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242845

Sigma-Aldrich

Acetic anhydride

ACS reagent, ≥98.0%

Sinônimo(s):

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

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About This Item

Fórmula linear:
(CH3CO)2O
Número CAS:
Peso molecular:
102.09
Beilstein:
385737
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.21

grau

ACS reagent

Nível de qualidade

densidade de vapor

3.5 (vs air)

pressão de vapor

10 mmHg ( 36 °C)
4 mmHg ( 20 °C)

Ensaio

≥98.0%

Formulário

liquid

temperatura de autoignição

629 °F

Lim. expl.

10.3 %

Impurezas

MnO4- reducers, passes test

resíduo de evaporação

≤0.003%

índice de refração

n20/D 1.390 (lit.)

p.e.

138-140 °C (lit.)

pf

−73 °C (lit.)

solubilidade

H2O: slightly soluble

densidade

1.08 g/mL (lit.)

traços de ânion

chloride (Cl-): ≤5 ppm
phosphate (PO43-): ≤0.001%
sulfate (SO42-): ≤5 ppm

traços de cátion

Fe: ≤5 ppm
heavy metals: ≤2 ppm

grupo funcional

anhydride
ester

cadeia de caracteres SMILES

CC(=O)OC(C)=O

InChI

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

chave InChI

WFDIJRYMOXRFFG-UHFFFAOYSA-N

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Descrição geral

Acetic anhydride is an organic solvent. On dissolution in water it undergoes solvolysis to afford acetic acid. It is widely employed 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.

Aplicação

Acetic anhydride has been used as one of the reaction components in the preparation of:
  • 2-acetylamino-5-aminobenzenesulfonic acid
  • 3,3′-bis(sulfonato)-4,4′-bis(chloroacetamido)azobenzene (BSBCA)
  • 10-acetoxy-9-nitro-octadecanoic acid, allyl ester
  • 9-nitro-oleic acid
It may be used for acetylation of anisole over HBEA zeolite in a batch reactor.

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

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

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

120.2 °F - closed cup

Ponto de fulgor (°C)

49 °C - closed cup

Equipamento de proteção individual

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


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Acetylation of anisole by acetic anhydride over a HBEA zeolite-Origin of deactivation of the catalyst.
Rohan D, et al.
J. Catal., 177(2), 296-305 (1998)
Steven R Woodcock et al.
Free radical biology & medicine, 59, 14-26 (2012-12-04)
Nitrated fatty acids are the product of nitrogen dioxide reaction with unsaturated fatty acids. The discovery of peroxynitrite and peroxidase-induced nitration of biomolecules led to the initial reports of endogenous nitrated fatty acids. These species increase during ischemia/reperfusion, but concentrations
Darcy C Burns et al.
Nature protocols, 2(2), 251-258 (2007-04-05)
This protocol describes a procedure for the synthesis of 3,3'-bis(sulfonato)-4,4'-bis(chloroacetamido)azobenzene (BSBCA), a water-soluble, thiol-reactive, photo-switchable cross-linker. In addition, a protocol is outlined for installing the cross-linker in an intramolecular fashion onto proteins bearing two surface-exposed Cys residues. BSBCA is designed
David G Simmons et al.
BMC genomics, 9, 352-352 (2008-07-30)
The Prolactin (PRL) hormone gene family shows considerable variation among placental mammals. Whereas there is a single PRL gene in humans that is expressed by the pituitary, there are an additional 22 genes in mice including the placental lactogens (PL)
Maciej Podgórski
Dental materials : official publication of the Academy of Dental Materials, 27(8), 748-754 (2011-04-26)
In this study acetyloxypropylene dimethacrylate was synthesized and proposed as an alternative monomer for triethyleneglycol dimethacrylate (TEGDMA) in dental mixtures. The monomer was prepared by the reaction of glycerol dimethacrylate with acetic anhydride. The exchange reaction was carried out in

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