2-chloropentane

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Structural formula
Structural formula of 2-chloropentane
Simplified structural formula without stereochemistry
General
Surname 2-chloropentane
Molecular formula C 5 H 11 Cl
Brief description

highly flammable liquid

External identifiers / databases
CAS number
  • 625-29-6
  • 29882-57-3 [( S ) -form]
  • 29117-43-9 [( R ) -form]
EC number 210-885-7
PubChem 12245
Wikidata Q56035523
properties
Molar mass 106.60 g mol −1
Physical state

liquid

density

0.87 g cm −3

Melting point

−137 ° C

boiling point

97 ° C

Vapor pressure
  • 50.0 hPa (20 ° C)
  • 82.1 hPa (30 ° C)
  • 130 hPa (40 ° C)
  • 198 hPa (50 ° C)
solubility
  • very sparingly soluble in water (0.251 g l −1 at 25 ° C)
  • soluble in ethanol, ether, benzene and chloroform
Refractive index

1.407 (20 ° C)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
02 - Highly / extremely flammable 07 - Warning

danger

H and P phrases H: 225-302-312-332
P: 210-280
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-chloropentane is an organochlorine compound from the group of aliphatic , saturated halogenated hydrocarbons . It occurs in two stereoisomeric forms, the enantiomers ( R ) - and ( S ) -2-chloropentane.

Extraction and presentation

The racemate of 2-chloropentane can be obtained by reacting 2-pentene with hydrogen chloride . The ( S ) form can be obtained by reacting ( S ) -pentan-2-ol with thionyl chloride , and the ( R ) form in the presence of pyridine . The reaction of pentane with chlorine is unselective and also gives the racemic mixture.

safety instructions

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

Individual evidence

  1. ↑ a b c d e f g h i j k l m Entry on 2-chloropentane in the GESTIS substance database of the IFA , accessed on September 29, 2019(JavaScript required) .
  2. ^ William M. Haynes: CRC Handbook of Chemistry and Physics . CRC Press, 2016, ISBN 978-1-4987-5429-3 , pp. 114 ( limited preview in Google Book search).
  3. ↑ Data sheet 2-chloropentane, 95% from Sigma-Aldrich , accessed on October 25, 2018 ( PDF ).
  4. ↑ Entry on 2-chloropentane in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on October 28, 2018. Manufacturers or distributors can expand the harmonized classification and labeling .
  5. ^ OP Agrawal: Reactions and Reagents . 1st edition. 1975, ISBN 81-87224-65-7 , pp. 419 ( limited preview in Google Book search).
  6. ↑ Michael B. Smith: Organic Synthesis . Academic Press, 2016, ISBN 978-0-12-800807-2 , pp. 521 ( limited preview in Google Book search).
  7. ^ TW Graham Solomons: Fundamentals of Organic Chemistry . Wiley, 1986, ISBN 0-471-81184-X , pp. 368 .