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Triacetin, also known as glyceryl triacetate or 1,2,3-propanetriol triacetate, is a triester of glycerin and acetic acid. It is a colorless, viscous liquid with a slight fatty odor and a mild, sweet taste that is bitter above 0.05%. Triacetin is soluble in water, very soluble in alcohol, ether, and other organic solvents, and has a very faint, fruity odor. It is combustible and has fungistatic properties due to the release of acetic acid.

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  • 102-76-1 Structure
  • Basic information

    1. Product Name: Triacetin
    2. Synonyms: 1,2,3-propanedioltriacetate;1,2,3-propanedioltriethanoate;2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate;Acetin, tri-;Enzactin;femanumber2007;Fungacetin;Glycerol triacetate tributyrin
    3. CAS NO:102-76-1
    4. Molecular Formula: C9H14O6
    5. Molecular Weight: 218.2
    6. EINECS: 203-051-9
    7. Product Categories: Functional Materials;Plasticizer;Polyalcohol Ethers, Esters (Plasticizer);Biochemicals and Reagents;Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Esters;Glycerolipids;Lipids;Organic Building Blocks;Triacylglycerols;Pharmaceutical intermediates;API intermediate;emulsifier;food additive
    8. Mol File: 102-76-1.mol
    9. Article Data: 104
  • Chemical Properties

    1. Melting Point: 3 °C(lit.)
    2. Boiling Point: 258-260 °C(lit.)
    3. Flash Point: 300 °F
    4. Appearance: Clear colorless/Liquid
    5. Density: 1.16 g/mL at 25 °C(lit.)
    6. Vapor Density: 7.52 (vs air)
    7. Vapor Pressure: 0.0141mmHg at 25°C
    8. Refractive Index: n25/D 1.429-1.431(lit.)
    9. Storage Temp.: Sealed in dry,Room Temperature
    10. Solubility: Soluble in water, miscible with ethanol (96 per cent) and toluene.
    11. Explosive Limit: 1.05%, 189°F
    12. Water Solubility: 64.0 g/L (20 ºC)
    13. Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
    14. Merck: 14,9589
    15. BRN: 1792353
    16. CAS DataBase Reference: Triacetin(CAS DataBase Reference)
    17. NIST Chemistry Reference: Triacetin(102-76-1)
    18. EPA Substance Registry System: Triacetin(102-76-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 23-24/25
    4. WGK Germany: 1
    5. RTECS: AK3675000
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 102-76-1(Hazardous Substances Data)

102-76-1 Usage

Uses

Used in Plasticizer and Fragrance Fixative Industry:
Triacetin is used as a plasticizer and fragrance fixative, ink solvent, and in medicine and dye synthesis.
Used in Chromatographic Fixative Industry:
Triacetin is used as a chromatographic fixative, solvent, toughener, and fragrance fixative.
Used in Humectant and Carrier Solvent Industry:
Triacetin is used as a humectant, carrier solvent, and plasticizer. It can absorb carbon dioxide from natural gas.
Used in Cosmetics, Pharmaceuticals, and Dyes Industry:
Triacetin is used in the production of cosmetics, pharmaceuticals, and dyes, as well as plasticizers for cigarette filter rods. It is non-toxic and non-irritating.
Used in Cosmetics, Casting, Medicine, and Dyes Industry:
Triacetin is applied in cosmetics, casting, medicine, dyes, and other industries.
Used in Gas Chromatographic Fixative Industry:
Triacetin is used as a gas chromatographic fixative (maximum temperature of 85°C, solvent: methanol, chloroform) for the separation of gas and aldehyde analysis.
Used in Food Industry:
Triacetin functions in foods as a humectant and solvent.
Used in Cigarette Filters Industry:
Triacetin, a component of cigarette filters, has been known to induce contact dermatitis in workers at cigarette manufacturers.
Used in Flavoring Agent Industry:
Triacetin is used as a synthetic flavoring agent in ice-creams, nonalcoholic beverages, and baked goods.
Used in Perfumery Industry:
Triacetin is used as a fixative in perfumery and as a solvent in the manufacture of celluloid and photographic films.
Used in Basic Dyes and Tannin Dyeing Industry:
Technical triacetin (a mixture of mono-, di-, and small quantities of triacetin) is used as a solvent for basic dyes, particularly indulines, and tannin in dyeing.
Occurrence:
Triacetin is reported to be found in papaya and 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.

