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Merck

133973

Ethyl bromoacetate

reagent grade, 98%

Synonyme(s) :

Bromoacetic acid ethyl ester, Ethyl 2-bromoacetate

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A propos de cet article

Formule linéaire :
BrCH2COOC2H5
Numéro CAS:
Poids moléculaire :
167.00
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-290-9
Beilstein/REAXYS Number:
506456
MDL number:
Assay:
98%
Form:
liquid
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grade

reagent grade

Quality Level

vapor pressure

2.6 mmHg ( 25 °C)

assay

98%

form

liquid

refractive index

n20/D 1.451 (lit.)

bp

159 °C (lit.)

solubility

water: insoluble

density

1.506 g/mL at 25 °C (lit.)

functional group

bromo, ester

SMILES string

CCOC(=O)CBr

InChI

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

InChI key

PQJJJMRNHATNKG-UHFFFAOYSA-N

General description

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.

Application

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


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Danger

Hazard Classifications

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

Classe de stockage

3 - Flammable liquids

wgk

WGK 3

flash_point_f

116.6 °F - closed cup

flash_point_c

47 °C - closed cup

ppe

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



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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
Unusual pathway of alkylation of 2-(4-bromobenzylidene)-p-menthan-3-one with ethyl bromoacetate
AI Krivoshei, et al.
Russian Chemical Bulletin, 56, 2506-2509 (2007)
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