Acetic anhydride

Name: Acetic anhydride
Brand: SIAL

ACS reagent grade, ≥98.0%, liquid

Sinónimos:

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

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About This Item

Fórmula lineal:

(CH₃CO)₂O

Número CAS:

108-24-7

Peso molecular:

102.09

NACRES:

NA.21

PubChem Substance ID:

24854587

UNSPSC Code:

12352100

EC Number:

203-564-8

MDL number:

MFCD00008705

Beilstein/REAXYS Number:

385737

Nombre del producto

Acetic anhydride, ACS reagent, ≥98.0%

InChI key

WFDIJRYMOXRFFG-UHFFFAOYSA-N

InChI

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

SMILES string

CC(=O)OC(C)=O

grade

ACS reagent

vapor density

3.5 (vs air)

vapor pressure

10 mmHg ( 36 °C)
4 mmHg ( 20 °C)

assay

≥98.0%

form

liquid

autoignition temp.

629 °F

expl. lim.

10.3 %

impurities

MnO₄^- reducers, passes test

evapn. residue

≤0.003%

refractive index

n20/D 1.390 (lit.)

bp

138-140 °C (lit.)

mp

−73 °C (lit.)

solubility

H₂O: slightly soluble

density

1.08 g/mL (lit.)

anion traces

chloride (Cl^-): ≤5 ppm
phosphate (PO₄^3-): ≤0.001%
sulfate (SO₄^2-): ≤5 ppm

cation traces

Fe: ≤5 ppm
heavy metals: ≤2 ppm

functional group

anhydride
ester

Quality Level

200

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Application

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.

General description

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.

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Danger

Hazard Classifications

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

Clase de almacenamiento

3 - Flammable liquids

wgk

WGK 1

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup

ppe

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)

Nitrated fatty acids: synthesis and measurement.

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

Synthesis of 3,3'-bis(sulfonato)-4,4'-bis(chloroacetamido)azobenzene and cysteine cross-linking for photo-control of protein conformation and activity.

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

Spatial and temporal expression of the 23 murine Prolactin/Placental Lactogen-related genes is not associated with their position in the locus.

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)

Sox11 is required to maintain proper levels of Hedgehog signaling during vertebrate ocular morphogenesis.

Lakshmi Pillai-Kastoori et al.

PLoS genetics, 10(7), e1004491-e1004491 (2014-07-11)

Ocular coloboma is a sight-threatening malformation caused by failure of the choroid fissure to close during morphogenesis of the eye, and is frequently associated with additional anomalies, including microphthalmia and cataracts. Although Hedgehog signaling is known to play a critical

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