CHLOROPRENE

Chloroprene
Chloroprene Chloroprene
General
Systematic name	2-Chloro-1,3-butadiene
Other names	Chloroprene
Molecular formula	C4H5Cl
SMILES	C=C(Cl)C=C
Molar mass	88.5365 g/mol
Appearance	Colorless liquid.
CAS number
Properties
Density and phase	0.9598 g/cm3, liquid.
Solubility in water	0.026 g/100ml, liquid.
Melting point	-130°C (? K)
Boiling point	59.4°C (? K)
Viscosity	? cP at ?°C
Structure
Molecular shape	?
Dipole moment	? D
Hazards
MSDS	External MSDS
Main hazards	Highly flammable, toxic.
NFPA 704
Flash point	-15.6°C
R/S statement	R: , , , , S: ,
RTECS number	EL9625000
Supplementary data page
Structure and properties	''n'', εr, etc.
Thermodynamic data	Phase behaviour Solid, liquid, gas
Spectral data	UV, IR, NMR, MS
Related compounds
Related Dienes	Butadiene Isoprene
Related compounds	Vinyl chloride
Except where noted otherwise, data are given for materials in their standard state (at 25°C, 100 kPa)

'Chloroprene' is the common name for the organic compound '2-chloro-1,3-butadiene', which has the chemical formula C₄H₅Cl. The chemical structure is shown at right. It is used as monomer for the production of the polymer 'polychloroprene', a type of synthetic rubber. Polychloroprene is better known to the public as Neoprene, the trade name DuPont gave it when the company first developed it and currently used by DuPont Dow.

Contents

Production of chloroprene

References

External links

Production of chloroprene

The 'acetylene process' was used to produce chloroprene until the 1960s. In this process, acetylene and hydrogen chloride were used as shown here:

This process had disadvantages in that it was very energy-intensive and had high investment costs.
The modern chloroprene process which is currently used by nearly all makers uses butadiene differently. 1,3-Butadiene undergoes addition of chlorine across one of its double bonds in its molecule to give 3,4-dichloro-1-butene. Then this compound undergoes an elimination of a hydrogen atom in the #3 position and the chlorine atom in the #4 position as HCl forming a double bond between the #3 and #4 carbon atoms in the molecule, yielding chloroprene.

References

★ Polychloroprene (CR), chloroprene rubber

External links

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★ IARC Monograph "Chloroprene."