5-decene

Structural formula
	; ;
	cis -form (above) trans -form (below)
General
Surname	5-decene
other names	Dec-5-en
Molecular formula	C 10 H 20
Brief description	colorless liquid
External identifiers / databases
ECHA InfoCard	100.039.282
PubChem	23916
Wikidata	Q30118589
properties
Molar mass	140.27 g mol −1
Physical state	liquid
density	0.74 g cm −3 (25 ° C)
Melting point	−112 ° C ( cis ); −73 ° C ( trans );
boiling point	170 ° C ( cis ); 171 ° C ( trans );
solubility	practically insoluble in water; miscible with ethanol and ether;
Refractive index	1.424 (20 ° C)
safety instructions
H and P phrases	H: 226-315-319-335
	P: 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

5-Decene is a chemical compound from the group of the decenes , which occurs in two isomeric forms.

Extraction and presentation

trans -5-decene can be obtained by reacting 5-decyne with lithium in ammonia . By reacting 5-decyne with hydrogen and a Lindlar catalyst , cis -5-decene can be produced. Through additional reaction steps (reaction with bromine , dichloromethane and sodium amide to 5-decyne), a conversion of the cis to the trans form and vice versa is possible in this way. Using special catalysts, cis -5-decene can also be prepared with a high degree of purity by metathesis of 1-hexyne .

properties

5-decene is a colorless liquid that is practically insoluble in water. Its pyrolysis produces numerous other organic compounds in addition to propene , ethene , 1-butene and 1-heptene .

use

trans -5-decene can be used to characterize the effect of cyclization and the stability of the Criegee intermediates formed during ozonolysis .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet trans-5-decene, 99% from Sigma-Aldrich , accessed on June 3, 2017 ( PDF ).
↑ ^a ^b ^c ^d ^e ^f William M. Haynes: CRC Handbook of Chemistry and Physics, 94th Edition . CRC Press, 2016, ISBN 978-1-4665-7115-0 , pp. 142 ( limited preview in Google Book search).
↑ Data sheet trans-5-Decene, 97% at AlfaAesar, accessed on June 3, 2017 ( PDF )(JavaScript required) .
↑ John E. McMurry: Organic Chemistry . Cengage Learning, 2015, ISBN 978-1-305-68646-5 , pp. 286-IA10 ( limited preview in Google Book search).
^ McMurry, John E. Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 8th . Cengage Learning, 2011, ISBN 1-285-97481-6 , pp. 209 ( limited preview in Google Book search).
↑ mit.edu: DSpace @ MIT: Z-selective olefin metathesis processes and Cis / syndioselective ROMP with high oxidation state molybdenum alkylidenes , accessed on June 3, 2017
^ Serban C. Moldoveanu: Pyrolysis of Organic Molecules Applications to Health and Environmental Issues . Elsevier, 2009, ISBN 978-0-08-093215-6 , pp. 181 ( limited preview in Google Book search).

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet trans-5-decene, 99% from Sigma-Aldrich , accessed on June 3, 2017 ( PDF ).

[William_M._Haynes-2] ↑ ^a ^b ^c ^d ^e ^f William M. Haynes: CRC Handbook of Chemistry and Physics, 94th Edition . CRC Press, 2016, ISBN 978-1-4665-7115-0 , pp. 142 ( limited preview in Google Book search).

[Alfa-3] Data sheet trans-5-Decene, 97% at AlfaAesar, accessed on June 3, 2017 ( PDF )(JavaScript required) .

[John_E._McMurry-4] John E. McMurry: Organic Chemistry . Cengage Learning, 2015, ISBN 978-1-305-68646-5 , pp. 286-IA10 ( limited preview in Google Book search).

[McMurry,_John_E.-5] McMurry, John E. Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 8th . Cengage Learning, 2011, ISBN 1-285-97481-6 , pp. 209 ( limited preview in Google Book search).

[mit.edu-6] t.edu: DSpace @ MIT: Z-selective olefin metathesis processes and Cis / syndioselective ROMP with high oxidation state molybdenum alkylidenes , accessed on June 3, 2017

[Serban_C._Moldoveanu-7] Serban C. Moldoveanu: Pyrolysis of Organic Molecules Applications to Health and Environmental Issues . Elsevier, 2009, ISBN 978-0-08-093215-6 , pp. 181 ( limited preview in Google Book search).