Vinyl acetate

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Vinyl acetate
Vinyl acetate
Chemical name Vinyl acetate
Other Names Acetic acid vinyl ester,
acetoxyethene, VyAc,
VAM, zeset T
Chemical formula C4H6O2
SMILES C=COC(C)=O
Molecular mass 86.09 g/mol
Appearance Colourless liquid
CAS number [108-05-4]
Properties
Density 0.934 g/cm3
Melting point -93 °C
Boiling point 72.7 °C
Hazards
MSDS External MSDS
NFPA 704

0
2
3
 
R-phrases R11
S-phrases S16, S23, S29, S33
Flash point -8°C
Explosive limits 2.6–13.40%
Autoignition temperature 427°C
RTECS Number AK0875000
Disclaimer and references

Vinyl acetate, also known as VAM for vinyl acetate monomer, has the chemical formula CH3COOCH=CH2 and is a colorless liquid with a sweet flavor. Systematic names include 1-acetoxyethylene and acetic acid ethenyl ester.

The usual method of preparation is by reaction of ethylene and acetic acid with oxygen and a palladium catalyst.[1]

It can be polymerized, either by itself to make polyvinyl acetate or with other monomers to prepare copolymers such as ethylene-vinyl acetate. A relatively reactive monomer due to the instability of the radical derived from VA, attempts to control the polymerization via most 'living/controlled' radical processes have proved problematic. However, RAFT (or more specifically MADIX) polymerization offers a convenient method of controlling the synthesis of PVA by the addition of a xanthate chain transfer agent.

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