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Merck

33214-M

Sigma-Aldrich

Acetic anhydride

puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99% (GC)

Sinónimos:

Acetanhydride, Acetic acid anhydride, Acetyl acetate, Acetyl anhydride, Ethanoic anhydride

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About This Item

Fórmula lineal:
(CH3CO)2O
Número de CAS:
Peso molecular:
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).

signalword

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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