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281492

Sigma-Aldrich

苯甲酰乙酸乙酯

technical grade, 90%

别名:

3-氧代苯丙酸乙酯, 苄酸乙酸乙酯

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100 ML
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$447.00

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100 ML
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About This Item

线性分子式:
C6H5COCH2COOC2H5
CAS号:
94-02-0
分子量:
192.21
Beilstein:
389944
EC 号:
202-295-3
MDL编号:
MFCD00009196
UNSPSC代码:
12352100
PubChem化学物质编号:
24856975
NACRES:
NA.22

$112.00

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等级

technical grade

蒸汽密度

6.6 (vs air)

方案

90%

表单

liquid

折射率

n20/D 1.52 (lit.)

沸点

265-270 °C (lit.)

溶解性

alcohol: miscible
diethyl ether: miscible
water: insoluble

密度

1.11 g/mL at 25 °C (lit.)

官能团

ester
ketone
phenyl

SMILES字符串

CCOC(=O)CC(=O)c1ccccc1

InChI

1S/C11H12O3/c1-2-14-11(13)8-10(12)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3

InChI key

GKKZMYDNDDMXSE-UHFFFAOYSA-N

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相关类别

一般描述

Ethyl benzoylacetate is an ester. It undergoes microbial reduction by bakers′ yeast (Saccharomyces cerevisiae), Beauveria sulfurescens or Geotrichum candidum to afford ethyl (S)-3-hydroxy-3-phenylpropionate.[1] It undergoes Claisen condensation reaction with malononitrile to afford 2-cyano-5-phenyl-3,5-dioxopentanonitrile which on cyclization followed by coupling with diazonium salts yields azo derivatives.[2]

应用

Ethyl benzoylacetate was sed in the preparation of:
  • triazipinones[3]
  • ethyl 2-fluoro-2-benzolyacetate[4]
  • 1,2,4-triazolo[1,5-a]pyrimidine antibiotic essramycin[5]
  • benzo[c]furan-4,7-diones[6]
  • iodonium ylides[7]

包装

Packaged in glass bottles

储存分类代码

10 - Combustible liquids

WGK

WGK 2

闪点(°F)

284.0 °F - closed cup

闪点(°C)

140 °C - closed cup

个人防护装备

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
STBL1731
STBK0257
STBJ6759
STBJ2493
STBJ1615

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乙酰乙酸乙酯 ReagentPlus®, 99%

Sigma-Aldrich

537349

乙酰乙酸乙酯

Kuang-Po Chen et al.
Organic & biomolecular chemistry, 7(19), 4074-4081 (2009-09-19)
A manganese(III)-mediated reaction between 2-benzoyl-1,4-benzoquinones and 1,3-dicarbonyl compounds that produces benzo[c]furan-4,7-diones and anthracene-1,4-diones with high chemoselectivity is described. With ethyl butyrylacetate, by changing the solvent, benzo[c]furan-4,7-diones and anthracene-1,4-diones can be generated in high chemoselectivities. With ethyl benzoylacetate, N ,N-dimethyl acetoacetamide
Mohamed G Badrey et al.
Molecules (Basel, Switzerland), 17(10), 11538-11553 (2012-09-29)
A number of interesting heterocycles were prepared through interaction of the intermediate 3-amino-8-hydroxy-4-imino-6-methyl-5-phenyl-4,5-dihydro-3H-chromeno-[2,3-d]pyrimidine (1) and reagents such as hydrazonyl halides 2 to furnish triazine derivatives 4a-l. Reaction of 1 with phenacyl bromide afforded compound 5. Moreover, the title compound 1
Asymmetric synthesis of both enantiomers of fluoxetine via microbiological reduction of ethyl benzoylacetate.
Chenevert R, et al.
Tetrahedron, 48(33), 6769-6776 (1992)
The reaction of ethyl benzoylacetate with malononitrile: a novel synthesis of some pyridazine, pyridazino [2, 3-a] quinazoline and pyrrole derivatives.
Abdelrazek FM, et al.
Tetrahedron, 57(9), 1813-1817 (2001)
Ugo Battaglia et al.
Journal of natural products, 73(11), 1938-1939 (2010-09-15)
A short synthesis of the 1,2,4-triazolo[1,5-a]pyrimidine antibiotic essramycin is described involving condensation of aminoguanidine with ethyl benzoylacetate to give an amino-1,2,4-triazole, followed by condensation with ethyl acetoacetate to form the pyrimidone ring.
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