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33214-M

Sigma-Aldrich

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

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About This Item

Linear Formula:
(CH3CO)2O
CAS Number:
Molecular Weight:
102.09
Beilstein/REAXYS Number:
385737
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent
puriss. p.a.

Quality Level

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 (PO43-): ≤10 mg/kg
sulfate (SO42-): ≤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

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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).

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Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup


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P Barath et al.
The American journal of pathology, 137(3), 503-509 (1990-09-01)
We used immunohistochemistry to detect tumor necrosis factor (TNF) and in situ hybridization to detect TNF messenger RNA (mRNA) in the intimal mesenchymal-appearing cells and in the medial smooth muscle cells of human atherosclerotic arteries. Medial smooth muscle cells showed

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