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133973

Sigma-Aldrich

Ethyl bromoacetate

reagent grade, 98%

Sinonimo/i:

Bromoacetic acid ethyl ester, Ethyl 2-bromoacetate

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About This Item

Formula condensata:
BrCH2COOC2H5
Numero CAS:
105-36-2
Peso molecolare:
167.00
Beilstein:
506456
Numero CE:
203-290-9
Numero MDL:
MFCD00000191
Codice UNSPSC:
12352100
ID PubChem:
24848125
NACRES:
NA.22

Grado

reagent grade

Tensione di vapore

2.6 mmHg ( 25 °C)

Saggio

98%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.451 (lit.)

P. eboll.

159 °C (lit.)

Solubilità

water: insoluble

Densità

1.506 g/mL at 25 °C (lit.)

Gruppo funzionale

bromo

Stringa SMILE

CCOC(=O)CBr

InChI

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

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Descrizione generale

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.

Applicazioni

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

Pittogrammi

FlameSkull and crossbones
GHS02,GHS06

Avvertenze

Danger

Indicazioni di pericolo

H226,H300 + H310 + H330

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

116.6 °F - closed cup

Punto d’infiammabilità (°C)

47 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
STBK8715
STBK2621
MKCN2346
STBJ5511
STBH6211

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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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