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TRIACETIN

EC / List no.: 686-191-7
               203-051-9
CAS no.: 102-76-1


About Triacetin:
Triacetin is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 000 to < 100 000 tonnes per annum.
Triacetin is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Colorless, odorless oily liquid. 
Triacetin is miscible with ethanol, ether, benzene, chloroform and other organic solvents, soluble in acetone, insoluble in mineral oil. 
Slightly soluble in water.
25 ° C in water solubility of 5.9g / 100ml. 
Triacetin 1, 2, 3-triacetoxypropane is more generally known as triacetin and glycerin triacetate. 
Triacetin is the triester of glycerol and acetylating agents, such as acetic acid and acetic anhydride. 
Triacetin is a colorless, viscous and odorless liquid with a high boiling point.

Triacetin (glyceryl triacetate) is used as an ingredient in many food and cosmetic products. 
Triacetin high solvency power and low volatility make triacetin a good solvent and fixative for many flavors and fragrances. 
One of Triacetin main uses is as a plasticizer in chewing gum. 
The United States Food and Drug Administration affirmed triacetin as generally recognized as safe (GRAS) for use in human food. 

Consumer Uses:
Triacetin is used in the following products: adhesives and sealants, coating products, polishes and waxes, washing & cleaning products, inks and toners, perfumes and fragrances, air care products, cosmetics and personal care products and fillers, putties, plasters, modelling clay.
Other release to the environment of Triacetin is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use, indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment), outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with high release rate (e.g. release from fabrics, textiles during washing, removal of indoor paints).
Triacetin is a colorless, oily liquid of slight fatty odor and bitter taste. 
Triacetin is soluble with water and is miscible with alcohol and ether. 
Triacetin functions in foods as a humectant and solvent.
As fixative in perfumery; solvent in manufacture of celluloid, photographic films. 
Technical triacetin (a mixture of mono-, di-, and small quantities of triacetin) as a solvent for basic dyes, particularly indulines, and tannin in dyeing.

The plasticizing capabilities of triacetin have been utilized in the synthesis of a biodegradable phospholipid gel system for the dissemination of the cancer drug paclitaxel (PTX).
In the study, triacetin was combined with PTX, ethanol, a phospholipid and a medium chain triglyceride to form a gel-drug complex. 
This complex was then injected directly into the cancer cells of glioma-bearing mice. 
The gel slowly degraded and facilitated sustained release of PTX into the targeted glioma cells.
Triacetin 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.
Triacetin has been considered as a possible source of food energy in artificial food regeneration systems on long space missions.
Triacetin is believed to be safe to get over half of one's dietary energy from triacetin.

Synthesis
As a plasticizer and fragrance fixative, ink solvent, also used in medicine and dye synthesis.
As a chromatographic fixative, solvent, toughener and fragrance fixative.
Humectants; carrier solvents; plasticizers; it can absorb carbon dioxide from the natural gas.
In the production of cosmetics, pharmaceuticals and dyes, plasticizers for cigarette filter rods, and so on.
Applied in cosmetics, casting, medicine, dyes and other industries. Triacetin is non-toxic, non-irritating.
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.

Clinical Use:
Triacetin (Enzactin, Fungacetin) 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 triacetin 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.

Article service life:
Other release to the environment of Triacetin is likely to occur from: indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment) and outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials).
Triacetin can be found in complex articles, with no release intended: vehicles and machinery, mechanical appliances and electrical/electronic products (e.g. computers, cameras, lamps, refrigerators, washing machines).
Triacetin can be found in products with material based on: wood (e.g. floors, furniture, toys), plastic (e.g. food packaging and storage, toys, mobile phones), metal (e.g. cutlery, pots, toys, jewellery), stone, plaster, cement, glass or ceramic (e.g. dishes, pots/pans, food storage containers, construction and isolation material), paper (e.g. tissues, feminine hygiene products, nappies, books, magazines, wallpaper), leather (e.g. gloves, shoes, purses, furniture) and rubber (e.g. tyres, shoes, toys).