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).

Originator

Enzactin,Ayerst,US,1957

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

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.

Safety

Triacetin 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

storage

Triacetin is stable and should be stored in a well-closed, nonmetallic container, in a cool, dry place.

Incompatibilities

Triacetin is incompatible with metals and may react with oxidizing agents. Triacetin may destroy rayon fabric.

Regulatory Status

GRAS 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.

Check Digit Verification of cas no

The CAS Registry Mumber 102-76-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 2 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 102-76:
(5*1)+(4*0)+(3*2)+(2*7)+(1*6)=31
31 % 10 = 1
So 102-76-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3

102-76-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A17132)  Glycerol triacetate, 99%   

  • 102-76-1

  • 500g

  • 277.0CNY

  • Detail
  • Alfa Aesar

  • (A17132)  Glycerol triacetate, 99%   

  • 102-76-1

  • 2500g

  • 1095.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1410)    pharmaceutical secondary standard; traceable to USP, PhEur

  • 102-76-1

  • PHR1410-1G

  • 718.73CNY

  • Detail
  • USP

  • (1675007)  Triacetin  United States Pharmacopeia (USP) Reference Standard

  • 102-76-1

  • 1675007-1G

  • 4,662.45CNY

  • Detail
  • Aldrich

  • (525073)  Triacetin  99%

  • 102-76-1

  • 525073-1L

  • 953.55CNY

  • Detail
  • Aldrich

  • (525073)  Triacetin  99%

  • 102-76-1

  • 525073-4L

  • 2,515.50CNY

  • Detail
  • Aldrich

  • (525073)  Triacetin  99%

  • 102-76-1

  • 525073-20L

  • 9,477.00CNY

  • Detail
  • Sigma

  • (T5376)  Glyceryltriacetate  ≥99%

  • 102-76-1

  • T5376-500ML

  • 1,105.65CNY

  • Detail
  • Sigma

  • (T5376)  Glyceryltriacetate  ≥99%

  • 102-76-1

  • T5376-1L

  • 2,046.33CNY

  • Detail
  • Sigma-Aldrich

  • (90240)  Glyceryltriacetate  ≥99.0% (GC)

  • 102-76-1

  • 90240-250ML

  • 720.72CNY

  • Detail
  • Sigma-Aldrich

  • (90240)  Glyceryltriacetate  ≥99.0% (GC)

  • 102-76-1

  • 90240-1L

  • 2,160.99CNY

  • Detail

102-76-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name triacetin

1.2 Other means of identification

Product number -
Other names 1,2,3-Propanetriol, triacetate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:102-76-1 SDS

102-76-1Synthetic route

acetic acid
64-19-7

acetic acid

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
at 150℃; for 0.5h;99.5%
zirconium(IV) oxide at 200℃; for 2h; in autoclave;96%
With sulfonated charcoal In benzene for 7h; Heating;94%
acetic anhydride
108-24-7

acetic anhydride

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
yttria-stabilized zirconia In acetonitrile for 8h; Heating;99%
With sodium hydroxide for 0.0166667h; microwave irradiation;99%
With SiO2-supported Co(II) Salen complex catalyst at 50℃; for 0.916667h;99%
ethyl acetate
141-78-6

ethyl acetate

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With C16H25N3O2S Reflux;99%
acetyl chloride
75-36-5

acetyl chloride

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With aluminum oxide at 25℃; for 1h;98%
acetic acid methyl ester
79-20-9

acetic acid methyl ester

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With tetramethylammonium methyl carbonate for 15h; Molecular sieve; Reflux; Green chemistry;98%
acetic anhydride
108-24-7

acetic anhydride

cis-5-hydroxyl-2-phenyl-1,3-dioxane
1708-40-3, 4141-19-9, 4141-20-2

cis-5-hydroxyl-2-phenyl-1,3-dioxane

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With erbium(III) triflate at 20℃; for 0.666667h;94%
oxiranyl-methanol
556-52-5

oxiranyl-methanol

acetic anhydride
108-24-7

acetic anhydride

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With zeolite HY at 20℃; for 11h;85%
acetic anhydride
108-24-7

acetic anhydride

propargyl alcohol
107-19-7

propargyl alcohol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
Multistep reaction.;60%
1,2,3-tribromopropane
96-11-7

