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Isoprene

Isoprene, or 2-methyl-1,3-butadiene is a colourless, volatile liquid hydrocarbon obtained in processing petroleum or coal tar and used as a chemical raw material. The formula is C5H8. Isoprene is produced by dehydrogenation of isopentane or as a by-product in the production of ethylene via naphtha cracking.

Isoprene is most readily available industrially as a byproduct of the thermal cracking of petroleum naphtha or oil, as a side product in the production of ethylene. Isoprene is used primarily for the synthesis of isoprene rubber, poly(cis-1,4-isoprene), which is used mostly for the production of vehicle tyres). The second largest market for isoprene has been the manufacture of block polymers containing styrene (styrene-isoprene-styrene, or SIS, polymers), which are especially useful as thermoplastic rubbers and as pressure-sensitive or thermosetting adhesives. Smaller amounts of isoprene are used in the production of butyl rubber (isobutene-isoprene copolymer). The distinctive features of butyl rubber include its low gas permeability, so that it is used in the construction of hoses and as a liner in tubeless tyres .

 

The only chemical reaction of isoprene of commercial importance (other than polymerization) is its conversion to terpenes, e.g. citral, linalool, ionones, myrcene, l-menthol, N,N-diethylnerylamine, geraniol and nerolidols, which are used extensively in flavors and fragrances.

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