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
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.269
EC Number
  • 207-995-2
RTECS number
  • RZ2464000
UNII
UN number 1993 3295 1010
  • 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
  • C/C=C/C=C
Properties
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:
GHS02: FlammableGHS07: Exclamation markGHS08: Health hazard
Danger
H225, H304, H315, H319, H335
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).
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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

References
  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.
  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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