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Merck

133973

Sigma-Aldrich

Ethylbromacetat

reagent grade, 98%

Synonym(e):

Bromoacetic acid ethyl ester, Ethyl 2-bromoacetate

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About This Item

Lineare Formel:
BrCH2COOC2H5
CAS-Nummer:
Molekulargewicht:
167.00
Beilstein:
506456
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualität

reagent grade

Dampfdruck

2.6 mmHg ( 25 °C)

Assay

98%

Form

liquid

Brechungsindex

n20/D 1.451 (lit.)

bp

159 °C (lit.)

Löslichkeit

water: insoluble

Dichte

1.506 g/mL at 25 °C (lit.)

SMILES String

CCOC(=O)CBr

InChI

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

InChIKey

PQJJJMRNHATNKG-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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

Piktogramme

FlameSkull and crossbones

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

116.6 °F - closed cup

Flammpunkt (°C)

47 °C - closed cup

Persönliche Schutzausrüstung

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


Analysenzertifikate (COA)

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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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