4-octene

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Structural formula
Structural formula of cis-4-octene

Structural formula of trans-4-octene
cis -form (above) trans -form (below)
General
Surname 4-octene
other names

Oct-4-en

Molecular formula C 8 H 16
Brief description

colorless liquid

External identifiers / databases
CAS number
  • 592-99-4
  • 7642-15-1 ( cis )
  • 14850-23-8 ( trans )
EC number 209-780-9
ECHA InfoCard 100,008,893
PubChem 11621
Wikidata Q31840064
properties
Molar mass 112.22 g mol −1
Physical state

liquid

density
  • 0.721 g cm −3 ( cis )
  • 0.714 g cm −3 ( trans )
Melting point
  • −119 ° C ( cis )
  • −94 ° C ( trans )
boiling point
  • 122.6 ° C ( cis )
  • 122.4 ° C ( trans )
Vapor pressure

41 hPa (37.7 ° C, trans )

solubility
  • practically insoluble in water
  • soluble in acetone, benzene, ether and ethanol
Refractive index
  • 1.41148 (20 ° C, cis )
  • 1.4114 (20 ° C, trans )
safety instructions
GHS labeling of hazardous substances

cis -4-octene

02 - Highly / extremely flammable 07 - Warning

danger

H and P phrases H: 225-315-319-335
P: 210-261-303 + 361 + 353-305 + 351 + 338-405-501
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

4-Octene is a chemical compound from the group of alkenes .

Isomerism

E / Z isomerism is present at the asymmetrically substituted double bond , 4-octene therefore exists in two isomeric forms, as ( E ) - or trans -4-octene and ( Z ) - or cis -4-octene.

Extraction and presentation

4-octene can be prepared by isomerization of 1-octene are obtained, with about 10% trans -4-octene, 50% trans -2-octene , 10% cis -2-octene, 20% trans -3-octene , and other isomers are formed .

properties

4-octene is a colorless liquid that is practically insoluble in water. is.

use

cis -4-octene is used as a chain transfer agent in polymerization reactions and as a depolymerization agent in epoxy-functionalized oligomers . It can also be used as a flavoring .

Individual evidence

  1. a b c d data sheet trans-4-Octene, 98% from Sigma-Aldrich , accessed on June 2, 2017 ( PDF ).
  2. a b c d e data sheet 4-Octene, 97% at AlfaAesar, accessed on June 2, 2017 ( PDF )(JavaScript required) .
  3. a b c d e f g h i William M. Haynes: CRC Handbook of Chemistry and Physics, 97th Edition . CRC Press, 2016, ISBN 978-1-4987-5429-3 , pp. 426 ( limited preview in Google Book search).
  4. External identifiers of or database links to trans-4-octene : CAS number: 14850-23-8, EC number: 238-913-3, ECHA InfoCard: 100.035.361 , PubChem : 5357253 , ChemSpider : 4512642 , Wikidata : Q27278041 .
  5. External identifiers of or database links to cis-4-octene : CAS number: 7642-15-1, EC number: 231-578-4, ECHA InfoCard: 100.028.708 , PubChem : 5364446 , ChemSpider : 4516599 , Wikidata : Q27252062 .
  6. Ei-ichi Negishi: Handbook of Organopalladium Chemistry for Organic Synthesis, 2 Volume Set . John Wiley & Sons, 2003, ISBN 0-471-47381-2 , pp. 2787 ( limited preview in Google Book search).
  7. europa.eu: Official Journal of the European Union L 128/73 COMMISSION DECISION of May 18, 2005 amending Decision 1999/217 / EC with regard to the list of flavoring substances used in or on food , accessed on June 1, 2017.