1,2,3-tribromopropane

potassium acetate
127-08-2

potassium acetate

A

1-acetoxy-2-bromo-2-propene
63915-88-8

1-acetoxy-2-bromo-2-propene

B

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With acetic acid
1,2,3-tribromopropane
96-11-7

1,2,3-tribromopropane

silver(I) acetate
563-63-3

silver(I) acetate

triacetylglycerol
102-76-1

triacetylglycerol

2-bromo-1,3-propanediol
4704-87-4

2-bromo-1,3-propanediol

silver(I) acetate
563-63-3

silver(I) acetate

acetic acid
64-19-7

acetic acid

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
glycerol monobromohydrin of Fink;
1-acetoxy-2,3-dibromopropane
6308-13-0

1-acetoxy-2,3-dibromopropane

acetic acid
64-19-7

acetic acid

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With potassium acetate
vinyl acetate
108-05-4

vinyl acetate

2-hydroxypropane-1,3-diyl diacetate
105-70-4

2-hydroxypropane-1,3-diyl diacetate

triethylamine
121-44-8

triethylamine

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
at 20℃;
at 20℃;
Ketene
463-51-4

Ketene

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With sulfuric acid
Isopropenyl acetate
108-22-5

Isopropenyl acetate

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With sulfuric acid unter Abdestillieren des entstehenden Acetons;
sodium acetate
127-09-3

sodium acetate

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With hydrogenchloride; acetic acid at 100 - 110℃;
acetic anhydride
108-24-7

acetic anhydride

α-D-GalpA-(1->2)-Glycerol
73777-91-0

α-D-GalpA-(1->2)-Glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With pyridine 1.) hydrolysis; Multistep reaction;
Allyl acetate
591-87-7

Allyl acetate

acetic acid
64-19-7

acetic acid

A

2-hydroxypropane-1,3-diyl diacetate
105-70-4

2-hydroxypropane-1,3-diyl diacetate

B

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With oxygen at 182℃; under 22501.8 Torr; nitrogen atmospherte;
With oxygen under 22501.8 Torr; for 182h; Kinetics; nitrogen atmosphere, other temperature, other pressure;
Allyl acetate
591-87-7

Allyl acetate

acetic acid
64-19-7

acetic acid

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With tellurium oxide; lithium bromide at 120℃; for 20h;11.7 mmol
carbon monoxide
201230-82-2

carbon monoxide

acetic acid
64-19-7

acetic acid

A

acetic acid methyl ester
79-20-9

acetic acid methyl ester

B

ethylene glycol diacetate
111-55-7

ethylene glycol diacetate

C

triacetylglycerol
102-76-1

triacetylglycerol

D

ethyl acetate
141-78-6

ethyl acetate

Conditions
ConditionsYield
With dodecacarbonyl-triangulo-triruthenium; hydrogen at 260℃; under 258400 Torr; for 2h; Rate constant; Product distribution; different reaction conditions;A 139 mmol
B 1.58 mmol
C n/a
D n/a
acetyl chloride
75-36-5

acetyl chloride

glycerol
56-81-5

glycerol

A

2-hydroxypropane-1,3-diyl diacetate
105-70-4

2-hydroxypropane-1,3-diyl diacetate

B

Glycerin-monoacetat
93713-40-7

Glycerin-monoacetat

C

1,2,3-propanetriol 2-acetate
62108-08-1, 100-78-7

1,2,3-propanetriol 2-acetate

D

diacetin
102-62-5

diacetin

E

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With pyridine at 20℃; Product distribution; other acid chlorides;
1,2,3-triacetoxy-2-pivaloylpropane
188637-14-1

1,2,3-triacetoxy-2-pivaloylpropane

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
With 2-methylpropan-2-thiol In toluene at 25℃; deacylation; Photolysis;93 % Chromat.
1,2,3-triacetoxy-2-pivaloylpropane
188637-14-1

