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TRIACETIN

CAS : 102-76-1 

Formula: C9H14O6
Molecular weight: 218.2039
IUPAC Standard InChI:
InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3


SYNONYM :

Triacetin
Glyceryl triacetate
102-76-1
Glycerol triacetate
Glycerin triacetate
Enzactin
Triacetine

UNII-XHX3C3X673
FEMA No. 2007
HSDB 585
Triacetin (USP/INN)
Acetic, 1,2,3-propanetriyl ester
ENZACTIN (TN)
EINECS 203-051-9
1,2,3-triacetyl-glycerol
TRIACETIN (GLYCEROL TRIACETATE)
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate
BRN 1792353
2,3-diacetyloxypropyl acetate

Spectrum2_000939
Spectrum3_001368
Spectrum4_000362
Spectrum5_001376
ACMC-1C1GI
D0Q6DX
EC 203-051-9
Triacetin, >=99.5%
AC1Q1L9A
SCHEMBL3870
BSPBio_002896
Glycerol triacetate tributyrin
KBioGR_000823
KBioSS_001361
4-02-00-00253 (Beilstein Handbook Reference)
KSC176O0H
MLS002152946
1,3-Propanetriol, triacetate
DivK1c_000740
Glyceryl triacetate, >=99%
SPECTRUM1500585
Triacetin, analytical standard
SPBio_000878
Triacetin, 99%, FCC, FG
CHEMBL1489254
DTXSID3026691
CTK0H6703
FEMA 2007
HMS502E22
KBio1_000740
KBio2_001361
KBio2_003929
KBio2_006497
KBio3_002116
KS-00000YQB

SR-05000002079-1
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate #
Z1258578263
Triacetin, GTA F.G (1,2,3-PROPANETRIOL TRIACETATE)
Triacetin, United States Pharmacopeia (USP) Reference Standard


Triacetylglycerol
Fungacetin
Glyped
Triacetyl glycerine
Vanay
Kesscoflex TRA

1,2,3-triacetyl-sn-glycerol
AI3-00661
CHEBI:9661
XHX3C3X673
Glycerol triacetate (Triacetin)
E1518
C9H14O6
URAYPUMNDPQOKB-UHFFFAOYSA-N
1,3-bis(acetyloxy)propan-2-yl acetate
NCGC00091612-04
Triacetin (1,2,3-Propanetriol triacetate)
DSSTox_CID_6691
DSSTox_RID_78184
DSSTox_GSID_26691
CAS-102-76-1

EBD5636
NSC4796
MolPort-001-787-791
NINDS_000740
Ey x(3/4)<<
HMS1921G05
HMS2092O09
HMS2232I22
Pharmakon1600-01500585
Glycerol triacetate, 99% 500g
HY-B0896
NSC-4796
ZINC1530705
Tox21_111155
Tox21_201745
Tox21_300111
WLN: 1VO1YOV1 & 1OV1
ANW-14741
CCG-39680
LMGL03012615
MFCD00008716
NSC757364
s4581
SBB060703
Triacetin, 8CI, BAN, INN, USAN
1,2,3-Propanetriol triacetate, 9CI
AKOS009028851
Tox21_111155_1
Glyceryl triacetate, >=99.0% (GC)
LS-2356
MCULE-6622854116
NSC-757364
RP27112
RTR-033474
IDI1_000740
NCGC00091612-01
NCGC00091612-02
NCGC00091612-03
NCGC00091612-05
NCGC00091612-06
NCGC00091612-07
NCGC00091612-09
NCGC00254207-01
NCGC00259294-01

1,2,3-Propanetriol, triacetate; Acetin, tri-; Enzactin; Fungacetin; Glycerin triacetate; Glycerol triacetate; Glyceryl triacetate; Glyped; Kesscoflex TRA; Triacetine; Vanay; Kodaflex triacetin; Triacetyl glycerine; Triacetyl glycerin; Triacetyl glycerol; 1,2,3-Propanetriol, 1,2,3-triacetate; NSC 4796; Glycerol, acetylated; 2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate

