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GLYCERYL TRIACETATE

CAS:    102-76-1
MF:    C9H14O6
MW:    218.2
EINECS:    203-051-9

Description
Glyceryl triacetate (C8H14O6), also known as 1,2,3-propanetriol triacetate or glyceryl triacetate, is the triester of glycerin and acetic acid. 
Glyceryl triacetate can be prepared by heating glycerin with acetic anhydride alone or in the presence of finely divided potassium hydrogen sulfate. 
Glyceryl triacetate can also be prepared by the reaction of oxygen with a liquid-phase mixture of allyl acetate and acetic acid using a bromide salt as a catalyst.
Glyceryl triacetate is a triester of glycerin and acetic acid that occurs naturally in papaya. 
Glyceryl triacetate is mainly used as a synthetic flavoring agent in ice-creams, nonalcoholic beverages and baked goods. 
Glyceryl triacetate obtained by acetylation of the three hydroxy groups of glycerol. 
Glyceryl triacetate has fungistatic properties (based on release of acetic acid) and has been used in the topical treatment of minor dermatophyte infections.

Glyceryl triacetate is pharmaceutical excipient used in manufacturing of capsules and tablets, and has been used as a humectant, plasticizer, and solvent. 
Glyceryl triacetate is a liquid, and has been approved by the FDA as a food additive. 
Triacetin is a water-soluble short-chain triglyceride that may also have a role as a parenteral nutrient according to animal studies.
Glyceryl triacetate is also used in the perfume and cosmetic industries.
Glyceryl triacetate is the trimester of glycerol and acetic acid and is also known as a triglyceride. 
Glyceryl triacetate is most commonly known as triacetin and glycerin triacetate. 
Glyceryl triacetate is one of the artificial chemical compounds which is commonly used as a food additive, for instance as a solvent in flavorings and for its humectant function. 
Glyceryl triacetate is also a component of casting liquor with TG and as an excipient in pharmaceutical products where it is used as a humectant, a plasticizer, and as a solvent. 
Glyceryl triacetate is a synthetic compound that produces a clear, combustible, and oily liquid with a bitter taste which is used as a food additive.

Glyceryl triacetate 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
FEMA: 2007 | (TRI-)ACETIN
Refractive index: n25/D 1.429-1.431(lit.)
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
Odor: Characteristic odour
Explosive limit: 1.05%, 189°F
Water Solubility: 64.0 g/L (20 ºC)
Merck: 14,9589
JECFA Number: 920
BRN: 1792353
Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
InChIKey: URAYPUMNDPQOKB-UHFFFAOYSA-N
CAS DataBase Reference: 102-76-1(CAS DataBase Reference)
NIST Chemistry Reference: 1,2,3-Propanetriol, triacetate(102-76-1)
EPA Substance Registry System: Glyceryl triacetate (102-76-1)

Glyceryl triacetate has a very faint, fruity odor. 
Glyceryl triacetate has a mild, sweet taste that is bitter above 0.05%.
Colorless liquid; slight fatty odor; bitter taste. 
Slightly soluble in water; very soluble in alcohol, ether, and other organic solvents. 
Combustible.
Glyceryl triacetate is a colorless, viscous liquid with a slightly fatty odor.

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 glycerol triacetate 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.

Use    
Glyceryl triacetate is a colorless, oilyliquid with a slight odor and a bitter taste. 
The compound issoluble in water and miscible with alcohol and most organicsolvents.
The activity of Glyceryl triacetate is a result of the acetic acid releasedby hydrolysis of the compound by esterases presentin the skin. 
Acid release is a self-limiting process becausethe esterases are inhibited below pH 4.
Glyceryl triacetate 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.
Glyceryl triacetate is used in cosmetics, perfumery, and foods as a solvent and as a fixative in the formulation of perfumes and flavors.
Glyceryl triacetate, a component of cigarette filters, induced a contact dermatitis in a worker at a cigarette manufacturers.
Glyceryl triacetate is a colorless, oily liquid of slight fatty odor and bitter taste. 
Glyceryl triacetate is soluble with water and is miscible with alcohol and ether. 
Glyceryl triacetate functions in foods as a humectant and solvent.
As fixative in perfumery; solvent in manufacture of celluloid, photographic films. 
Technical Glyceryl triacetate (a mixture of mono-, di-, and small quantities of triacetin) as a solvent for basic dyes, particularly indulines, and tannin in dyeing.
    
