33214-M

Acetic anhydride

puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99% (GC)

• Synonym(s): Acetanhydride, Acetic acid anhydride, Acetyl acetate, Acetyl anhydride, Ethanoic anhydride
• Linear Formula: (CH₃CO)₂O
• CAS Number: 108-24-7
• Molecular Weight: 102.09
• Beilstein: 385737
• EC Number: 203-564-8
• MDL number: MFCD00008705
• UNSPSC Code: 12352100
• PubChem Substance ID: 329754473
• NACRES: NA.21

Properties

• grade: ACS reagent; puriss. p.a.
• Quality Level: 100
• Agency: USP/NF; reag. ISO; reag. Ph. Eur.
• vapor density: 3.5 (vs air)
• vapor pressure: 10 mmHg ( 36 °C); 4 mmHg ( 20 °C)
• Assay: ≥99% (GC)
• autoignition temp.: 629 °F
• expl. lim.: 10.3 %
• impurities: ≤0.003% non-volatile matter; ≤0.01% KMnO₄ red. matter (as O)
• refractive index: n20/D 1.390 (lit.)
• bp: 138-140 °C (lit.)
• mp: −73 °C (lit.)
• density: 1.08 g/mL (lit.)
• anion traces: chloride (Cl^-): ≤2 mg/kg; phosphate (PO₄^3-): ≤10 mg/kg; sulfate (SO₄^2-): ≤5 mg/kg
• cation traces: Al: ≤0.5 mg/kg; B: ≤0.02 mg/kg; Ba: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.05 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sn: ≤0.1 mg/kg; Zn: ≤0.2 mg/kg
• suitability: passes test for reaction against H₂SO₄
• SMILES string: CC(=O)OC(C)=O
• InChI: 1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3
• InChI key: WFDIJRYMOXRFFG-UHFFFAOYSA-N

Description

General description

Acetic anhydride is a colorless liquid. On dissolution in water, it undergoes solvolysis to afford acetic acid. It is widely employed as acetylation reagent for the acetylation of various alcohols. Wacher process (starting reagent + a ketene) and Knapsack process (starting reagent = acetaldehyde) have been reported for the industrial preparation of acetic anhydride. It is employed as solvent for various organic reactions.

Application

• Insights into the Mechanism of Catalytic Activity of Plasmodium Parasite Malate-Quinone Oxidoreductase.: This study delves into the catalytic mechanisms of malate-quinone oxidoreductase, a target for antimalarial drugs, detailing the role of acetic anhydride in probing the enzyme′s structure and function (Ito et al., 2024).
• Adsorption simulation of 2,4-D pesticide on novel zinc-based 2-amino-4-(1H-1,2,4-triazole-4-yl)benzoic acid coordination complexes using machine learning approach.: Research exploring zinc-based coordination complexes for pesticide adsorption, where acetic anhydride plays a crucial role in the synthesis process, improving adsorption characteristics (Mansab and Rafique, 2024).
• Lysine acetylation of Hsp16.3: Effect on its structure, chaperone function and influence towards the growth of Mycobacterium tuberculosis.: Investigates the impact of lysine acetylation, facilitated by acetic anhydride, on the tuberculosis pathogen, providing insights into bacterial pathogenesis and potential therapeutic targets (Barik et al., 2024).

Safety Information

• Pictograms: GHS02,GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H226,H302,H314,H330
• Precautionary Statements: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 1
• Flash Point(F): 120.2 °F - closed cup
• Flash Point(C): 49 °C - closed cup