Kodaflex triacetin
1,2,3-Propanetriol, Triacetate
Acetin, tri-
Triacetina
Triacetinum
1,2,3-triacetoxypropane
1,2,3-Propanetriol triacetate
propane-1,2,3-triyl triacetate
Triacetyl glycerin
Triacetyl glycerol
1,2,3-Propanetriyl triacetate
1,2,3-Triacetylglycerol
Triacetin [INN]
1,2,3-Propanetriol, 1,2,3-triacetate
FEMA Number 2007
Triacetylglycerin
Triacetine [INN-French]
Triacetinum [INN-Latin]
Triacetina [INN-Spanish]
NSC 4796

2-acetyloxy-1-(acetyloxymethyl)ethyl acetate
Estol 1581
Triacetin [USP:INN:BAN]
Enzacetin
Euzactin
Fungacet
Motisil
Blekin
tri-acetin
CCRIS 9355
EOIEyOOEao yen
EOIEy xEao yen
3-Triacetoxypropane
Glycerine triacetate
Triacetin, 99%
Spectrum_000881
AC1L1KKQ
AC1Q1LBU

CJ-05210
CJ-24005
S168
SMR001224538
SBI-0051540.P002
TR-033474
FT-0626753
G0086
ST51046833
EN300-19216
D00384
E 1518
AB00052112_06
SR-05000002079
I14-2610
J-000781

Triacetin, Pharmaceutical Secondary Standard; Certified Reference Material
1,2,3-Propanetriol triacetate; 1,2,3-Triacetoxypropane; 1,2,3-Triacetylglycerol; Glycerol triacetate
InChI=1/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H

Product description
Triacetin is a clear, colourless acetate ester used for example in the manufacture of cigarette
filters. Triacetin is also used for plasticising NBR and cellulose derivatives.


Supply form: water-clear liquid
Health and safety information: Relevant safety data, information and labelling
requirements can be found in Safety Data

Storage stability
Under suitable conditions, Triacetin can be stored for one year.
Triacetin can be stored in a stainless steel tank (V4A; material no. 1.4571 [AISI 316Ti]).
Solubility
Triacetin is readily soluble in aromatic hydrocarbons and most organic solvents. It is insoluble
in aliphatic hydrocarbons, mineral oils, and vegetable and animal oils. Solubility in water is
low.
Packaging
Road tankers
230 kg drums
General properties
The major features of Triacetin are :
• excellent suitability for the solidification of acetyl cellulose fibres for the manufacture of
cigarette filters
• very good dissolving power for a number of organic substances
• good plasticising effect for various plastics such as celluloseacetates or
celluloseacetobutyrates
• good plasticising effect for cellulose-based paints
• good compatibility with natural and synthetic rubber
• good light resistance
Applications
Triacetin is used for the solidification of acetyl cellulose fibres in the manufacture of cigarette
filters. The water content must be kept constant to achieve constant solidification.
Triacetin is also used as a support for flavourings and essences in the food industry and as a
plasticiser for chewing gum.
In technical applications, Triacetin is used for example as a core sand binder in the metal
foundry sector. Another application is inks and printing inks. Triacetin is used as a highlyeffective plasticiser for cellulose-based plastics. 

Applications/uses
Food ingredients
HTF - food/feed/beverage processing
Other-food chemicals
Packaging inks non food contact

General properties: It is water transparent, odorless liquid. It is low viscosity, miscible with organic solvents. It is insoluble in water and vegetable oils.
 It should be stored in a dry and cool place (max. 30 oC). It does not lose its properties for 12 months in its original package. Triacetin is used as a solvent
 and plasticizer.

Uses: It is used in perfumery, tanning, food additives, as a gelatinizing agent, explosives, cosmetics and external medicine. Tiacetin is used as an ingredient in many food and cosmetic products. Its strong solubility and low volatility make it a good solvent and fixative for many flavors and essences. It is a solvent aid in oleoresins, especially in alcohol-free concentrates. One of its most important uses is as a plasticizer in a chewing gum. It is plasticizer and water binder in cigarette films. Food grade triacetin; It is used in animal foods, sweeteners, food grade plasticizer, moisture retainer, color cosmetics / skin care products, as a food additive, food packaging and as a solvent. Triacetin has been considered safe for use in human and animal foods.
1. component of casting liquor used as a plasticizer and solvent ;
2. food additive as humectant ;
3. plasticizer applied to the cigarette filter ;
4. flavor and essence fixative and lubricate in cosmetics ;
5. excipient in pharmaceutical products as a humectant, a plasticzer and a solvent ;
6. fuel additive as an antiknock agent which can reduce engine knocking in gasoline ;
7. fuel additive to improve cold flow and viscosity properties of biodiesel .