1,2,3-triacetoxy-2-pivaloylpropane

A

triacetylglycerol
102-76-1

triacetylglycerol

B

Acetic acid (E)-2-acetoxy-1-acetoxymethyl-vinyl ester

Acetic acid (E)-2-acetoxy-1-acetoxymethyl-vinyl ester

C

acetic acid 2,3-diacetoxy-1,1,2-tris-acetoxymethyl-propyl ester

acetic acid 2,3-diacetoxy-1,1,2-tris-acetoxymethyl-propyl ester

Conditions
ConditionsYield
at 25℃; Disproportionation; deacylation; Photolysis; Title compound not separated from byproducts;A 40 % Chromat.
B n/a
C n/a
hydrogenchloride
7647-01-0

hydrogenchloride

sodium acetate
127-09-3

sodium acetate

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
at 100 - 110℃;
sulfuric acid
7664-93-9

sulfuric acid

acetic acid
64-19-7

acetic acid

glycerol
56-81-5

glycerol

triacetylglycerol
102-76-1

triacetylglycerol

acetic acid
64-19-7

acetic acid

glycerol
56-81-5

glycerol

aluminium sulfate

aluminium sulfate

triacetylglycerol
102-76-1

triacetylglycerol

acetic acid
64-19-7

acetic acid

glycerol
56-81-5

glycerol

potassium disulfate

potassium disulfate

triacetylglycerol
102-76-1

triacetylglycerol

acetic acid
64-19-7

acetic acid

glycerol
56-81-5

glycerol

Twitchell's-reagent

Twitchell's-reagent

triacetylglycerol
102-76-1

triacetylglycerol

Conditions
ConditionsYield
at 100℃;
acetic acid
64-19-7

acetic acid

glycerol
56-81-5

glycerol

A

triacetylglycerol
102-76-1

triacetylglycerol

B

diacetyne

diacetyne

C

monoacetyne

monoacetyne

methanol
67-56-1

methanol

triacetylglycerol
102-76-1

triacetylglycerol

acetic acid methyl ester
79-20-9

acetic acid methyl ester

Conditions
ConditionsYield
With C16H25N3O2S at 23℃; for 24h;99%
at 60℃; for 0.5h;
With 4Zn(2+)*O(2-)*3C14H8O4(2-)*4.2C2H8N2 In toluene at 50℃; for 3h; Activation energy; Catalytic behavior; Reagent/catalyst; Temperature;
triacetylglycerol
102-76-1

triacetylglycerol

acetic acid methyl ester
79-20-9

acetic acid methyl ester

Conditions
ConditionsYield
With C16H25N3O2S In methanol at 23℃; for 24h;99%
triacetylglycerol
102-76-1

triacetylglycerol

1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

A

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

B

(R)-1-phenethyl acetate
16197-92-5

(R)-1-phenethyl acetate

Conditions
ConditionsYield
With Candida antarctica lipase B at 40℃; for 6h; Kinetics; Temperature; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A n/a
B 98%
triacetylglycerol
102-76-1

triacetylglycerol

saccharin
81-07-2

saccharin

C14H15NO7S

C14H15NO7S

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) at 150℃; for 24h; Sealed tube;86%
glycerol dimethacrylate acetate

glycerol dimethacrylate acetate

triacetylglycerol
102-76-1

triacetylglycerol

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

glyceryl tri(methyl)acrylate
7401-88-9

glyceryl tri(methyl)acrylate

Conditions
ConditionsYield
In cyclohexane82%
With hydrogenchloride; lithium bromide In cyclohexane
With hydrogenchloride In cyclohexane
triacetylglycerol
102-76-1

triacetylglycerol

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

4-ethoxyacetanilide
62-44-2

4-ethoxyacetanilide

Conditions
ConditionsYield
sodium methylate In ethylene glycol at 120 - 125℃; for 3h; Conversion of starting material;79%
triacetylglycerol
102-76-1

triacetylglycerol

diacetin
102-62-5

diacetin

Conditions
ConditionsYield
With lipase B from Candida antarctica immobilized on octyl agarose In aq. phosphate buffer at 20℃; for 3h; pH=5.5; Enzymatic reaction;74%
triacetylglycerol
102-76-1

