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302546

Sigma-Aldrich

Methyl 2-(bromomethyl)acrylate

97%

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About This Item

Fórmula linear:
H2C=C(CH2Br)CO2CH3
Número CAS:
4224-69-5
Peso molecular:
179.01
Beilstein:
1852481
Número MDL:
MFCD00011697
Código UNSPSC:
12162002
ID de substância PubChem:
24858262
NACRES:
NA.23

Ensaio

97%

índice de refração

n20/D 1.490 (lit.)

pb

35-37 °C/1.3 mmHg (lit.)

densidade

1.489 g/mL at 25 °C (lit.)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

COC(=O)C(=C)CBr

InChI

1S/C5H7BrO2/c1-4(3-6)5(7)8-2/h1,3H2,2H3

chave InChI

CFTUQSLVERGMHL-UHFFFAOYSA-N

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Aplicação

Methyl (2-bromomethyl)acrylate (MBrMA) may be used as chain transfer agents in the emulsion polymerization of methyl methacrylate (MMA) and styrene. MBrMA can undergo nucleophilic substitution of carboxylic acid to form methyl 2-(acyloxymethyl)acrylates.

Pictogramas

CorrosionExclamation mark
GHS05,GHS07

Palavra indicadora

Danger

Frases de perigo

H315,H318,H335

Classificações de perigo

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

172.4 °F - closed cup

Ponto de fulgor (°C)

78 °C - closed cup

Equipamento de proteção individual

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

Certificados de análise (COA)

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Bunichiro Yamada, Shuzo Aoki, Radical polymerization and copolymerization of methyl 2-(acyloxymethyl)acrylate as hindered 2-substituted acrylate
Kobatake S, et al.
Polymer, 36(2), 413-419 (1995)
Mukund P Sibi et al.
Tetrahedron, asymmetry, 17(4), 516-519 (2006-06-27)
We have investigated the effect of nitrogen protecting groups in radical addition trapping experiments leading to beta(2)-amino acids. Of the three N-protecting groups examined, the phthalimido group was optimal with respect to both yields and enantioselectivity. Additionally, radical additions to
Use of methyl 2-(bromomethyl) acrylate as a chain-transfer agent to yield functionalized macromonomers via conventional and living radical polymerizations.
Bon, SAF, et al.
Macromolecules, 33(16), 5819-5824 (2000)
Thomas Mendgen et al.
Bioorganic & medicinal chemistry letters, 20(19), 5757-5762 (2010-08-24)
The enzyme MurA performs an essential step in peptidoglycan biosynthesis and is therefore a target for the discovery of novel antibacterial compounds. We report here the inhibition of MurA by natural products from tulips (tulipalines and tuliposides), and the structure-activity
Fabrice Denes et al.
The Journal of organic chemistry, 72(2), 398-406 (2007-01-16)
Enantioenriched 3,4-disubstituted beta-prolines have been prepared with a high diastereocontrol through a carbometalation reaction or through a domino Michael addition/carbometalation reaction.

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