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Merck

539996

Acetic anhydride

99.5%

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:
108-24-7
Molecular Weight:
102.09
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
24878429
EC Number:
203-564-8
Beilstein/REAXYS Number:
385737
MDL number:
MFCD00008705
Assay:
99.5%

Key Documents

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InChI key

WFDIJRYMOXRFFG-UHFFFAOYSA-N

InChI

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

SMILES string

CC(=O)OC(C)=O

vapor density

3.5 (vs air)

vapor pressure

10 mmHg ( 36 °C), 4 mmHg ( 20 °C)

assay

99.5%

autoignition temp.

629 °F

expl. lim.

10.3 %

refractive index

n20/D 1.390 (lit.)

bp

138-140 °C (lit.)

mp

−73 °C (lit.)

solubility

water: slightly soluble

density

1.08 g/mL (lit.)

functional group

anhydride, ester

Quality Level

200

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General description

Acetic anhydride is a carboxylic acid anhydride commonly used for the acetylation of amines and alcohols. It undergoes exothermic reaction on addition of water to form acetic acid. The photodecomposition of acetic anhydride has been studied over the temperature range from 60-160°C. The impact of treating pine wood with acetic anhydride has been investigated to evaluate the toughness of pine wood.

Application

Acetic anhydride has been used in the preparation of 6-dimethylamino-2,3-naphthalenedicarboxylic anhydride. It has also been used to generate acetate ions during high resolution chemical ionization mass spectrometry (CI-ToFMS) analysis.

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

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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.

Deleterious substance

pdsc

Class I Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

539996-4KG:4548173943848 + 539996-18KG:4548173943817 + 539996-VAR: + 539996-1KG:4548173943824 + 539996-BULK: + 539996-CH: + 539996-25G:4548173943831

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ8067
MKCQ8068
MKCP4624
MKCP1713
MKCP1714

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Photolysis of Acetic Anhydride.
Burwasser H and Taylor HA.
J. Chem. Phys., 23(12), 2295-2299 (1955)
Acetic Anhydride Hydrolysis at High Acetic Anhydride to Water Ratios.
Fritzler BC, et al.
International Journal of Chemical Kinetics, 46(3), 151-160 (2014)
Toughness of pine wood chemically modified with acetic anhydride.
Papadopoulos AN and Tountziarakis P.
European Journal of Wood and Wood Products, 70(1-3), 399-400 (2012)
Acetic anhydride as a synthetic reagent.
Kim DH.
Journal of Heterocyclic Chemistry, 13(2), 179-194 (1976)
Kishore Baathulaa et al.
Nature protocols, 6(12), 1990-1997 (2011-12-03)
Environment-sensitive fluorophores have different quantum yields in different solvents. 6-Dimethylaminonaphthalimide (6-DMN), for example, has a low quantum yield in aqueous solutions, but is highly fluorescent in nonpolar solvents or when bound to hydrophobic sites in proteins or membranes. 6-DMN has
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