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Merck
CN

8.22278

Acetic anhydride

for synthesis

别名:

Acetic anhydride, Acetyl acetate, Acetyl oxide

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线性分子式:
(CH3CO)2O
化学文摘社编号:
108-24-7
分子量:
102.09
UNSPSC Code:
12352106
EC Index Number:
203-564-8
NACRES:
NA.22
MDL number:
MFCD00008705

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产品名称

Acetic anhydride, for synthesis

SMILES string

O(C(=O)C)C(=O)C

InChI

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

InChI key

WFDIJRYMOXRFFG-UHFFFAOYSA-N

grade

synthesis grade

vapor pressure

4 hPa ( 20 °C)

assay

≥98.0% (GC)

form

liquid

autoignition temp.

330 °C

potency

630 mg/kg LD50, oral (Rat)
4320 mg/kg LD50, skin (Rabbit)

expl. lim.

2.0-10.2 % (v/v)

pH

3 (20 °C, 10 g/L in H2O)

mp

-73 °C

transition temp

flash point 49 °C

density

1.08 g/cm3 at 20 °C

storage temp.

2-30°C

Quality Level

200

Analysis Note

Assay (GC, area%): ≥ 98.0 % (a/a)
Density (d 20 °C/ 4 °C): 1.080 - 1.082
Identity (IR): passes test

Application

Acetic anhydride is used:
  • In the solvent free acylation of 2-methylfuran to 2-acetyl-5-methylfuran in presence of hydroxide fluorides catalyst.
  • As a catalyst in the synthesis of 3-arylideneisobenzofuran-1(3H)-one derivatives from phthalic anhydride and quinoline derivatives.
  • In the preparation of hyperbranched poly ethoxy siloxanes by condensation reaction with tetra ethoxy silane in presence of an organotitanium catalyst.

General description

Acetic anhydride is a widely used reagent in organic synthesis. The reagent is effective for acetylating alcohols, amines, and thiols. Additionally, it is used in various named reactions such as the Pummerer reaction, the Perkin reaction, the Polonovski reaction, the N-oxide reaction, and the Thiele reaction. Acetic anhydride is an effective reagent during oxidation of alcohols, dehydration, ether cleavage, enol acetate formation, and gem-diacetate formation.

signalword

Danger

Hazard Classifications

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

存储类别

3 - Flammable liquids

wgk

WGK 1

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup

法规信息

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Inorganic hydroxide fluorides as solid catalysts for acylation of 2-methylfuran by acetic anhydride
Frouri F, et al.
Applied Catalysis. B, Environmental, 168, 515-523 (2015)
Acetic Anhydride
Regina Zibuck
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
One-pot synthesis of hyperbranched polyethoxysiloxanes
Zhu X, et al.
Macromolecules, 39(5), 1701-1708 (2016)

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