Allyl chloride
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| Allyl chloride | |
|---|---|
 |
|
| IUPAC name | 3-Chloropropene Allyl chloride |
| Molecular formula | C3H5Cl |
| Molar mass | 76.53 g/mol |
| CAS number | [] |
| Density | 0.94 g/mL |
| Solubility | 0.36 g/100 mL (20 °C) |
| Melting point |
−135 °C |
| Boiling point |
45 °C |
| SMILES | C=CCCl |
| Hazards | |
| EU classification | Flammable (F) Harmful (Xn) Carc. Cat. 3 Muta. Cat. 3 Dangerous for the environment (N) |
| EU Index | 602-029-00-X |
| NFPA 704 |
3
3
1
|
| 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 |
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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.
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