Triacetin is 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. It has a role as a plant metabolite, a solvent, a fuel additive, an adjuvant, a food additive carrier, a food emulsifier, a food humectant and an antifungal drug. It derives from an acetic acid.

Features:
Formula: C9H14O6
Boiling point: 258 ° C
Molar mass: 218.21 g / mol
Melting point: 3 ° C

CAS No: 102-76-1

Molar mass: 218.21 gmol − 1
Appearance: Colorless oily liquid
Density: 1.155 g / cm3 [3]
Melting point: 78 ° C (108 ° F; 195 K) at 760 mmHg [2]
Boiling point: 259 ° C (498 ° F; 532 K) at 760 mmHg [2]
pH value: 5.0 - 6.0 (50 g / l, H₂O, 20 ° C)
Vapor pressure: <0.1 hPa (20 ° C)
Resolution: 64 g / l
Viskozite: 23 cP (20 °C)[3]

Storage and Transport Information: + 15 ° C to + 25 ° C

Colorless, odorless oily liquid. It can be mixed with ethanol, ether, benzene, chloroform and other organic solvents, soluble in acetone, insoluble in mineral oil. Slightly soluble in water. 5.9 g / 100 ml water solubility at 25 ° C.
MeSH Entry Terms:
Enzactin
Triacetin
Triacetyl glycerol
Triacetyl-glycerol
Triacetylglycerol

Tri Acetin is a water-transparent, odorless liquid. It is low viscosity, miscible with organic solvents. It is insoluble in water and vegetable oils. It should be stored in a dry and cool place (max. 30 oC). It does not lose its properties for 12 months in its original package. Triacetin is used as a solvent and plasticizer.

Uses: It is used in perfumery, tanning, food additives, as a gelatinizing agent, explosives, cosmetics and external medicine. Tiacetin is used as an ingredient in many food and cosmetic products. Its strong solubility and low volatility make it a good solvent and fixative for many flavors and essences.
 It is a solvent aid in oleoresins, especially in alcohol-free concentrates. One of its most important uses is as a plasticizer in a chewing gum. It is plasticizer and water binder in cigarette films. Food grade triacetin; as food additive in animal foods, sweeteners, food grade plasticizer, moisture retainer, color cosmetics / skin care products,
 It is used in food packaging and as a solvent. Triacetin has been considered safe for use in human and animal foods. Food code E1518.

Usage areas:

As a plasticizer and odor stabilizer, ink solvent, but also in drug and dye synthesis,
As chromatographic fixative, solvent, hardener and odor stabilizer,
Moisturizers; carrier solvents; As a plasticizer (can absorb carbon dioxide from natural gas.)
As a plasticizer for cigarette filter rods in the production of cosmetics, pharmaceuticals and paints,
In cosmetics, casting, medicine, paint and other industries,
Used as substrate for separation of lipase, perfume fixative, solvent, gas chromatographic fixative (85 ℃, solvent: methanol, chloroform maximum temperature), gas and aldehyde analysis.
Industry Uses:

Adhesives and sealant chemicals
Agricultural chemicals (non pesticidal)
Finishing agents
Intermediates
Oxidizing / reducing agents
Paint additives and coating additives not described by other categories
Plasticizers
Processing aids not otherwise listed
Solvents (become part of the product formulation or mixture)
Build
Casting
Refractive coating
Consumer Uses:

Adhesives and sealants
Agricultural products (non-pesticidal)
Construction / building materials (not covered in another group)
Cleaning and care products
Fabric, textile and leather products (not covered in another group)
Food and drink
Food ingredients
Food packaging
Lawn and garden care products
Metal products (not covered in another group)
Non-TSCA use
Paints and coatings
Paper products
Photographic materials, film and photographic chemicals
Plastic and rubber products not elsewhere
Plasticizer
Water purification products

Triacetin (triacetin) is an aromatic chemical compound commonly used as a food additive. For example, it is used as a solvent and moisturizer in sweeteners. It is also used as moisture retainer, plasticizer and solvent auxiliary in pharmaceutical products.

