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281492

苯甲酰乙酸乙酯

Name: 苯甲酰乙酸乙酯
Brand: ALDRICH

technical grade, 90%

别名:

3-氧代苯丙酸乙酯, 苄酸乙酸乙酯

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关于此项目

线性分子式:

C₆H₅COCH₂COOC₂H₅

化学文摘社编号:

94-02-0

分子量:

192.21

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24856975

EC Number:

202-295-3

Beilstein/REAXYS Number:

389944

MDL number:

MFCD00009196

Assay:

90%

Form:

liquid

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属性

grade

technical grade

Quality Level

100

vapor density

6.6 (vs air)

assay

90%

form

liquid

refractive index

n20/D 1.52 (lit.)

bp

265-270 °C (lit.)

solubility

alcohol: miscible, diethyl ether: miscible, water: insoluble

density

1.11 g/mL at 25 °C (lit.)

functional group

ester, ketone, phenyl

SMILES string

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

说明

General description

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. 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.

Application

Ethyl benzoylacetate was sed in the preparation of:

triazipinones
ethyl 2-fluoro-2-benzolyacetate
1,2,4-triazolo[1,5-a]pyrimidine antibiotic essramycin
benzo[c]furan-4,7-diones
iodonium ylides

Packaging

Packaged in glass bottles

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存储类别

10 - Combustible liquids

wgk

WGK 2

flash_point_f

284.0 °F - closed cup

flash_point_c

140 °C - closed cup

ppe

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

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A short synthesis of the triazolopyrimidine antibiotic essramycin.

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.

Asymmetric synthesis of both enantiomers of fluoxetine via microbiological reduction of ethyl benzoylacetate.

Chenevert R, et al.

Tetrahedron, 48(33), 6769-6776 (1992)

3-Amino-8-hydroxy-4-imino-6-methyl-5-phenyl-4,5-dihydro-3H-chromeno [2,3-d]pyrimidine: an effecient key precursor for novel synthesis of some interesting triazines and triazepines as potential anti-tumor agents.

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

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全球贸易项目编号

货号	GTIN
281492-500ML	04061836691707
281492-5ML	04061836683818
281492-100ML	04061826219768