588466

Methyl α-bromoacrylate

95%

• Empirical Formula (Hill Notation): C₄H₅BrO₂
• CAS Number: 4519-46-4
• Molecular Weight: 164.99
• MDL number: MFCD08276754
• UNSPSC Code: 12162002
• PubChem Substance ID: 24881219
• NACRES: NA.23

Properties

• Quality Level: 100
• Assay: 95%
• bp: 70-75 °C/48 mmHg (lit.)
• density: 1.556 g/mL at 25 °C (lit.)
• storage temp.: −20°C
• SMILES string: COC(=O)C(Br)=C
• InChI: 1S/C4H5BrO2/c1-3(5)4(6)7-2/h1H2,2H3
• InChI key: HVJXPDPGPORYKY-UHFFFAOYSA-N

Description

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.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Warning
• Hazard Statements: H226,H315,H319,H335
• Precautionary Statements: P210 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 134.6 °F - closed cup
• Flash Point(C): 57 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves