grams of glacial acetic acid and 3.71 grams of cobaltous bromide were charged to the reactor and the mixture was heated to 100°C.
Pure oxygen was then introduced into the reactor below the surface of the liquid reaction mixture at the rate of 0.5 standard cubic feet per hour.
Initially, all of the oxygen was consumed, but after a period of time oxygen introduced into the mixture passed through unchanged.
During the course of the reaction, a small quantity of gaseous hydrogen bromide (a total of 1.9 grams) was introduced into the reaction zone, along with the oxygen.
The reaction was allowed to continue for 6 hours following which the reaction mixture was distilled.
Essentially complete conversion of the allyl acetate took place.
A yield of 116 grams of Glycerine triacetate E1518 was obtained, this being accomplished by distilling the glycerol triacetate overhead from the reaction mixture, at an absolute pressure of approximately 13 mm of mercury.
