Allyl chloride

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Allyl chloride
Systematic name	3-Chloropropene Allyl chloride
Molecular formula	C3H5Cl
Molar mass	76.53 g/mol
CAS number	[107-05-1]
Density	0.94 g/mL
Solubility in Water	0.36 g/100 mL (20 °C)
Melting point	−135 °C
Boiling point	45 °C
SMILES	C=CCCl
Hazards
MSDS	External MSDS
EU classification	Flammable (F) Harmful (Xn) Carc. Cat. 3 Muta. Cat. 3 Dangerous for the environment (N)
NFPA 704
R-phrases	R11, R20/21/22, R36/37/38, R40, R40, R48/20, R68, R50
S-phrases	S2, S16, S25, S26, S36/37, S46, S61
Flash point	−32 °C
Autoignition temperature	390 °C
Explosive limits	2.9–11.2%
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Allyl chloride is a colorless liquid with the chemical formula CH₂=CHCH₂Cl. It features an alkene group next to, or "allylic to", an alkyl halide group, It is insoluble in water but soluble in common organic solvents. It is a common as an alkylating agent relevant to the manufacture of pharmaceuticals and pesticides. It is also a component in thermosetting resins.

Allyl chloride is a common building block in organic synthesis. Illustrative important reactions include cyanation to allyl cyanide (CH₂=CHCH₂CN), reductive coupling to give diallyl,CH₂=CHCH₂CH₂CH=CH₂), complexation to palladium to give allyl palladium dimer, (C₃H₅)₂Pd₂Cl₂, and dehydrohalogenation to cyclopropene.

Allyl chloride is prepared by the reaction of propylene with chlorine gas at 500 °C.

[edit] Safety

Allyl chloride is toxic and flammable.

[edit] External links

• International Chemical Safety Card 0010
• NIOSH Pocket Guide to Chemical Hazards 0018
• IARC Monograph *Allyl chloride.

• Links to external chemical sources.