triacetylglycerol

N-methyl-p-toluenesulfonylamide
640-61-9

N-methyl-p-toluenesulfonylamide

C15H21NO6S

C15H21NO6S

Conditions
ConditionsYield
With hafnium(IV) trifluoromethanesulfonate at 120℃; for 14h; Sealed tube;42%
triacetylglycerol
102-76-1

triacetylglycerol

1-Propyl acetate
109-60-4

1-Propyl acetate

Conditions
ConditionsYield
With indium(III) triflate; iron(III) chloride; tris(triphenylphosphine)ruthenium(II) chloride; hydrogen; triphenylphosphine In acetic acid at 180℃; under 37503.8 Torr; for 12h;15%
triacetylglycerol
102-76-1

triacetylglycerol

2-hydroxypropane-1,3-diyl diacetate
105-70-4

2-hydroxypropane-1,3-diyl diacetate

Conditions
ConditionsYield
With methanol at 55℃; for 3h; Kinetics; Reagent/catalyst; Time;13.6%
With thorium dioxide at 460℃;
methanol
67-56-1

methanol

triacetylglycerol
102-76-1

triacetylglycerol

A

acetic acid methyl ester
79-20-9

acetic acid methyl ester

B

glycerol
56-81-5

glycerol

glycerol tristearate
555-43-1

glycerol tristearate

triacetylglycerol
102-76-1

triacetylglycerol

1,3-distearoylglycerol
504-40-5

1,3-distearoylglycerol

Conditions
ConditionsYield
With sodium methylate; xylene und Erwaermen des Reaktionsgemisches mit Glycerin;
trielaidin
537-39-3

trielaidin

triacetylglycerol
102-76-1

triacetylglycerol

2-hydroxy-3-[(9E)-9-octadecenoyloxy]propyl (9E)-9-octadecenoate
98168-52-6

2-hydroxy-3-[(9E)-9-octadecenoyloxy]propyl (9E)-9-octadecenoate

Conditions
ConditionsYield
With sodium methylate; xylene Erwaermen des Reaktionsgemisches mit Glycerin;
ethanol
64-17-5

ethanol

triacetylglycerol
102-76-1

triacetylglycerol

A

ethyl acetate
141-78-6

ethyl acetate

B

glycerol
56-81-5

glycerol

Conditions
ConditionsYield
katalytische Umsetzung;
tridodecanoylglycerol
538-24-9

tridodecanoylglycerol

triacetylglycerol
102-76-1

triacetylglycerol

1,3-dilauroylglycerol
539-93-5

1,3-dilauroylglycerol

Conditions
ConditionsYield
With sodium methylate; xylene anschliessendes Behandeln mit Glycerin bei 60grad;
triacetylglycerol
102-76-1

triacetylglycerol

glyceroltripalmitate
555-44-2

glyceroltripalmitate

hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester
502-52-3

hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester

Conditions
ConditionsYield
With sodium methylate; xylene und Behandeln des Reaktionsgemisches mit Glycerin;
triacetylglycerol
102-76-1

triacetylglycerol

β-1,2,3-tris(heptadecanoyl)glycerol
2438-40-6

β-1,2,3-tris(heptadecanoyl)glycerol

2-hydroxy-1,3-propanediyl heptadecanoate
71431-35-1

2-hydroxy-1,3-propanediyl heptadecanoate

Conditions
ConditionsYield
With sodium methylate; xylene Erwaermen des Reaktionsgemisches mit Glycerin;
triacetylglycerol
102-76-1

triacetylglycerol

tribehenin
18641-57-1

tribehenin

glyceryl 1,3-dibehenate
94201-62-4

glyceryl 1,3-dibehenate

Conditions
ConditionsYield
With sodium methylate; xylene und Erwaermen des Reaktionsgemisches mit Glycerin;
triacetylglycerol
102-76-1

triacetylglycerol

1-hydroxyanthraquinone
129-43-1

1-hydroxyanthraquinone

6-hydroxy-7H-benzo[de]anthracen-7-one
43099-11-2

6-hydroxy-7H-benzo[de]anthracen-7-one

Conditions
ConditionsYield
With sulfuric acid; aniline sulfate at 145℃;
triacetylglycerol
102-76-1

triacetylglycerol

2-chloroanthracene-9,10-dione
131-09-9

2-chloroanthracene-9,10-dione

5-chloro-benz[de]anthracen-7-one
873992-70-2

5-chloro-benz[de]anthracen-7-one

Conditions
ConditionsYield
With sulfuric acid; aniline sulfate at 140℃;

