Allyl chloride

Allyl chloride is the organic compound with the formula CH2=CHCH2Cl. This colorless liquid is insoluble in water but soluble in common organic solvents. It is mainly converted to epichlorohydrin, used in the production of plastics. It is a chlorinated derivative of propylene. It is an alkylating agent, which makes it both useful and hazardous to handle.

Allyl chloride
Names
Preferred IUPAC name
3-Chloroprop-1-ene
Other names
3-Chloropropene
1-Chloro-2-propene
3-Chloropropylene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.144
EC Number
  • 209-675-8
KEGG
PubChem CID
RTECS number
  • UC7350000
UNII
UN number 1100
  • InChI=1S/C3H5Cl/c1-2-3-4/h2H,1,3H2 Y
    Key: OSDWBNJEKMUWAV-UHFFFAOYSA-N Y
  • InChI=1/C3H5Cl/c1-2-3-4/h2H,1,3H2
    Key: OSDWBNJEKMUWAV-UHFFFAOYAQ
SMILES
  • C=CCCl
Properties
C3H5Cl
Molar mass 76.52 g·mol−1
Appearance Colorless, brown, yellow, or purple liquid
Odor pungent, unpleasant
Density 0.94 g/mL
Melting point −135 °C (−211 °F; 138 K)
Boiling point 45 °C (113 °F; 318 K)
0.36 g/100 ml (20 °C)
Solubility soluble in ether, acetone, benzene, chloroform
Vapor pressure 295 mmHg
Refractive index (nD)
1.4055
Viscosity 0.3130 mPa·s
Hazards
GHS labelling:
Danger
H225, H302, H312, H315, H319, H332, H335, H341, H351, H373, H400
P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P314, P321, P322, P330, P332+P313, P337+P313, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
3
3
1
Flash point −32 °C (−26 °F; 241 K)
390 °C (734 °F; 663 K)
Explosive limits 2.911.2%
Lethal dose or concentration (LD, LC):
LC50 (median concentration)
11000 mg/m3 (rat, 2 hr)
11500 mg/m3 (mouse, 2 hr)
5800 mg/m3 (guinea pig, 2 hr)
22500 mg/m3 (rabbit, 2 hr)
10500 mg/m3 (cat, 2 hr)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 1 ppm (3 mg/m3)
REL (Recommended)
TWA 1 ppm (3 mg/m3)
ST 2 ppm (6 mg/m3)
IDLH (Immediate danger)
250 ppm
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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