Acetic anhydride

Acetic anhydride
Names
	Preferred IUPAC name Acetic anhydride
	Systematic IUPAC name Ethanoic anhydride
	Other names Ethanoyl ethanoate; Acetic acid anhydride; Acetyl acetate; Acetyl oxide; Acetic oxide
Identifiers
CAS Number	108-24-7 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:36610 ;
ChEMBL	ChEMBL1305819;
ChemSpider	7630 ;
ECHA InfoCard	100.003.241
EC Number	203-564-8;
PubChem CID	7918;
RTECS number	AK1925000;
UNII	2E48G1QI9Q ;
UN number	1715
CompTox Dashboard (EPA)	DTXSID0024395 ;
	InChI InChI=1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3 Key: WFDIJRYMOXRFFG-UHFFFAOYSA-N ; InChI=1/C4H6O3/c1-3(5)7-4(2)6/h1-2H3 Key: WFDIJRYMOXRFFG-UHFFFAOYAH;
	SMILES O=C(OC(=O)C)C; CC(=O)OC(=O)C;
Properties
Chemical formula	C4H6O3
Molar mass	102.089 g·mol−1
Appearance	colorless liquid
Density	1.082 g cm−3, liquid
Melting point	−73.1 °C (−99.6 °F; 200.1 K)
Boiling point	139.8 °C (283.6 °F; 412.9 K)
Solubility in water	2.6 g/100 mL, reacts (see text)
Vapor pressure	4 mmHg (20 °C)
Magnetic susceptibility (χ)	-52.8·10−6 cm3/mol
Refractive index (nD)	1.3901
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	−624.4 kJ·mol−1
Pharmacology
Legal status	AU: S6 (Poison); CA: Schedule VI;
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H314, H332
Precautionary statements	P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P370+P378, P403+P235, P405, P501
NFPA 704 (fire diamond)	3 2 1 W
Flash point	49 °C (120 °F; 322 K)
Autoignition; temperature	316 °C (601 °F; 589 K)
Explosive limits	2.7–10.3%
	Lethal dose or concentration (LD, LC):
LC50 (median concentration)	1000 ppm (rat, 4 hr)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 5 ppm (20 mg/m3)
REL (Recommended)	C 5 ppm (20 mg/m3)
IDLH (Immediate danger)	200 ppm
Safety data sheet (SDS)	ICSC 0209
Related compounds
Related acid anhydrides	Propionic anhydride
Related compounds	Acetic acid; Acetyl chloride
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH₃CO)₂O. Commonly abbreviated Ac₂O, it is the simplest isolable anhydride of a carboxylic acid and is widely used 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.

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