ChemicalBook > Product Catalog > Flavors and fragrances > Synthetic fragrances > Carboxylic acids and esters > Other carboxylate > Triacetin
Basic information Chemical properties Uses Production Content analysis Toxicity Safety Related Supplier
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 n
- Flash point:300 °F
- solubility Soluble in water, miscible with ethanol (96 per cent) and toluene.
- form Liquid
- color Clear colorless
- OdorCharacteristic odour
- explosive limit1.05%, 189°F
- Water Solubility 64.0 g/L (20 ºC)
- Merck 14,9589
- JECFA Number920
- BRN 1792353
- Stability:Stable. Incompatible with strong oxidizing agents. Combustible.
- CAS DataBase Reference102-76-1(CAS DataBase Reference)
- NIST Chemistry Reference1,2,3-Propanetriol, triacetate(102-76-1)
- EPA Substance Registry SystemGlyceryl triacetate (102-76-1)
Triacetin Usage And Synthesis
- Chemical propertiesColorless, odorless oily liquid. It 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.
- 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. This product 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.
- ProductionIt 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 analysisAccurately 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 it 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).
- ToxicityADI is not subject to special provisions (FAO / WHO, 2001).
GR.AS (FDA, § 182.1901, 2000).
LD50 3000mg / kg (rat, oral).
- Description§ 184.1901(a) Triacetin (C8H14O6), also known as 1,2,3-propanetriol triacetate or glyceryl triacetate, is the triester of glycerin and acetic acid. Triacetin can be prepared by heating glycerin with acetic anhydride alone or in the presence of finely divided potassium hydrogen sulfate. It 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.
- Chemical PropertiesTriacetin has a very faint, fruity odor. It has a mild, sweet taste that is bitter above 0.05%.
- Chemical PropertiesColorless liquid; slight fatty odor; bitter taste. Slightly soluble in water; very soluble in alcohol, ether, and other organic solvents. Combustible.
- Chemical PropertiesTriacetin is a colorless, viscous liquid with a slightly fatty odor.
- OccurrenceReported found in papaya.
- UsesTriacetin, a component of cigarette filters, induced a contact dermatitis in a worker at a cigarette manufacturers.
- UsesTriacetin is a colorless, oily liquid of slight fatty odor and bitter taste. It is soluble with water and is miscible with alcohol and ether. It functions in foods as a humectant and solvent.
- UsesAs 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.
- DefinitionChEBI: A triglyceride obtained by acetylation of the three hydroxy groups of glycerol. It has fungistatic properties (based on release of acetic acid) and has been used in the topical treatment of minor dermatophyte infections.
- Production MethodsTriacetin is prepared by the esterification of glycerin with acetic anhydride.
- PreparationBy direct reaction of glycerol with acetic acid in the presence of Twitchell’s reagent, or in benzene solution of glycerol and boiling acetic acid in the presence of a cationic resin (Zeo-Karb H) pretreated with dilute H2SO4.
- Manufacturing Process200 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.
- Therapeutic FunctionTopical antifungal
- Taste threshold valuesSweet and creamy with an oily mouthfeel.
- Pharmaceutical ApplicationsTriacetin 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.
Triacetin is used in cosmetics, perfumery, and foods as a solvent and as a fixative in the formulation of perfumes and flavors.
- Contact allergensTriacetin is a component of cigarette filters, which induced a contact dermatitis in a worker at a cigarette manufactory.
- Clinical UseGlyceryl triacetate (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.
- Safety ProfilePoison by ingestion. Moderately toxic by intraperitoneal, subcutaneous, and intravenous routes. An eye irritant. Combustible when exposed to heat, flame, or powerful oxidizers. To fight fire, use alcohol foam, water, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
- SafetyTriacetin is used in oral pharmaceutical formulations and is
generally regarded as a relatively nontoxic and nonirritant material
at the levels employed as an excipient.
LD50 (dog, IV): 1.5 g/kg
LD50 (mouse, IP): 1.4 g/kg
LD50 (mouse, IV): 1.6 g/kg
LD50 (mouse, oral): 1.1 g/kg
LD50 (mouse, SC): 2.3 g/kg
LD50 (rabbit, IV): 0.75 g/kg
LD50 (rat, IP): 2.1 g/kg
LD50 (rat, oral): 3 g/kg
LD50 (rat, SC): 2.8 g/kg
- storageTriacetin is stable and should be stored in a well-closed, nonmetallic container, in a cool, dry place.
- IncompatibilitiesTriacetin is incompatible with metals and may react with oxidizing agents. Triacetin may destroy rayon fabric.
- Regulatory StatusGRAS listed. Accepted in Europe as a food additive in certain applications. Included in the FDA Inactive Ingredients Database (oral capsules and tablets and gels). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.
Triacetin Preparation Products And Raw materials
- ALPHA-D-CELLOBIOSE OCTAACETATE 1,2,3,4,6-Penta-O-acetyl-b-D-glucopyranose Tributyrin MONOLAURIN Triethoxyvinylsilane Monostearin Diacetin, mixed isomers, tech. ca 50%, remainder triacetin + monoacetin Triacetin TRIOLEIN Nitroglycerin Glycerol Glyceryl Monooleate PHOSPHOGLYCOLIC ACID Glyceryl behenate Tripropionin Benzyltriethylammonium chloride Monoacetin TRIGLYCERIDE REAGENT
- Company Name:YIXING TIANYUAN CHEMICAL CO.,LTD. Gold
- Tel:13806155779 0510-87551598-
- Company Name:Spectrum Chemical Manufacturing Corp. Gold
- Company Name:Shanghai Aladdin Bio-Chem Technology Co.,LTD Gold
- Tel:400-620-6333 021-20337333-801
- Company Name:JOBACHEM Trading (Suzhou) Co.,Ltd. Gold
- Company Name:J & K SCIENTIFIC LTD.
- Tel:400-666-7788 010-82848833-