Acetic Anhydride

Base Information

• Chemical Name: Acetic Anhydride
• CAS No.: 108-24-7
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• Hs Code.: 29152400
• European Community (EC) Number: 203-564-8,694-162-5,694-163-0
• ICSC Number: 0209
• UN Number: 1715
• UNII: 2E48G1QI9Q
• DSSTox Substance ID: DTXSID0024395
• Nikkaji Number: J2.417A
• Wikipedia: Acetic anhydride
• Wikidata: Q407775
• NCI Thesaurus Code: C76285
• Metabolomics Workbench ID: 45015
• ChEMBL ID: CHEMBL1305819
• Mol file: 108-24-7.mol

Synonyms:acetic anhydride;acetic anhydride, 3H-labeled

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Chemical Property of Acetic Anhydride

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 5.94mmHg at 25°C
• Melting Point: -73.1 °C
• Refractive Index: n20/D 1.390(lit.)
• Boiling Point: 141.137 °C at 760 mmHg
• Flash Point: 54.444 °C
• PSA: 43.37000
• Density: 1.073 g/cm³
• LogP: 0.09600
• Water Solubility.: REACTS
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 102.031694049
• Heavy Atom Count: 7
• Complexity: 83.1
• Transport DOT Label: Corrosive Flammable Liquid

Purity/Quality:

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R10:; R20/21:; R34:
• Safety Statements: S26:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Acid Anhydrides, Other
• Canonical SMILES: CC(=O)OC(=O)C
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: Lachrymation. The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation may cause asthma-like reactions.
• Effects of Long Term Exposure: Inhalation may cause asthma-like reactions (RADS).

Technology Process of Acetic Anhydride

There total 505 articles about Acetic Anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

acetic acid (64-19-7,77671-22-8) + N,N,N',N'-tetraethyl-P-(trichloromethyl)phosphonoimidic diamide (77339-54-9) → chloroform (67-66-3,8013-54-5) + N,N,N',N'-tetraethylphosphoric triamide (38590-11-3) + acetic anhydride (108-24-7)

Guidance literature:

In diethyl ether; for 3h; Ambient temperature;

Reference yield: 70.0%

acetoxyacetic acid (13831-30-6) + acetonitrile (75-05-8,26809-02-9) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + acetic anhydride (108-24-7) + acetic acid (64-19-7,77671-22-8) + Essigsaeure-(diacetylamino)methylester (84785-16-0) + Acetoxyessigsaeure-acetoxymethylester (84785-15-9) + Essigsaeure-methylester (84785-17-1)

Guidance literature:

With triethylamine; Mechanism; Product distribution; Ambient temperature; electrolysis;

Reference yield: 50.0%

O-acetyl S,S-dipropyl phosphorodithioite (84103-77-5) → mixed anhydride of acetic and trichloroacetic acids (32676-68-9) + dipropyl phosphorochloridodithioite (4104-04-5) + acetic anhydride (108-24-7) + trichloroacetic acid anhydride (4124-31-6)

Guidance literature:

With trifluoroacetyl chloride; for 1h; Ambient temperature;

upstream raw materials:

thiophene

chloroform

diacetyl peroxide

pyridine

Downstream raw materials:

ethylene glycol diacetate

diethyleneglycol diacetate

butane-1,4-diol diacetate

4-(4-acetoxybutoxy)butyl acetate

Refernces

• 1、 Gregorio, Francesco Di,Marconi, Walter,Caglioti, Luciano. "Mono- and Polyanhydride Formation by Reaction of 2,2,4,4,6,6-Hexachlorotriazaphosphorine with Carboxylic Acids under Mild Conditions". . p. 4569 - 4570. Retrieved 1981.
• 2、 Dacey,Coffin. "-". . p. 315. Retrieved 1939.
• 3、 Cade,Gerrard. "-". . p. 2030,2033. Retrieved 1954.
• 4、 Espinoza, C.,Contreras, N.,Berros, C.,Salazar, R.. "Degradation of a veterinary pharmaceutical product in water by electro-oxidation using a BDD anode". . p. 2507 - 2511. Retrieved 2014.
• 5、 Weinshenker,Shen. "-". . p. 3281,3282, 3283. Retrieved 1972.
• 6、 Orlando, John J.,Tyndall, Geoffrey S.. "The atmospheric oxidation of ethyl formate and ethyl acetate over a range of temperatures and oxygen partial pressures". . p. 397 - 413. Retrieved 2010.
• 7、 Nakamura, Shigeaki. "Infrared Study of the Surface Reaction of Gaseous Sulphuryl Chloride with Metal Carboxylates". . p. 1 - 4. Retrieved 1983.
• 8、 Jeffery,Satchell. "-". . p. 1876. Retrieved 1962.
• 9、 Bawn,Williamson. "-". . p. 721,732. Retrieved 1951.
• 10、 Matsuo, Kazuhiro,Urabe, Kazuo,Izumi, Yusuke. "ELECTROPHILIC ADDITION REACTIONS TO PHENYLACETYLENE CATALYZED BY HETEROPOLY ACID". . p. 1315 - 1316. Retrieved 1981.