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425222

Sigma-Aldrich

Ethyl 2-(bromomethyl)acrylate

98%

Synonym(s):

2-(Bromomethyl)acrylic acid ethyl ester, Ethyl α-(bromomethyl)acrylate, Ethyl 2-(bromomethyl)-2-propenoate, Ethyl 2-(bromomethyl)propenoate

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About This Item

Linear Formula:
CH2=C(CH2Br)CO2CH2CH3
CAS Number:
Molecular Weight:
193.04
Beilstein:
970108
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

98%

refractive index

n20/D 1.479 (lit.)

bp

38 °C/0.8 mmHg (lit.)

density

1.398 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

[H]\C([H])=C(\CBr)C(=O)OCC

InChI

1S/C6H9BrO2/c1-3-9-6(8)5(2)4-7/h2-4H2,1H3

InChI key

MTCMFVTVXAOHNQ-UHFFFAOYSA-N

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General description

Ethyl 2-(bromomethyl)acrylate is an allylic alkylating reagent.

Application

It can be employed as an electrophile for various organometallic compounds. The organometallic derivatives of the compound can be used for the synthesis of α-methylene lactones and lactams. It can also be used for the polymerization of functionalized acrylic monomers.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

177.8 °F - closed cup

Flash Point(C)

81 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Ethyl 2?(Bromomethyl) acrylate.
Villieras J, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (1988)

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