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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.)

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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Categorie correlate

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

Certificati d'analisi (COA)

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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)
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
Synthesis and cytotoxicity of 28-carboxymethoxy lupane triterpenoids. Preference of 28-O-acylation over 28-O-alkylation of betulin by ethyl bromoacetate
AA Mar, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 20, 1141-1144 (2009)
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
A M Seldes et al.
Steroids, 39(2), 181-190 (1982-02-01)
Reformatsky reaction of 3beta, 21-diacyloxy-and 3beta-methoxy-21-acyloxy-5-pregnen-20-one with ethyl bromoacetate yields, through an intramolecular 1,2-acyl migration, 38, 20 XI-acyloxy-14alpha-card-5-enolides were converted into the respective 20 XI-hydroxy-14alpha-card-5-enolides and the 14 alpha-carda-5,20(22)-dienolides. Experimental support to the proposed intramolecular 1,2-acyl migration is provided by
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