588466
Methyl α-bromoacrylate
95%
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About This Item
Empirical Formula (Hill Notation):
C4H5BrO2
CAS Number:
Molecular Weight:
164.99
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
MDL number:
InChI key
HVJXPDPGPORYKY-UHFFFAOYSA-N
SMILES string
COC(=O)C(Br)=C
InChI
1S/C4H5BrO2/c1-3(5)4(6)7-2/h1H2,2H3
assay
95%
bp
70-75 °C/48 mmHg (lit.)
density
1.556 g/mL at 25 °C (lit.)
storage temp.
−20°C
Quality Level
Related Categories
Application
Methyl α-bromoacrylate can undergo radical copolymerization with vinyl triacetoxysilane (VTAS) in the presence of azobisisobutyronitrile as the initiator. Dibromocyclopropanation of methyl α-bromoacrylate can yield methyl 1,1,2-tribromocyclopropanecarboxylate. It may be reduced with zinc dust and deuterium oxide to synthesize. Methyl acrylate-α-d with a high isotopic purity. These may undergo conjugate addition with methoxide, thiolates, oxime anions, hydrazones and EtZnCl to afford ester enolates.
Disclaimer
Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.
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Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
134.6 °F - closed cup
flash_point_c
57 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Copolymerizations of methyl ?-bromoacrylate, 2-bromoethyl methacrylate and 2,3-dibromopropyl methacrylate with vinyltriacetoxysilane
Rao VL and Babu GN
European Polymer Journal, 26(2), 227-231 (1990)
Brief review on cyclopropane analogs: synthesis and their pharmacological applications
Ajay Kumar K, et al.
International Journal of Pharmacy and Pharmaceutical Sciences, 5(1), 467-472 (2013)
1,2,2-tribromocyclopropanecarboxylic acid and derivatives?Valuable intermediates for four carbon cyclopropane and cyclopropene synthons
Al Dulayymi AR, et al.
Tetrahedron, 52(10), 3409-3424 (1996)
A Novel Synthesis of Methyl Acrylate-?-d and 1H Nuclear Magnetic Resonance Spectra of Its Alternating Copolymers.
Yokota K, et al.
Polymer Journal, 12(3), 177-181 (1980)
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