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蒸汽密度
4.48 (vs air)
质量水平
蒸汽压
1 mmHg ( 28.5 °C)
产品线
ReagentPlus®
方案
99%
自燃温度
580 °F
expl. lim.
9.5 %
沸点
181 °C (lit.)
mp
−43 °C (lit.)
溶解性
water: soluble 130 g/L at 20 °C
密度
1.029 g/mL at 20 °C (lit.)
官能团
ester
ketone
SMILES字符串
CCOC(=O)CC(C)=O
InChI
1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3
InChI key
XYIBRDXRRQCHLP-UHFFFAOYSA-N
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应用
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。
法律信息
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
储存分类代码
10 - Combustible liquids
WGK
WGK 1
闪点(°F)
164.3 °F - closed cup
闪点(°C)
73.5 °C - closed cup
个人防护装备
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
从最新的版本中选择一种：
分析证书(COA)
Lot/Batch Number
Ethyl Acetoacetate.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Knoevenagel-kondensationen mit titantetrachlorid/base?II: Alkyliden-und arylidenacet-bzw.-nitroessigester bei 0?22?.
Lehnert W
Tetrahedron, 28(3), 663-666 (1972)
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)
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, three-component reaction between an aldehyde, b-ketoester, and urea that produces tetrahydropyrimidones, which have potential pharmaceutical applications.
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