Piperylene

Piperylene^[1]
Names
	Preferred IUPAC name (3E)-Penta-1,3-diene
Identifiers
CAS Number	504-60-9 ; trans: 2004-70-8;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:74165 ;
ChemSpider	56020 ;
ECHA InfoCard	100.007.269
EC Number	207-995-2;
PubChem CID	62204;
RTECS number	RZ2464000;
UNII	FW963NF88B ;
UN number	1993 3295 1010
CompTox Dashboard (EPA)	DTXSID3027160 ;
	InChI InChI=1S/C5H8/c1-3-5-4-2/h3-5H,1H2,2H3/b5-4+ Key: PMJHHCWVYXUKFD-SNAWJCMRSA-N ; InChI=1/C5H8/c1-3-5-4-2/h3-5H,1H2,2H3/b5-4+ Key: PMJHHCWVYXUKFD-SNAWJCMRBX;
	SMILES C/C=C/C=C;
Properties
Chemical formula	C5H8
Molar mass	68.117 g/mol
Appearance	Colorless liquid
Density	0.683 g/cm3
Melting point	−87 °C (−125 °F; 186 K) E-isomer
Boiling point	42 °C (108 °F; 315 K) E-isomer
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H304, H315, H319, H335
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P301+P310, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P331, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501
Flash point	< −30 °C (−22 °F; 243 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Piperylene or 1,3-pentadiene is an organic compound with the formula CH₃−CH=CH−CH=CH₂. It is a volatile, flammable hydrocarbon. It is one of the five positional isomers of pentadiene.

Reactions and occurrence

Piperylene is a typical diene. It forms a sulfolene upon treatment with sulfur dioxide.^[2]

Piperylene is the product of the decarboxylation of sorbic acid, a common anti-mold agent.^[3]

Piperylene is obtained as a byproduct of ethylene production from crude oil, combustion of biomass, waste incineration and exhaust gases. It is used as a monomer in the manufacturing of plastics, adhesives and resins.^[4]

References

^ Safety (MSDS) data for piperylene. Retrieved 2007-11-14.
^ Robert L. Frank, Raymond P. Seven (1949). "Isoprene Cyclic Sulfone". Organic Syntheses. 29: 59. doi:10.15227/orgsyn.029.0059.
^ Erich Lück, Martin Jager, Nico Raczek (2000). "Sorbic Acid". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a24_507. ISBN 3527306730.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)
^ Piperylene Archived 2009-05-13 at the Wayback Machine at Shell Chemicals. Retrieved 2009-05-19.

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[1] Safety (MSDS) data for piperylene. Retrieved 2007-11-14.

[2] Robert L. Frank, Raymond P. Seven (1949). "Isoprene Cyclic Sulfone". Organic Syntheses. 29: 59. doi:10.15227/orgsyn.029.0059.

[Ullmann-3] Erich Lück, Martin Jager, Nico Raczek (2000). "Sorbic Acid". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a24_507. ISBN 3527306730.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)

[4] Piperylene Archived 2009-05-13 at the Wayback Machine at Shell Chemicals. Retrieved 2009-05-19.

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Reactions and occurrence

See also

References