Isoprene

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 (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.

Isoprene
Names
IUPAC name
Isoprene
Preferred IUPAC name
2-Methylbuta-1,3-diene
Other names
2-Methyl-1,3-butadiene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.040
KEGG
UNII
  • InChI=1S/C5H8/c1-4-5(2)3/h4H,1-2H2,3H3 Y
    Key: RRHGJUQNOFWUDK-UHFFFAOYSA-N Y
  • InChI=1/C5H8/c1-4-5(2)3/h4H,1-2H2,3H3
    Key: RRHGJUQNOFWUDK-UHFFFAOYAS
  • CC(=C)C=C
Properties
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).
Y verify (what is YN ?)
Infobox references
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