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. It is one of several industrially significant 1,3-dienes, but it has received much less attention than butadiene and isoprene.[2] It consists of two isomers, Z and E, but these are rarely distinguished.
Synthesis and formation
The dominant route to piperylene is by steam cracking of naphtha. This makes up about 10% of the C5 stream.[3]
Other routes
Piperylene is a product of the decarboxylation of sorbic acid.[4]
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.[5]
↑Ricci, Giovanni; Pampaloni, Guido; Sommazzi, Anna; Masi, Francesco (2021). "Dienes Polymerization: Where We Are and What Lies Ahead". Macromolecules. 54 (13): 5879–5914. doi:10.1021/acs.macromol.1c00004.
↑Seyferth, Dietmar; Pornet, Jacques (1980). "(2,4-Pentadienyl)trimethylsilane: A useful pentadienylation reagent". The Journal of Organic Chemistry. 45 (9): 1721–1722. doi:10.1021/jo01297a053.
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