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242845

Sigma-Aldrich

Acetic anhydride

ACS reagent, ≥98.0%

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Synonym(s):
Acetanhydride, Acetic acid anhydride, Acetyl acetate, Acetyl anhydride, Ethanoic anhydride
Linear Formula:
(CH3CO)2O
CAS Number:
Molecular Weight:
102.09
Beilstein:
385737
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

vapor density

3.5 (vs air)

vapor pressure

10 mmHg ( 36 °C)
4 mmHg ( 20 °C)

Assay

≥98.0%

form

liquid

autoignition temp.

629 °F

expl. lim.

10.3 %

impurities

MnO4- reducers, passes test

evapn. residue

≤0.003%

refractive index

n20/D 1.390 (lit.)

bp

138-140 °C (lit.)

mp

−73 °C (lit.)

solubility

H2O: slightly soluble

density

1.08 g/mL (lit.)

anion traces

chloride (Cl-): ≤5 ppm
phosphate (PO43-): ≤0.001%
sulfate (SO42-): ≤5 ppm

cation traces

Fe: ≤5 ppm
heavy metals: ≤2 ppm

SMILES string

CC(=O)OC(C)=O

InChI

1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3

InChI key

WFDIJRYMOXRFFG-UHFFFAOYSA-N

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This Item
320102539996691275
Acetic anhydride ACS reagent, ≥98.0%

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Acetic anhydride

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Acetic anhydride 99.5%

Sigma-Aldrich

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Acetic anhydride

Acetic anhydride Arxada quality, ≥99.5% (GC)

Sigma-Aldrich

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Acetic anhydride

form

liquid

form

liquid

form

-

form

liquid

refractive index

n20/D 1.390 (lit.)

refractive index

n20/D 1.390 (lit.)

refractive index

n20/D 1.390 (lit.)

refractive index

n20/D 1.390 (lit.)

bp

138-140 °C (lit.)

bp

138-140 °C (lit.)

bp

138-140 °C (lit.)

bp

138-140 °C (lit.)

mp

−73 °C (lit.)

mp

−73 °C (lit.)

mp

−73 °C (lit.)

mp

−73 °C (lit.)

solubility

H2O: slightly soluble

solubility

water: slightly soluble

solubility

water: slightly soluble

solubility

H2O: slightly soluble

General description

Acetic anhydride is an organic solvent. On dissolution in water it undergoes solvolysis to afford acetic acid. It is widely employed 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.

Application

Acetic anhydride has been used as one of the reaction components in the preparation of:
  • 2-acetylamino-5-aminobenzenesulfonic acid
  • 3,3′-bis(sulfonato)-4,4′-bis(chloroacetamido)azobenzene (BSBCA)
  • 10-acetoxy-9-nitro-octadecanoic acid, allyl ester
  • 9-nitro-oleic acid
It may be used for acetylation of anisole over HBEA zeolite in a batch reactor.

Signal Word

Danger

Hazard Statements

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Acetylation of anisole by acetic anhydride over a HBEA zeolite-Origin of deactivation of the catalyst.
Rohan D, et al.
J. Catal., 177(2), 296-305 (1998)
Darcy C Burns et al.
Nature protocols, 2(2), 251-258 (2007-04-05)
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