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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:
17435-72-2
Molecular Weight:
193.04
Beilstein/REAXYS Number:
970108
MDL number:
MFCD00031518
UNSPSC Code:
12162002
PubChem Substance ID:
24866620
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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

177.8 °F

flash_point_c

81 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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

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