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320102

Sigma-Aldrich

乙酸酐

ReagentPlus®, ≥99%

别名:

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

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About This Item

线性分子式:
(CH3CO)2O
CAS号:
108-24-7
分子量:
102.09
Beilstein:
385737
EC號碼:
203-564-8
MDL號碼:
MFCD00008705
分類程式碼代碼:
12352100
PubChem物質ID:
24859248
NACRES:
NA.21

蒸汽密度

3.5 (vs air)

品質等級

200

蒸汽壓力

10 mmHg ( 36 °C)
4 mmHg ( 20 °C)

產品線

ReagentPlus®

化驗

≥99%

形狀

liquid

自燃溫度

629 °F

expl. lim.

10.3 %

折射率

n20/D 1.390 (lit.)

bp

138-140 °C (lit.)

mp

−73 °C (lit.)

溶解度

water: slightly soluble

密度

1.08 g/mL (lit.)

官能基

anhydride
ester

SMILES 字串

CC(=O)OC(C)=O

InChI

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

InChI 密鑰

WFDIJRYMOXRFFG-UHFFFAOYSA-N

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相关类别

一般說明

乙酸酐可参与环丙基酮的Friedel-Crafts′分子内环化反应，生成四氢萘酮。据报道，其可促进多种醛与活化亚甲基化合物的Knoevenagel缩合。
乙酸酐是一种酸酐，其通常被用作胺和醇的乙酰化试剂。

應用

乙酸酐可用于以下研究：
  • Lipozyme TL IM（来自嗜热单胞菌的市售固定化脂肪酶）可催化丁香油的乙酰化。
  • 作为乙酰基供体，对脂肪酶催化的纳米原纤化纤维素（NFC）的乙酰化进行研究。
  • N-取代吡唑啉的合成。
  • 稗草（Echinochloa crus-galli）淀粉的乙酰化反应。
乙酸酐可用作合成以下物质的反应物：
  • 3-乙酰氧基苯甲酸（通过与3-羟基苯甲酸反应生成）
  • 6-二甲基氨基-2,3-萘二甲酸酐（制备6-二甲基氨基萘酰亚胺的前体）

法律資訊

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

訊號詞

Danger

危險分類

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

儲存類別代碼

3 - Flammable liquids

水污染物質分類（WGK）

WGK 1

閃點（°F）

120.2 °F - closed cup

閃點（°C）

49 °C - closed cup

個人防護裝備

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

从最新的版本中选择一种：

分析证书(COA)

Lot/Batch Number
STBK5431
STBK2228
STBK0644
SHBM1367
STBJ5344

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Supelco

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Acetic Anhydride

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)
Josiane Bartz et al.
Food chemistry, 178, 236-242 (2015-02-24)
Barnyardgrass (Echinochloa crus-galli) is an invasive plant that is difficult to control and is found in abundance as part of the waste of the paddy industry. In this study, barnyardgrass starch was extracted and studied to obtain a novel starch
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Bioorganicheskaia khimiia, 40(4), 503-512 (2015-04-23)
The pyrazole analogues of podophyllotoxin were synthesized by the chalcone route. This route attracts the attention because of its simple operating conditions and easy availability ofthe chemicals. Initially, benzylide-neacetophenones (chalcones) were prepared in high yields by Claisen-Schmidt reaction of acetophenones
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Friedel–Crafts Acylation

The Friedel–Crafts acylation is the reaction of an arene with acyl chlorides or anhydrides using a strong Lewis acid catalyst. This reaction proceeds via electrophilic aromatic substitution to form monoacylated products.

Friedel–Crafts Acylation

The Friedel–Crafts acylation is the reaction of an arene with acyl chlorides or anhydrides using a strong Lewis acid catalyst. This reaction proceeds via electrophilic aromatic substitution to form monoacylated products.

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