Piperylene

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.

Piperylene^[1]

Names
Preferred IUPAC name (3E)-Penta-1,3-diene
Identifiers
CAS Number	504-60-9 Y trans: 2004-70-8
3D model (JSmol)	Interactive image
ChEBI	CHEBI:74165 N
ChemSpider	56020 Y
ECHA InfoCard	100.007.269
EC Number	207-995-2
PubChem CID	62204
RTECS number	RZ2464000
UNII	FW963NF88B Y
UN number	1993 3295 1010
CompTox Dashboard (EPA)	DTXSID3027160
InChI InChI=1S/C5H8/c1-3-5-4-2/h3-5H,1H2,2H3/b5-4+ N Key: PMJHHCWVYXUKFD-SNAWJCMRSA-N 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). N verify (what is YN ?) Infobox references

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]

See also

• Butadiene
• Cyclopentadiene
• Isoprene