1-As a plasticizer and fragrance fixative, ink solvent, also used in medicine and dye synthesis.
2-As a chromatographic fixative, solvent, toughener and fragrance fixative.
3-Humectants; carrier solvents; plasticizers; Glyceryl triacetate can absorb carbon dioxide from the natural gas.
4-In the production of cosmetics, pharmaceuticals and dyes, plasticizers for cigarette filter rods, and so on.
5-Applied in cosmetics, casting, medicine, dyes and other industries. 
Glyceryl triacetate is non-toxic, non-irritating.
6-As the substrate for the determination of lipase, perfume fixative, solvent, gas chromatographic fixative (maximum temperature of 85 ℃, solvent: methanol, chloroform), separation of gas and aldehyde analysis.

Glyceryl triacetate is used as a food additive and as a solvent in flavorings. 
Glyceryl triacetate acts as an excipient in pharmaceutical products where it is used as a humectant and a plasticizer. 
Glyceryl triacetate is also used as a fuel additive, as an antiknock agent, adhesives and sealant chemicals, fillers, intermediates and process regulators.

Glyceryl triacetate 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. 
Glyceryl triacetate is also a component of casting liquor with TG and as an excipient in pharmaceutical products, where it is used as a humectant, a plasticizer, and as a solvent.
Glyceryl triacetate 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.
Glyceryl triacetate is applied to the filter as a plasticizer.
Glyceryl triacetate has been considered as a possible source of food energy in artificial food regeneration systems on long space missions. 
Glyceryl triacetate is believed to be safe to get over half of one’s dietary energy from triacetin.

The applications of Glyceryl triacetate in the food sector are done in the following industries baked goods, beverages, chewing gum, confectionery, dairy desserts, hard candy. 
In non-food industries, Glyceryl triacetate is widely being used in solvent, fixative, perfumes, printing inks, (non-absorbent surfaces), plasticizer. 
Glyceryl triacetate's high solvency power and low volatility make triacetate a good solvent and fixative for many flavors and fragrances. 
The other applications of Glyceryl triacetate are Plasticizer applied to the cigarette filter, flavor and essence fixative and lubricate in cosmetics, Excipient in pharmaceutical products as a humectant, a plasticizer and a solvent,  fuel additive as an antiknock agent which can reduce engine knocking in gasoline, Fuel additive to improve cold flow and viscosity properties of biodiesel. 
The production process of Glyceryl triacetate is it is produced from a multi-stage reaction involving glycerin, acetic acid, and acetic anhydride as raw material.

