133973
Ethyl bromoacetate
reagent grade, 98%
Synonym(s):
Bromoacetic acid ethyl ester, Ethyl 2-bromoacetate
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About This Item
Linear Formula:
BrCH2COOC2H5
CAS Number:
Molecular Weight:
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
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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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Flam. Liq. 3
Storage Class
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