320102
Acetic anhydride
≥99%, liquid, ReagentPlus®
동의어(들):
Acetanhydride, Acetic acid anhydride, Acetyl acetate, Acetyl anhydride, Ethanoic anhydride
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제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
(CH3CO)2O
CAS 번호:
Molecular Weight:
102.09
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
203-564-8
MDL number:
Beilstein/REAXYS Number:
385737
Assay:
≥99%
Form:
liquid
제품 이름
Acetic anhydride, ReagentPlus®, ≥99%
vapor density
3.5 (vs air)
Quality Level
vapor pressure
10 mmHg ( 36 °C), 4 mmHg ( 20 °C)
product line
ReagentPlus®
assay
≥99%
form
liquid
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
SMILES string
CC(=O)OC(C)=O
InChI
1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3
InChI key
WFDIJRYMOXRFFG-UHFFFAOYSA-N
General description
Acetic anhydride participates in the Friedel-Craft′s intramolecular cyclization reaction of cyclopropyl ketones to afford the tetralones. It has been reported to promote the Knoevenagel condensation of various aldehydes and activated methylene compounds.
Acetic anhydride is a carboxylic acid anhydride commonly used as an acetylating agent for amines and alcohols.
Application
Acetic anhydride was used in the following studies:
- Lipozyme TL IM (commercial immobilized lipase from Thermomyces lanuginosus) catalyzed acetylation of essential clove oil.
- As acetyl donor to investigate the lipase catalyzed acetylation of nanofibrillated cellulose (NFC).
- Synthesis of N-substituted pyrazolines.
- Acetylation of Barnyardgrass (Echinochloa crus-galli) starch.
Acetic anhydride may be used as a reactant to synthesize:
- 3-acetoxybenzoic acid by reacting with 3-hydroxybenzoic acid
- 6-dimethylamino-2,3-naphthalenedicarboxylic anhydride, a precursor to prepare 6-dimethylaminonaphthalimide
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
저장 등급
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
문서
Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.
Mojca Božič et al.
Carbohydrate polymers, 125, 340-351 (2015-04-11)
The acetylation efficiency of nanofibrillated cellulose (NFC) with acetic anhydride as acetyl donor was studied using lipase from Aspergillus niger in a mixture of dimethyl sulphoxide (DMSO) and phosphate buffer solution at ambient conditions and in supercritical carbon dioxide (scCO2).
Yohei Ogiwara et al.
The Journal of organic chemistry, 80(6), 3101-3110 (2015-02-18)
The combination of a catalytic amount of InCl3 and acetic anhydride remarkably promotes the Knoevenagel condensation of a variety of aldehydes and activated methylene compounds. This catalytic system accommodates aromatic aldehydes containing a variety of electron-donating and -withdrawing groups, heteroaromatic
Semi-synthesis and proteasome inhibition of D-ring deoxy analogs of (-)-epigallocatechin gallate (EGCG), the active ingredient of green tea extract.
Huo C, et al.
Journal of Chemistry, 86(6), 495-502 (2008)