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133973

Sigma-Aldrich

Ethyl bromoacetate

reagent grade, 98%

Sinônimo(s):

Bromoacetic acid ethyl ester, Ethyl 2-bromoacetate

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About This Item

Fórmula linear:
BrCH2COOC2H5
Número CAS:
Peso molecular:
167.00
Beilstein:
506456
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

grau

reagent grade

Nível de qualidade

pressão de vapor

2.6 mmHg ( 25 °C)

Ensaio

98%

forma

liquid

índice de refração

n20/D 1.451 (lit.)

pb

159 °C (lit.)

solubilidade

water: insoluble

densidade

1.506 g/mL at 25 °C (lit.)

grupo funcional

bromo
ester

cadeia de caracteres SMILES

CCOC(=O)CBr

InChI

1S/C4H7BrO2/c1-2-7-4(6)3-5/h2-3H2,1H3

chave InChI

PQJJJMRNHATNKG-UHFFFAOYSA-N

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Descrição geral

Ethyl bromoacetate is commonly used in organic synthesis as an alkylating agent and acylation reagent. Ethyl bromoacetate on derivatisation reaction with p-t-butyl calix[4]arene yields 1,3-diester substituted calix[4]arene. It also undergoes Suzuki type cross-coupling reactions with arylboronic acids cocatalyzed by copper(I) oxide.

Aplicação

Ethyl bromoacetate was used to prepare reversibly photoresponsive coumarin-stabilized polymeric nanoparticles in an aqueous medium, which act as a detectable drug carrier.

Pictogramas

FlameSkull and crossbones

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Flam. Liq. 3

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

116.6 °F - closed cup

Ponto de fulgor (°C)

47 °C - closed cup

Equipamento de proteção individual

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


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Gillian McMahon et al.
Talanta, 57(6), 1119-1132 (2008-10-31)
A series of derivatisation reactions between p-t-butyl calix[4]arene and ethyl bromoacetate were carried out in order to prepare 1,3 diester substituted calix[4]arene. Mass spectral data, obtained from direct injection of samples, indicated that the reactions were rich in the desired
Jae Woo Chung et al.
Small (Weinheim an der Bergstrasse, Germany), 8(11), 1693-1700 (2012-03-29)
The ability to create aqueous suspended stable nanoparticles of the hydrophobic homopolymer poly(ϵ-caprolactone) end-functionalized with coumarin moieties (CPCL) is demonstrated. Nanoparticles of CPCL are prepared in a continuous manner using nanoprecipitation. The resulting nanoparticles are spherical in morphology, about 40
Occupational allergic contact dermatitis in a chemist from ethyl bromoacetate and bromoacetonitrile.
B Hernández-Machín et al.
Contact dermatitis, 52(2), 115-116 (2005-02-24)
Xing-xin Liu et al.
Chemical communications (Cambridge, England), (6)(6), 622-623 (2002-07-18)
Copper(I) oxide can effectively co-catalyze the Suzuki type cross-coupling reactions of arylboronic acids with ethyl bromoacetate. As an alternative protocol for introducing the methylenecarboxy group into functionalized molecules, this reaction occurs in the absence of highly toxic thallium compounds or
Yaser A-H Mostafa et al.
Archives of pharmacal research, 31(3), 279-293 (2008-04-15)
Certain new derivatives of 1,2,4-triazolo[1,5-a]pyrimidines were synthesized through the reaction of 1,2,4-triazolo[1,5-a]pyrimidine-7-ol with ethyl bromoacetate to afford the ethyl acetate ester, which upon hydrazinolysis gives the corresponding hydrazide. The hydrazide is the key intermediate which was used for the synthesis

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