Skip to Content
Merck
All Photos(1)

Key Documents

8.22278

Sigma-Aldrich

Acetic anhydride

for synthesis

Synonym(s):

Acetic anhydride, Acetyl acetate, Acetyl oxide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3CO)2O
CAS Number:
108-24-7
Molecular Weight:
102.09
MDL number:
MFCD00008705
UNSPSC Code:
12352106
EC Index Number:
203-564-8
NACRES:
NA.22
Pricing and availability is not currently available.

grade

for synthesis

Quality Level

200

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

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

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.[1]

Application

Acetic anhydride is used:
  • In the solvent free acylation of 2-methylfuran to 2-acetyl-5-methylfuran in presence of hydroxide fluorides catalyst.[2]
  • 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.[3]

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

H226 - H302 - H314 - H330

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

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)

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

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