Chloroprene

Chloroprene (IUPAC name 2-chlorobuta-1,3-diene) is a chemical compound with the molecular formula CH2=CCl−CH=CH2. Chloroprene is a colorless volatile liquid, almost exclusively used as a monomer for the production of the polymer polychloroprene, better known as neoprene, a type of synthetic rubber.

Chloroprene
Names
Preferred IUPAC name
2-Chlorobuta-1,3-diene
Other names
Chloroprene, 2-chloro-1,3-butadiene, Chlorobutadiene, β-Chloroprene
Identifiers
3D model (JSmol)
741875
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.381
EC Number
  • 204-818-0
277888
KEGG
PubChem CID
RTECS number
  • EL9625000
UNII
UN number 1991
  • InChI=1S/C4H5Cl/c1-3-4(2)5/h3H,1-2H2 Y
    Key: YACLQRRMGMJLJV-UHFFFAOYSA-N Y
  • InChI=1/C4H5Cl/c1-3-4(2)5/h3H,1-2H2
    Key: YACLQRRMGMJLJV-UHFFFAOYAQ
SMILES
  • C=C(Cl)C=C
Properties
C4H5Cl
Molar mass 88.5365 g/mol
Appearance Colorless liquid
Odor Pungent, ether-like
Density 0.9598 g/cm3
Melting point −130 °C (−202 °F; 143 K)
Boiling point 59.4 °C (138.9 °F; 332.5 K)
0.026 g/100 mL
Solubility Soluble in alcohol, diethyl ether
Miscible in ethyl ether, acetone, benzene
Vapor pressure 188 mmHg (20 °C)
Refractive index (nD)
1.4583
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Highly flammable, irritant, toxic
GHS labelling:
Danger
H225, H302, H315, H319, H332, H335, H350, H373
P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P314, P321, P330, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
2
3
0
Flash point −15.6 °C (3.9 °F; 257.5 K)
Explosive limits 1.9–11.3%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
450 mg/kg (rat, oral)
LC50 (median concentration)
3207 ppm (rat, 4 hr)
LCLo (lowest published)
1052 ppm (rabbit, 8 hr)
350 ppm (cat, 8 hr)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 25 ppm (90 mg/m3) [skin]
REL (Recommended)
Ca C 1 ppm (3.6 mg/m3) [15-minute]
IDLH (Immediate danger)
300 ppm
Related compounds
Related Dienes
Butadiene
Isoprene
Related compounds
Vinyl chloride
2,3-Dichlorobutadiene
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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