Isoprene

Isoprene
Full structural formula of isoprene	Skeletal formula of isoprene
Ball-and-stick model of isoprene	Space-filling model of isoprene
Names
	IUPAC name Isoprene
	Preferred IUPAC name 2-Methylbuta-1,3-diene
	Other names 2-Methyl-1,3-butadiene
Identifiers
CAS Number	78-79-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:35194 ;
ChemSpider	6309 ;
ECHA InfoCard	100.001.040
KEGG	C16521 ;
PubChem CID	6557;
UNII	0A62964IBU ;
CompTox Dashboard (EPA)	DTXSID2020761 ;
	InChI InChI=1S/C5H8/c1-4-5(2)3/h4H,1-2H2,3H3 Key: RRHGJUQNOFWUDK-UHFFFAOYSA-N ; InChI=1/C5H8/c1-4-5(2)3/h4H,1-2H2,3H3 Key: RRHGJUQNOFWUDK-UHFFFAOYAS;
	SMILES CC(=C)C=C;
Properties
Chemical formula	C5H8
Molar mass	68.12 g/mol
Density	0.681 g/cm3
Melting point	−143.95 °C (−227.11 °F; 129.20 K)
Boiling point	34.067 °C (93.321 °F; 307.217 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

Isoprene, or 2-methyl-1,3-butadiene, is a common volatile organic compound with the formula CH₂=C(CH₃)−CH=CH₂. In its pure form it is a colorless volatile liquid. It is produced by many plants and animals^[1] (including humans) and its polymers are the main component of natural rubber. C. G. Williams named the compound in 1860 after obtaining it from the pyrolysis of natural rubber; he correctly deduced the empirical formula C₅H₈.^[2]^[3]

^ Sharkey TD (1996). "Isoprene synthesis by plants and animals". Endeavour. 20 (2): 74–8. doi:10.1016/0160-9327(96)10014-4. PMID 8690002.
^ Williams CG (1860). "On isoprene and caoutchine". Proceedings of the Royal Society of London. 10: 516–519. doi:10.1098/rspl.1859.0101. S2CID 104233421.
^ Loadman MJ (2012-12-06). Analysis of Rubber and Rubber-like Polymers. Springer. p. 10. ISBN 9789401144353.

[1] Sharkey TD (1996). "Isoprene synthesis by plants and animals". Endeavour. 20 (2): 74–8. doi:10.1016/0160-9327(96)10014-4. PMID 8690002.

[2] Williams CG (1860). "On isoprene and caoutchine". Proceedings of the Royal Society of London. 10: 516–519. doi:10.1098/rspl.1859.0101. S2CID 104233421.

[3] Loadman MJ (2012-12-06). Analysis of Rubber and Rubber-like Polymers. Springer. p. 10. ISBN 9789401144353.

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Isoprene

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