102-76-1Related news

Comparison of Biodiesel Production Scenarios with Coproduction of Triacetin (cas 102-76-1) According to Energy and GHG Emissions08/08/2019

A solution for the limited fossil oil resources could be biodiesel. However, the future of biodiesel is threatened by the use of vegetable oil as biodiesel feedstock and the low economic value of the byproduct glycerol.The use of algal oil as feedstock and triacetin instead of glycerol as byprod...detailed

Plasticization effect of Triacetin (cas 102-76-1) on structure and properties of starch ester film08/07/2019

The aim of this work was to evaluate the plasticizing effect of triacetin on the structure and properties of starch ester film and further establish the structure–property relationships. The presence of triacetin resulted in multiple structure changes of the film. The mobility of macromolecular...detailed

An efficient and sustainable production of Triacetin (cas 102-76-1) from the acetylation of glycerol using magnetic solid acid catalysts under mild conditions08/06/2019

The efficient and selective acetylation of glycerol to produce triacetin is achieved using magnetic solid acids as catalysts. The Fe-based materials including Fe-Sn-Ti (OH)x, Fe-Sn-Ti(SO42−) and Fe-Sn-Ti(SO42−)-t (t represents the temperature for the heating treatment) were successfully prepared...detailed

Quaternary solubility of acetic acid, diacetin and Triacetin (cas 102-76-1) in supercritical carbon dioxide08/05/2019

By a continuous-flow apparatus, quaternary solubility of acetic acid, diacetin, and triacetin in supercritical CO2 was measured at constant flow rate of 180 mL min−1 and temperatures of 313 K, 333 K and 348 K in a pressure range of 70–180 bar. Acetic acid had the highest solubility in scCO2. Th...detailed

102-76-1Relevant articles and documents

Selective esterification of glycerol to bioadditives over heteropoly tungstate supported on Cs-containing zirconia catalysts

Jagadeeswaraiah,Balaraju,Prasad, P.S. Sai,Lingaiah

, p. 166 - 170 (2010)

Esterification of glycerol with acetic acid was carried out over tungstophosphoric acid (TPA) supported on Cs-containing zirconia. The catalysts were prepared by impregnation method and characterized by FT-infrared spectroscopy, X-ray diffraction and temperature program desorption of NH 3. The catalysts exhibited more than 90% conversion within a short reaction time. The catalytic activity depends on the amount of exchangeable Cs with TPA on zirconia, which is in tern related to the acidity of the catalysts. The acidity of the catalysts varied with the presence of residual protons of TPA. The effects of various parameters, such as reaction temperature, catalyst concentration and molar ratio of glycerol to acetic acid, were studied and optimized reaction conditions are established.

Catalytic hydrogenolysis of glycerol into propyl acetate with ruthenium complexes

Xu, Zichen,Gong, Honghui,Chen, Manyu,Luo, Ruihan,Qian, Wei,Peng, Qingpo,Hou, Zhenshan

, (2019)

Ru complexes have been utilized as catalyst precursors for glycerol hydrogenolysis under mild conditions, which gave propyl acetate (PA) as a major product. Notably, the esterification reaction of acetic acid with glycerol can prevent glycerol from polymerization. In(OTf)3 played a critical role in facilitating esterification of glycerol and sequential dehydration, while the Ru complexes' function was hydrogenation. The promoter (FeCl3) can suppress the reduction of Ru complex to Ru particles, improving the catalytic performance. The present catalytic system can give full glycerol conversion and 57% yield of PA. Finally, the reaction pathway was proposed accordingly.

Synthesis of Triacetin and Evaluation on Motor

Lacerda, Claudia V.,Carvalho, Maria J.S.,Ratton, Alice R.,Soares, Itania P.,Borges, Luiz E.P.

