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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:
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.

Signal Word

Danger

Hazard Statements

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)

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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
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)
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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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
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)

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