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157910

Sigma-Aldrich

Methyl bromoacetate

97%

Sinonimo/i:

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

Formula condensata:
BrCH2COOCH3
Numero CAS:
96-32-2
Peso molecolare:
152.97
Beilstein:
506256
Numero CE:
202-499-2
Numero MDL:
MFCD00000189
Codice UNSPSC:
12352100
ID PubChem:
24849708
NACRES:
NA.22

Livello qualitativo

200

Saggio

97%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.458 (lit.)

P. eboll.

51-52 °C/15 mmHg (lit.)

Densità

1.616 g/mL at 25 °C (lit.)

Gruppo funzionale

bromo
ester

Stringa SMILE

COC(=O)CBr

InChI

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

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Descrizione generale

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

Applicazioni

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

Pittogrammi

Skull and crossbonesCorrosion
GHS06,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H301,H314,H317

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

147.2 °F - closed cup

Punto d’infiammabilità (°C)

64 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
STBF3104V
STBB7312V
STBB7312
S66573-179
S66573

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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)
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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.
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