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Dokumente

157910

Sigma-Aldrich

Methylbromacetat

97%

Synonym(e):

2-Bromoacetic acid methyl ester, Bromoacetic acid methyl ester, Carbomethoxymethyl bromide, Methyl α-bromoacetate, Methyl 2-bromoacetate, Methyl 2-bromoethanoate

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About This Item

Lineare Formel:
BrCH2COOCH3
CAS-Nummer:
96-32-2
Molekulargewicht:
152.97
Beilstein:
506256
EG-Nummer:
202-499-2
MDL-Nummer:
MFCD00000189
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24849708
NACRES:
NA.22

Assay

97%

Form

liquid

Brechungsindex

n20/D 1.458 (lit.)

bp

51-52 °C/15 mmHg (lit.)

Dichte

1.616 g/mL at 25 °C (lit.)

SMILES String

COC(=O)CBr

InChI

1S/C3H5BrO2/c1-6-3(5)2-4/h2H2,1H3

InChIKey

YDCHPLOFQATIDS-UHFFFAOYSA-N

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Allgemeine Beschreibung

Methyl bromoacetate is an α-bromo ester. Reactions of the methyl bromoacetate with conjugate base of (methylmethoxycarbene)pentacarbonylchromium(0) yields alkylated carbene complexes.

Anwendung

Methyl bromoacetate was used in the synthesis of novel coumarins. It was also employed in the synthesis of cis-cyclopropanes.

Piktogramme

Skull and crossbonesCorrosion
GHS06,GHS05

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1C - Skin Sens. 1

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

147.2 °F - closed cup

Flammpunkt (°C)

64 °C - closed cup

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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Yasameen K Al-Majedy et al.
Molecules (Basel, Switzerland), 19(8), 11791-11799 (2014-08-12)
Some novel coumarins were synthesized starting from 4-hydroxycoumarin and methyl bromoacetate. The structures of the newly obtained compounds were confirmed by elemental analysis, mass, IR and NMR spectra.
One-pot method for stereoselective cyclopropanation of electron-deficient olefins with methyl bromoacetate and phenacyl bromide in the presence of triphenylarsine.
Ren Z, et al.
Synthesis, 2005(16), 2718-2722 (2005)
Reactions of conjugate bases of metal carbene complexes with expoxides and with a-bromo esters.
Casey CP and Anderson RL.
Journal of Organometallic Chemistry, 73(2), C28-C30 (1974)
Hailemichael Ayalew et al.
Polymers, 11(4) (2019-04-13)
Deprotonation-induced conductivity shift of poly(3,4-ethylenedixoythiophene)s (PEDOTs) in aqueous solutions is a promising platform for chemical or biological sensor due to its large signal output and minimum effect from material morphology. Carboxylic acid group functionalized poly(Cn-EDOT-COOH)s are synthesized and electrodeposited on
Josef Dib et al.
Journal of mass spectrometry : JMS, 50(2), 407-417 (2015-03-25)
AdipoR agonists are small, orally active molecules capable of mimicking the protein adiponectin, which represents an adipokine with antidiabetic and antiatherogenic effects. Two adiponectin receptors were reported in the literature referred to as adipoR1 and adipoR2. Activation of these receptors

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