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Merck

537349

Sigma-Aldrich

乙酰乙酸乙酯

ReagentPlus®, 99%

别名:

EAA, 乙酰乙酸乙酯, 乙酰醋酸乙酯

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About This Item

线性分子式:
CH3COCH2COOC2H5
CAS号:
分子量:
130.14
Beilstein:
385838
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

蒸汽密度

4.48 (vs air)

品質等級

蒸汽壓力

1 mmHg ( 28.5 °C)

產品線

ReagentPlus®

化驗

99%

自燃溫度

580 °F

expl. lim.

9.5 %

bp

181 °C (lit.)

mp

−43 °C (lit.)

溶解度

water: soluble 130 g/L at 20 °C

密度

1.029 g/mL at 20 °C (lit.)

SMILES 字串

CCOC(=O)CC(C)=O

InChI

1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3

InChI 密鑰

XYIBRDXRRQCHLP-UHFFFAOYSA-N

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應用

乙酰乙酸乙酯是一种多功能试剂,可用作烷基化、共轭加成和缩合反应的亲核试剂。其中一些应用有:
  • 在乙酰乙酸乙酯的α-碳上进行烷基化,然后水解和脱羧,即可产生各种甲基酮。
  • 在MgCl2 和吡啶存在时,它还能在α-碳上进行酰化,得到合成重要的中间体。
  • 它可以用于与脂族、芳族和杂芳族醛发生Knoevenagel缩合反应,生成α-亚烷基乙酰乙酸酯。

法律資訊

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

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 1

閃點(°F)

164.3 °F - closed cup

閃點(°C)

73.5 °C - closed cup

個人防護裝備

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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分析证书(COA)

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访问文档库

Ethyl Acetoacetate.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Synthetic Applications of Dealkoxycarbonylations of Malonate Esters, β-Keto Esters, α-Cyano Esters and Related Compounds in Dipolar Aprotic Media-Part II.
Krapcho A P
Synthesis, 1982(11), 893-914 (1982)
Knoevenagel-kondensationen mit titantetrachlorid/base?II: Alkyliden-und arylidenacet-bzw.-nitroessigester bei 0?22?.
Lehnert W
Tetrahedron, 28(3), 663-666 (1972)
Procedures for the acylation of diethyl malonate and ethyl acetoacetate with acid chlorides using tertiary amine bases and magnesium chloride.
Rathke MW and Cowan PJ.
The Journal of Organic Chemistry, 50(15), 2622-2624 (1985)
Gui-Rong Qu et al.
Organic letters, 11(8), 1745-1748 (2009-03-20)
A novel approach to the synthesis of purines bearing functionalized carbon substituents or methyl in position 6 was developed. Under different reaction conditions, 6-halopurine derivatives could react with ethyl acetoacetate efficiently to yield 2-(purin-6-yl)acetoacetic acid ethyl esters, (purin-6-yl)acetates and 6-methylpurines

商品

The Biginelli Reaction is an acid catalyzed, threecomponent reaction between an aldehyde, b-ketoester, and urea that produces tetrahydropyrimidones, which have potential pharmaceutical applications.

The Biginelli Reaction is an acid catalyzed, threecomponent reaction between an aldehyde, b-ketoester, and urea that produces tetrahydropyrimidones, which have potential pharmaceutical applications.

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