, p. 1625 - 1631 (2015)

Triacetin (or glycerol triacetate) was obtained by acetylating the glycerol by-product of biodiesel production process. This procedure is an interesting alternative that follows the principles of green chemistry. In this work, triacetin was synthesized using reactions between glycerol and acetic acid, as well as glycerol and acetic anhydride, using homogeneous and heterogeneous acid catalysis. The goal is to use this product as an additive for biodiesel produced from palm oil, which is a fuel with physical properties that require improvement. The products were characterized by Fourier transform infrared spectroscopy (FTIR), 13C nuclear magnetic resonance (NMR) and gas chromatography (GC). The reaction between glycerol and acetic anhydride was the most effective for obtaining the desired product, with an approximate selectivity of 98percent for triacetin. The triacetin was added to diesel fuel oil and biodiesel in proportions from 5 to 10percent v/v, and the mixtures were tested in an electrical generator. In the test, the engine showed no problems during operation, and incorporating the mixtures did not result in significant consumption. Small reductions were detected in CO, O2 and opacity, but no changes were observed in the emissions of NOx and CO2.

Optimization of N-methyl-N-[tert-butyldimethylsilyl]- trifluoroacetamide as a derivatization agent for determining isotopic enrichment of glycerol in very-low density lipoproteins

Adiels, Martin,Larsson, Thomas,Sutton, Pauline,Taskinen, Marja-Riitta,Boren, Jan,Fielding, Barbara A.

, p. 586 - 592 (2010)

Stable isotope kinetic studies play an important role in the study of very-low density lipoprotein (VLDL) metabolism, including basic and clinical research. Today, [1,1,2,3,3-2H5]glycerol is the most cost-effective alternative to measure glycerol and triglyceride kinetics. Recycling of glycerol from glycolysis and gluconeogenesis may lead to incompletely labelled tracer molecules. Many existing methods for the measurement of glycerol isotopic enrichment involve the production of glycerol derivatives that result in fragmentation of the glycerol molecule after ionization. It would be favourable to measure the intact tracer molecule since incompletely labelled tracer molecules may be measured as fully labelled. The number of methods available to measure the intact tracer in biological samples is limited. The aim of this project was to develop a gas chromatography/mass spectrometry (GC/MS) method for glycerol enrichment that measures the intact glycerol backbone and is suitable for electron ionization (EI), which is widely available. A previously published method for N-methyl-N-[tert-butyldimethylsilyl]trifluoroacetamide (MTBSTFA) derivatization was signifi-cantly improved; we produced a stable derivative and increased recovery 27-fold in standards. We used the optimized MTBSTFA method in VLDL-triglyceride and found that further modification was required to take matrix effects into account. We now have a robust method to measure glycerol isotopic enrichment by GC/EI-MS that can be used to rule out the known problem of tracer recycling in studies of VLDL kinetics. John Wiley & Sons, Ltd.

An efficient and sustainable production of triacetin from the acetylation of glycerol using magnetic solid acid catalysts under mild conditions

Sun, Jinyan,Tong, Xinli,Yu, Linhao,Wan, Jun

, p. 115 - 122 (2016)

The efficient and selective acetylation of glycerol to produce triacetin is achieved using magnetic solid acids as catalysts. The Fe-based materials including Fe-Sn-Ti (OH)x, Fe-Sn-Ti(SO42-) and Fe-Sn-Ti(SO42-)-t (t represents the temperature for the heating treatment) were successfully prepared and employed in the acetylation of glycerol, respectively. As a result, 100% conversion and 99.0% selectivity for triacetin was obtained in the presence of a catalytic amount of Fe-Sn-Ti(SO42-)-400 at 80 °C for 30 min, which exhibits higher catalytic activity than those of some molecular sieves. The magnetic catalytic materials were respectively characterized by XRD, IR, TG-DTG, BET and NH3-TPD techniques. Moreover, the effects of reaction temperature and reaction time in the glycerol acetylation are investigated in detail. Finally, based on the experimental results and reaction phenomena, a possible mechanism for the catalytic reaction is proposed.