Synonyms
triacetin
102-76-1
Glyceryl triacetate
Glycerol triacetate
Enzactin
Glycerin triacetate
Triacetine
Triacetylglycerol
Fungacetin
Glyped
Triacetyl glycerine
Vanay
Kesscoflex TRA
Kodaflex triacetin
1,2,3-Propanetriol, triacetate
1,2,3-triacetoxypropane
Acetin, tri-
propane-1,2,3-triyl triacetate
1,2,3-Propanetriol, 1,2,3-triacetate
Triacetina
Triacetinum
1,2,3-Propanetriol triacetate
Triacetin [INN]
Ujostabil
Estol 1581
FEMA No. 2007
Triacetyl glycerin
Triacetyl glycerol
1,2,3-Propanetriyl triacetate
1,2,3-Triacetylglycerol
2,3-diacetyloxypropyl acetate
Glyceryltriacetate
NSC 4796
Triacetin (USP/INN)
Acetic, 1,2,3-propanetriyl ester
ENZACTIN (TN)
NSC-4796
Ins no.1518
1,2,3-triacetyl-glycerol
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate
Ins-1518
1,2,3-triacetyl-sn-glycerol
CHEBI:9661
XHX3C3X673
E1518
E-1518
NCGC00091612-04
Triacetin (1,2,3Propanetriol triacetate)
DSSTox_CID_6691
DSSTox_RID_78184
DSSTox_GSID_26691
FEMA Number 2007
Triacetine [INN-French]
Triacetinum [INN-Latin]
Triacetina [INN-Spanish]
CAS-102-76-1
HSDB 585
EINECS 203-051-9
TRIACETIN (GLYCEROL TRIACETATE)
BRN 1792353
Triacetin [USP:INN:BAN]
UNII-XHX3C3X673
Enzacetin
Euzactin
Fungacet
Motisil
Blekin
tri-acetin
AI3-00661
CCRIS 9355
Triacetin, CP
Triacetin, FCC
Triacetin, USP
3-Triacetoxypropane
Glycerine triacetate
MFCD00008716
Triacetin, 99%
Spectrum_000881
TRIACETIN [FCC]
TRIACETIN [II]
TRIACETIN [MI]
TRIACETIN [FHFI]
TRIACETIN [HSDB]
TRIACETIN [INCI]
Spectrum2_000939
Spectrum3_001368
Spectrum4_000362
Spectrum5_001376
TRIACETIN [VANDF]
TRIACETIN [MART.]
EC 203-051-9
Triacetin, >=99.5%
SCHEMBL3870
TRIACETIN [USP-RS]
TRIACETIN [WHO-DD]
BSPBio_002896
Glycerol triacetate tributyrin
KBioGR_000823
KBioSS_001361
4-02-00-00253 (Beilstein Handbook Reference)
MLS002152946
1,3-Propanetriol, triacetate
DivK1c_000740
Glyceryl triacetate, >=99%
SPECTRUM1500585
Triacetin, analytical standard
SPBio_000878
Triacetin, 99%, FCC, FG
1,2,3-propanediol triethanoate
CHEMBL1489254
DTXSID3026691
TRIACETIN [EP MONOGRAPH]
FEMA 2007
HMS502E22
KBio1_000740
KBio2_001361
KBio2_003929
KBio2_006497
KBio3_002116
NSC4796
TRIACETIN [USP MONOGRAPH]
NINDS_000740
HMS1921G05
HMS2092O09
HMS2232I22
Pharmakon1600-01500585
Triacetin, >=99%, natural, FG
HY-B0896
ZINC1530705
Tox21_111155
Tox21_201745
Tox21_300111
WLN: 1VO1YOV1 & 1OV1
CCG-39680
LMGL03012615
NSC757364
s4581
Triacetin, 8CI, BAN, INN, USAN
1,2,3-Propanetriol triacetate, 9CI
AKOS009028851
Tox21_111155_1
Glyceryl triacetate, >=99.0% (GC)
NSC-757364
1,3-bis(acetyloxy)propan-2-yl acetate
IDI1_000740
NCGC00091612-01
NCGC00091612-02
NCGC00091612-03
NCGC00091612-05
NCGC00091612-06
NCGC00091612-07
NCGC00091612-09
NCGC00254207-01
NCGC00259294-01
LS-13668
SMR001224538
SBI-0051540.P002
FT-0626753
G0086
EN300-19216
D00384
E 1518
E75962
Q83253
AB00052112_06
A800614
SR-05000002079
J-000781
SR-05000002079-1
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate #
Z104473192
Triacetin, GTA F.G (1,2,3-PROPANETRIOL TRIACETATE)
Triacetin, United States Pharmacopeia (USP) Reference Standard
Triacetin, Pharmaceutical Secondary Standard; Certified Reference Material
1,2,3-Propanetriol triacetate; Glycerol Triacetate, USP Grade(1.03000); TRIACETINE; Glycerol triacetate; Glyceryl triacetate; propane-1,2,3-triyl triacetate

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