Widespread uses by professional workers:
Triacetin is used in the following products: washing & cleaning products, adhesives and sealants, polishes and waxes and cosmetics and personal care products.
Triacetin is used in the following areas: health services and formulation of mixtures and/or re-packaging.
Triacetin is used for the manufacture of: chemicals.
Other release to the environment of Triacetin is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.

Uses at industrial sites:
Triacetin is used in the following products: adhesives and sealants, washing & cleaning products, coating products, inks and toners, cosmetics and personal care products, polymers and perfumes and fragrances.
Triacetin is used in the following areas: formulation of mixtures and/or re-packaging, health services and building & construction work.
Triacetin is used for the manufacture of: chemicals and furniture.
Release to the environment of triacetin can occur from industrial use: in the production of articles, in processing aids at industrial sites, formulation of mixtures, of substances in closed systems with minimal release, as an intermediate step in further manufacturing of another substance (use of intermediates) and as processing aid.
Other release to the environment of Triacetin is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners).

Manufacture:
Release to the environment of Triacetin can occur from industrial use: manufacturing of the substance, formulation of mixtures, for thermoplastic manufacture, of substances in closed systems with minimal release, in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates) and as processing aid.
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.

Production:
Triacetin can be derived from the esterification of glycerol and acetic acid. 
After preheating glycerol to 50-60 ° C, add acetic acid, benzene and sulfuric acid. 
Heat and stir for refluxing dehydration, and recycle the benzene. 
Then add acetic anhydride for heating of 4h. After cooling, the mixture was neutralized with 5% sodium carbonate to pH 7, and the crude layer was dried and the crude oil was dried with calcium chloride. 
Distill under reduced pressure, collect the 128-131 ° C (0.93 kPa) fraction, namely glycerol triacetate.

Content analysis:
Accurately weigh about 1g of the sample, put it into a suitable pressure bottle, add 25 mL of 1mol / L. potassium hydroxide solution and 15 mL of isopropyl alcohol, add stopper, wrap with cloth and put it in a canvas bag. 
Put Triacetin into the water bath of 98 ℃ ± 2 ℃ for 1h, and the water level in the water bath should be slightly higher than the bottle level. 
Take the bottle out from the bag, cool it to room temperature in the air, unfold the cloth and stopper to release the residual pressure in the bottle, and then remove the cloth. 
Add 6 to 8 drops of phenolphthalein test solution (TS-167), apply 0.5mol / L sulfuric acid for titration of excess alkali until the pink could just disappeared.
At the same time, perform a blank test. 
Each mL of 0.5mol / L sulfuric acid is equivalent to 36.37 mg of glyceryl triacetate (C9H14O6).


Triacetin 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)
JECFA Number: 920
Merck : 14,9589
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)

IUPAC NAMES:

1,2,3-Propanetriol triacetate
1,2,3-PROPANETRIOL, TRIACETATE
1,2,3-Propantrioltriacetat
1,2,3-Triacetoxypropane, 
1,2,3-Triacetylglycerol, 
Glyceryl triacetate
1,3-bis(acetyloxy)propan-2-yl acetate
1,3-DIACETYLOXYPROPAN-2-YL ACETATE
1,3-diacetyloxypropan-2-yl acetate
2,3-diacetyloxypropyl acetate
acetic acid 1,2,3-propane triyl ester
propane-1,2,3-triyl triacetate
UNII-XHX3C3X673
Triacetin (USP/INN)
Acetic, 1,2,3-propanetriyl ester
ENZACTIN (TN)
1,2,3-triacetyl-glycerol
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate
1,2,3-triacetyl-sn-glycerol
CHEBI:9661
XHX3C3X673
Glycerol triacetate (Triacetin)
E1518
NSC-4796
MFCD00008716
NCGC00091612-04
Triacetin (1,2,3-Propanetriol triacetate)
DSSTox_CID_6691
E-1518
DSSTox_RID_78184
DSSTox_GSID_26691
Triacetin [INN]
Ujostabil
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]
Enzacetin

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