Alternative carbon based acid catalyst for selective esterification of glycerol to acetylglycerols

Sánchez, Julián A.,Hernández, Diana L.,Moreno, Jorge A.,Mondragón, Fanor,Fernández, Jhon J.

, p. 55 - 60 (2011)

Carbon-based acid catalysts with porous structure were prepared by sulfonation of carbonized sucrose. The catalysts have an amorphous porous structure with a good acid capacity and high thermal stability. The catalytic activity was evaluated by the esterification of glycerol with acetic acid. The sulfonated carbon catalysts showed that glycerol was completely transformed into a mixture of glycerol esters including a high selectivity of about 50% to triacetylglycerol (TAG).

Synthesis of bio-additives: Acetylation of glycerol over zirconia-based solid acid catalysts

Reddy, Padigapati S.,Sudarsanam, Putla,Raju, Gangadhara,Reddy, Benjaram M.

, p. 1224 - 1228 (2010)

Acetylation of glycerol with acetic acid was investigated over ZrO 2, TiO2-ZrO2, WOx/TiO 2-ZrO2 and MoOx/TiO2-ZrO2 solid acid catalysts to synthesize monoacetin, diacetin and triacetin having interesting applications as bio-additives for petroleum fuels. The prepared catalysts were characterized by means of XRD, BET surface area, ammonia-TPD and FT-Raman techniques. The effect of various parameters such as reaction temperature, molar ratio of acetic acid to glycerol, catalyst wt.% and time-on-stream were studied to optimize the reaction conditions. Among various catalysts investigated, the MoOx/TiO2-ZrO2 combination exhibited highest conversion ( ~ 100%) with best product selectivity, and a high time-on-stream stability.

Design of a highly active silver-exchanged phosphotungstic acid catalyst for glycerol esterification with acetic acid

Zhu, Shanhui,Gao, Xiaoqing,Dong, Fang,Zhu, Yulei,Zheng, Hongyan,Li, Yongwang

, p. 155 - 163 (2013)

A series of highly active, selective, and stable silver-exchanged phosphotungstic acid (AgPW) catalysts were prepared, characterized, and evaluated for bio-derived glycerol esterification with acetic acid to produce valuable biofuel additives. The structures, morphologies, acidities, and water tolerance of these samples were determined by FTIR, Raman, XRD, SEM-EDX, FT-IR of pyridine adsorption, and H2O-TPD. Several typical acidic catalysts were also performed for comparison. Among them, partially silver-exchanged phosphotungstic acid (Ag1PW) presented exceptionally high activity, with 96.8% conversion within just 15 min of reaction time and remarkable stability, due to the unique Keggin structure, high acidity as well as outstanding water-tolerance property. A plausible reaction mechanism was also proposed. In addition, this Ag1PW catalyst exhibited universal significance for esterification, holding great potential for a wide range of other acid-catalyzed reactions.

SO42-/SnO2: Efficient, chemoselective, and reusable catalyst for acylation of alcohols, phenols, and amines at room temperature

Satam, Jitendra R.,Gawande, Manoj B.,Deshpande, Sameer S.,Jayaram, Radha V.

, p. 3011 - 3020 (2007)

SO42-/SnO2 was employed for the acylation of a variety of alcohols, phenols, and amines under solvent-free conditions at room temperature. This method showed preferential selectivity for acetylation of the amino group in the presence of a hydroxyl group. The reported method is simple, mild, and environmentally viable, using several other acid anhydrides at room temperature. Copyright Taylor & Francis Group, LLC.

Heteropolyanion-based ionic liquids: Reaction-induced self-separation catalysts for esterification

Leng, Yan,Wang, Jun,Zhu, Dunru,Ren, Xiaoqian,Ge, Hanqing,Shen, Lei

, p. 168 - 171 (2009)

(Figure Presented) It comes out in the wash: In the esterification of citric acid with n-butanol, heteropolyanion-based ionic liquid (IL) catalysts show high catalytic activity, self-separation, and easy reuse. The good solubility in reactants, nonmiscibility with ester product, and high melting point of the IL catalysts enable the reaction-induced switching from homogeneous (b in the picture) to heterogeneous (c) with subsequent precipitation of the catalyst (d).

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