2-chloropropene

Structural formula
General
Surname	2-chloropropene
other names	2-chloroprop-1-en; 2-chloro-1-propene; Isopropenyl chloride;
Molecular formula	C 3 H 5 Cl
Brief description	colorless liquid with a pungent odor
External identifiers / databases
EC number	209-187-5
ECHA InfoCard	100.008.353
PubChem	11203
Wikidata	Q2593139
properties
Molar mass	76.53 g mol −1
Physical state	liquid
density	0.93 g cm −3
Melting point	−135 ° C
boiling point	23 ° C
Vapor pressure	915 mbar (20 ° C)
solubility	practically insoluble in water; soluble in ethanol and acetone;
Refractive index	1.395 (20 ° C)
safety instructions
H and P phrases	H: 224-319-335
	P: 210-261-305 + 351 + 338
	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

2-chloropropene is a chemical compound from the group of organochlorine compounds .

Extraction and presentation

2-chloropropene can be obtained by reacting propyne with hydrogen chloride . It can also be prepared by treating with 1,2-dichloropropane alcoholic potassium hydroxide and fractionating the 1-chloropropene formed at the same time .

properties

2-chloropropene is a very volatile, colorless liquid with a pungent odor, which is practically insoluble in water. In the presence of palladium catalysts, it isomerizes to allyl chloride .

use

2-chloropropene was used in the measurement of the photoionization cross-sections of allyl and 2-propenyl radicals.

safety instructions

The vapors of 2-chloropropene can form an explosive mixture with air ( flash point <−20 ° C).

literature

Beilstein Syst. No. 10: H, p. 198 .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry for CAS no. 557-98-2 in the GESTIS substance database of the IFA , accessed on April 24, 2016(JavaScript required) .
^ William M. Haynes: CRC Handbook of Chemistry and Physics, 95th Edition . CRC Press, 2014, ISBN 978-1-4822-0867-2 , pp. 3–118 ( limited preview in Google Book search).
↑ Data sheet 2-chloropropenes, 98% from Sigma-Aldrich , accessed on August 11, 2014 ( PDF ).
↑ Satyajit Sarker, Lutfun Nahar: Chemistry for Pharmacy Students: General, Organic and Natural Product Chemistry . John Wiley & Sons, 2013, ISBN 978-1-118-68753-6 ( limited preview in Google Book Search).
^ Entry on 2-chloropropenes in the Hazardous Substances Data Bank , accessed on August 11, 2014.
^ Paul Rylander: Catalytic in Organic Syntheses 1976 . Elsevier, 2012, p. 193 ( limited preview in Google Book search).
↑ Jason C. Robinson, Niels E. Sveum, Daniel M. Neumark: Determination of absolute photoionization cross sections for isomers of C3H5: allyl and 2-propenyl radicals. In: Chemical Physics Letters. 383, 2004, pp. 601-605, doi : 10.1016 / j.cplett.2003.11.075 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry for CAS no. 557-98-2 in the GESTIS substance database of the IFA , accessed on April 24, 2016(JavaScript required) .

[William_M._Haynes-2] William M. Haynes: CRC Handbook of Chemistry and Physics, 95th Edition . CRC Press, 2014, ISBN 978-1-4822-0867-2 , pp. 3–118 ( limited preview in Google Book search).

[Sigma-3] Data sheet 2-chloropropenes, 98% from Sigma-Aldrich , accessed on August 11, 2014 ( PDF ).

[Satyajit_Sarker,_Lutfun_Nahar-4] Satyajit Sarker, Lutfun Nahar: Chemistry for Pharmacy Students: General, Organic and Natural Product Chemistry . John Wiley & Sons, 2013, ISBN 978-1-118-68753-6 ( limited preview in Google Book Search).

[HSDB-5] Entry on 2-chloropropenes in the Hazardous Substances Data Bank , accessed on August 11, 2014.

[Paul_Rylander-6] Paul Rylander: Catalytic in Organic Syntheses 1976 . Elsevier, 2012, p. 193 ( limited preview in Google Book search).

[DOI10.1016/j.cplett.2003.11.075-7] Jason C. Robinson, Niels E. Sveum, Daniel M. Neumark: Determination of absolute photoionization cross sections for isomers of C3H5: allyl and 2-propenyl radicals. In: Chemical Physics Letters. 383, 2004, pp. 601-605, doi : 10.1016 / j.cplett.2003.11.075 .