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.
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Names | |||
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Preferred IUPAC name
2-Chlorobuta-1,3-diene | |||
Other names
Chloroprene, 2-chloro-1,3-butadiene, Chlorobutadiene, β-Chloroprene | |||
Identifiers | |||
3D model (JSmol) |
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741875 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.004.381 | ||
EC Number |
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277888 | |||
KEGG | |||
PubChem CID |
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RTECS number |
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UNII | |||
UN number | 1991 | ||
CompTox Dashboard (EPA) |
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SMILES
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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).
Infobox references |
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