Triacetin (triacetin) (glyceryl triacetate) is used as an ingredient in many food and cosmetic products. Its high solubility and low volatility make triacetin a good solvent and stabilizer for many flavors and odors. One of its main uses is in chewing gum as a plasticizer. The United States Food and Drug Administration has confirmed that triacetin is generally considered safe (GRAS) for use in human food. It is also considered safe for use in animal feed, as an insecticide and in food packaging.

Triacetin (triacetin) can also be used as an anti-knock agent in gasoline, which reduces engine kick and improves the cold and viscosity properties of biodiesel.
Triacetin:

The triglyceride 1, 2, 3-triacetoxypropane is more generally known as triacetin and glycerin triacetate. It is the triester of glycerol and acetylating agents, such as acetic acid and acetic anhydride. It 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. Its high solvency power and low volatility make triacetin a good solvent and fixative for many flavors and fragrances. One of its 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. It is also generally recognized as safe in animal feeds, as a pesticide adjuvant, and in food packaging.

Triacetin is a triester of glycerin and acetic acid. It has been used for over 75 years for a wide range of uses, including cosmetic biocide (most often as a fungicide), plasticizer, solvent in cosmetic formulas, food additive (as a flavoring agent and adjuvant), and as a binder for combustible material in solid-rocket propellants. It is also known as glyceryl triacetate, glycerol triacetate, glycerin triacetate, glycerine triacetate, triacetyl glycerine, acetin-tri, 1,2,3-triacetoxypropane, 1,2,3-propanetriol triacetate, 1,2,3-propanetriyl triacetate, and acetic-1,2,3-prepanetriyl ester [1]. Common trade names include Enzactin, Fungacetin, Glyped, Kesscoflex TRA, and Vanay. It is a colorless, oily liquid that, although is most often synthesized, can be found naturally in cod-liver oil, 
butter, and other fats [2]. Reflecting its chemical nature and its widespread use as a Food and Drug Administration generally recognized as safe (FDA, GRAS) food additive, there is no U.S. Environmental Protection Agency Integrated Risk Information System (U.S. EPA, IRIS) record on triacetin, and no threshold limit values have been established to protect occupationally exposed workers to the compound. The only limitation on triacetin is Good Manufacturing Practice (GMP) requirements set by the FDA [3].

The potential environmental effects of triacetin are of particular interest because it is a high production volume chemical. Japan, the leading producer of triacetin, was estimated to produce 5,000 tons per year (t/yr), compared to the global production of about 10,000 to 50,000 t/yr [4]. One Japanese production site that produced 2,000 t/yr was estimated to release about 1,440 kilograms per year (kg/yr) through wastewater [4]. In the United States, Shackelford and Keith [5] detected triacetin in samples collected from the Tennessee River, but no concentration levels were reported.

Uses
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.
Production
It 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 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).
Toxicity
ADI 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 Properties
Triacetin has a very faint, fruity odor. It has a mild, sweet taste that is bitter above 0.05%.
Chemical Properties
Colorless liquid; slight fatty odor; bitter taste. Slightly soluble in water; very soluble in alcohol, ether, and other organic solvents. Combustible.
Chemical Properties
Triacetin is a colorless, viscous liquid with a slightly fatty odor.
Originator
Enzactin,Ayerst,US,1957
Occurrence
Reported found in papaya.
Uses
Triacetin, a component of cigarette filters, induced a contact dermatitis in a worker at a cigarette manufacturers.
Uses
Triacetin 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.
Uses
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.
Definition
ChEBI: 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 Methods
Triacetin is prepared by the esterification of glycerin with acetic anhydride.
Preparation
By 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 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.
Therapeutic Function
Topical antifungal
Taste threshold values
Sweet and creamy with an oily mouthfeel.
Pharmaceutical Applications
Triacetin 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 allergens
Triacetin is a component of cigarette filters, which induced a contact dermatitis in a worker at a cigarette manufactory.
Clinical Use
Glyceryl 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 Profile
Poison 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.
 

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