acetic anhydride

Also known as ethanoic anhydrate, (CH3CO)2O, acetyl acetate, acetic acid anhydride, acetic oxide, acetyl oxide, ethanoic anhydride, acetanhydride

chemical compound

Chemical data

Formula: C4H6O3
Molecular weight: 102.09 g/mol
IUPAC name: acetyl acetate
SMILES: CC(=O)OC(=O)C
InChIKey: WFDIJRYMOXRFFG-UHFFFAOYSA-N
XLogP: -0.1
Polar surface area: 43.4 Å²
H-bond donors: 0
H-bond acceptors: 3
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: carboxylic anhydride
Has part: carbon
Mass: 102.032
Image: Acetic anhydride.jpg
Autonomy: 316
Has use: reactant

Show 28 more facts

Commons category: Acetic anhydride
immediately dangerous to life or health: 836
thermal conductivity: 0.0002209
boiling point: 139.55
NIOSH Pocket Guide ID: 0003
molar fusion enthalpy: 10.5
density: 1.08
melting point: -73
solubility: 12
vapor pressure: 4
flash point: 120
upper flammable limit: 10.3
lower flammable limit: 2.7
ionization energy: 10.00
described by source: Brockhaus and Efron Encyclopedic Dictionary
time-weighted average exposure limit: 0.5
MCN code: 2915.24.00
ceiling exposure limit: 5
median lethal dose (LD50): 4
short-term exposure limit: 2
canonical SMILES: CC(=O)OC(=O)C
surface tension: 0.03265
dynamic viscosity: 901
chemical formula: C₄H₆O₃
electrical conductivity: 0.00000048
molar enthalpy of vaporization: 276.7
refractive index: 1.3906
electric dipole moment: 2.8

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Encyclopedic overview

Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH3CO)2O. Commonly abbreviated Ac2O, it is one the simplest anhydrides of a carboxylic acid and is widely used in the production of cellulose acetate and heroin, as well as a reagent in organic synthesis. It is a colorless liquid that smells strongly of acetic acid, which is formed by its reaction with moisture in the air.

Structure and properties

Excerpted from Wikipedia’s “acetic anhydride” article, available under the CC BY-SA 4.0 licence.