8.22278

Acetic anhydride

for synthesis

• Synonym(s): Acetic anhydride, Acetyl acetate, Acetyl oxide
• Linear Formula: (CH₃CO)₂O
• CAS Number: 108-24-7
• Molecular Weight: 102.09
• MDL number: MFCD00008705
• UNSPSC Code: 12352106
• EC Index Number: 203-564-8
• NACRES: NA.22

Properties

• vapor pressure: 4 hPa ( 20 °C)
• Quality Level: 200
• Assay: ≥98.0% (GC)
• form: liquid
• autoignition temp.: 330 °C
• potency: 630 mg/kg LD₅₀, oral (Rat); 4320 mg/kg LD₅₀, skin (Rabbit)
• expl. lim.: 2.0-10.2 % (v/v)
• pH: 3 (20 °C, 10 g/L in H₂O)
• mp: -73 °C
• transition temp: flash point 49 °C
• density: 1.08 g/cm³ at 20 °C
• storage temp.: 2-30°C
• SMILES string: O(C(=O)C)C(=O)C
• InChI: 1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3
• InChI key: WFDIJRYMOXRFFG-UHFFFAOYSA-N

Description

General description

Acetic anhydride is a widely used reagent in organic synthesis. The reagent is effective for acetylating alcohols, amines, and thiols. Additionally, it is used in various named reactions such as the Pummerer reaction, the Perkin reaction, the Polonovski reaction, the N-oxide reaction, and the Thiele reaction. Acetic anhydride is an effective reagent during oxidation of alcohols, dehydration, ether cleavage, enol acetate formation, and gem-diacetate formation.[1]

Application

Acetic anhydride is used:

• In the solvent free acylation of 2-methylfuran to 2-acetyl-5-methylfuran in presence of hydroxide fluorides catalyst.[2]
• As a catalyst in the synthesis of 3-arylideneisobenzofuran-1(3H)-one derivatives from phthalic anhydride and quinoline derivatives.
• In the preparation of hyperbranched poly ethoxy siloxanes by condensation reaction with tetra ethoxy silane in presence of an organotitanium catalyst.[3]

Analysis Note

Assay (GC, area%): ≥ 98.0 % (a/a)
Density (d 20 °C/ 4 °C): 1.080 - 1.082
Identity (IR): passes test

Safety Information

• Pictograms: GHS02,GHS05,GHS06
• 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