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33214

Sigma-Aldrich

Acetic anhydride

puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99% (GC)

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:
Molecular Weight:
102.09
Beilstein/REAXYS Number:
385737
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent
puriss. p.a.

agency

USP/NF
reag. ISO
reag. Ph. Eur.

vapor density

3.5 (vs air)

vapor pressure

10 mmHg ( 36 °C)
4 mmHg ( 20 °C)

assay

≥99% (GC)

autoignition temp.

629 °F

expl. lim.

10.3 %

impurities

≤0.003% non-volatile matter
≤0.01% KMnO4 red. matter (as O)

refractive index

n20/D 1.390 (lit.)

bp

138-140 °C (lit.)

mp

−73 °C (lit.)

density

1.08 g/mL (lit.)

anion traces

chloride (Cl-): ≤2 mg/kg
phosphate (PO43-): ≤10 mg/kg
sulfate (SO42-): ≤5 mg/kg

cation traces

Al: ≤0.5 mg/kg
B: ≤0.02 mg/kg
Ba: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.05 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sn: ≤0.1 mg/kg
Zn: ≤0.2 mg/kg

suitability

passes test for reaction against H2SO4

SMILES string

CC(=O)OC(C)=O

InChI

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

InChI key

WFDIJRYMOXRFFG-UHFFFAOYSA-N

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General description

Acetic anhydride is a colorless liquid. On dissolution in water, it undergoes solvolysis to afford acetic acid. It is widely employed as acetylation reagent 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. It is employed as solvent for various organic reactions.

Application

  • Modification of Quinoa Starches: Acetic anhydride is used to modify the structure of starch molecules, discussing its implications on improving bread quality and food processing (Wang et al., 2024).

Other Notes

The article number 33214-4X2.5L will be discontinued. Please order the single bottle 33214-2.5L which is physically identical with the same exact specifications.
The article number 33214-4X2.5L-M will be discontinued. Please order the single bottle 33214-2.5L-M which is physically identical with the same exact specifications.
The article number 33214-6X1L will be discontinued. Please order the single bottle 33214-1L which is physically identical with the same exact specifications.
The article number 33214-6X1L-M will be discontinued. Please order the single bottle 33214-1L-M which is physically identical with the same exact specifications.

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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

wgk_germany

WGK 1

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup


Certificates of Analysis (COA)

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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)
P Barath et al.
The American journal of pathology, 137(3), 503-509 (1990-09-01)
We used immunohistochemistry to detect tumor necrosis factor (TNF) and in situ hybridization to detect TNF messenger RNA (mRNA) in the intimal mesenchymal-appearing cells and in the medial smooth muscle cells of human atherosclerotic arteries. Medial smooth muscle cells showed
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
Laura Tikker et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 40(45), 8669-8682 (2020-10-14)
Serotonergic neurons in the dorsal raphe (DR) nucleus are associated with several psychiatric disorders including depression and anxiety disorders, which often have a neurodevelopmental component. During embryonic development, GATA transcription factors GATA2 and GATA3 operate as serotonergic neuron fate selectors
Eagleson M.
Concise Encyclopedia Chemistry, 5-5 (1994)

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