Chloroprene

Structural formula
General
Surname	Chloroprene
other names	2-chloro-1,3-butadiene; 2-chlorobuta-1,3-diene; 2-chloroprene; beta-chlorobutadiene;
Molecular formula	C 4 H 5 Cl
Brief description	colorless, pungent smelling liquid
External identifiers / databases
EC number	204-818-0
ECHA InfoCard	100.004.381
PubChem	31369
Wikidata	Q410871
properties
Molar mass	88.54 g mol −1
Physical state	liquid
density	0.96 g cm −3
Melting point	−130 ° C
boiling point	60 ° C
Vapor pressure	239 mbar (20 ° C)
solubility	bad in water (2.12 g l −1 ); soluble in diethyl ether and ethanol ;
Refractive index	1.4583 (20 ° C)
safety instructions
H and P phrases	H: 225-301-332-315-319-350-335-373-411
	P: 201-280-270-264-262-261
MAK	Switzerland: 5 ml m −3 or 18 mg m −3
Toxicological data	251 mg kg −1 ( LD 50 , rat , oral ) ; 11.8 mg l −1 4 h ( LC 50 , rat , inh. ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Chloroprene belongs to the group of halogenated hydrocarbons . Chloroprene ignites easily and is highly volatile. The vapors form a highly explosive mixture with air .

Chloroprene has a narcotic effect.

Extraction and presentation

Until the 1970s, chloroprene was obtained from ethyne and hydrochloric acid via butenine :

In newer processes it is produced by reacting 1,3-butadiene with chlorine .

use

Chloroprene is polymerized almost exclusively into chloroprene rubber ( neoprene ) . Stabilizers such as thiodiphenylamine prevent premature polymerisation.

Individual evidence

↑ ^a ^b ^c ^d Entry on chloroprene. In: Römpp Online . Georg Thieme Verlag, accessed on June 11, 2014.
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on chloroprene in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-96.
↑ Entry on 2-chlorobuta-1,3-diene in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 126-99-8 or chloroprene ), accessed on November 2, 2015.

[roempp-1] Entry on chloroprene. In: Römpp Online . Georg Thieme Verlag, accessed on June 11, 2014.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on chloroprene in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[CRC90_3_96-3] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-96.

[CLP_100.004.381-4] Entry on 2-chlorobuta-1,3-diene in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[5] Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 126-99-8 or chloroprene ), accessed on November 2, 2015.