Skip to Content
Merck
All Photos(1)

Documents

8.22278

Sigma-Aldrich

Acetic anhydride

for synthesis

Synonym(s):

Acetic anhydride, Acetyl acetate, Acetyl oxide

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3CO)2O
CAS Number:
Molecular Weight:
102.09
MDL number:
UNSPSC Code:
12352106
EC Index Number:
203-564-8
NACRES:
NA.22

vapor pressure

4 hPa ( 20 °C)

Quality Level

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

InChI

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

InChI key

WFDIJRYMOXRFFG-UHFFFAOYSA-N

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.

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.

Analysis Note

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

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


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service