1,5-Hexadiene Explained

1,5-Hexadiene is the organic compound with the formula (CH)(CH=CH). It is a colorless, volatile liquid. It is used as a crosslinking agent and precursor to a variety of other compounds.

Synthesis

1,5-Hexadiene is produced commercially by the ethenolysis of 1,5-cyclooctadiene:[1]

(CHCH=CHCH) + 2 CH=CH → 2 (CH)CH=CHThe catalyst is derived from ReO on alumina.

A laboratory-scale preparation involves reductive coupling of allyl chloride using magnesium:[2]

2 ClCHCH=CH + Mg → (CH)(CH=CH) + MgCl

Notes and References

  1. Encyclopedia: Metathesis. Kirk-Othmer Encyclopedia of Chemical Technology. Lionel Delaude. Alfred F. Noels. 2005. 10.1002/0471238961.metanoel.a01. Weinheim. Wiley-VCH. 9780471484943 .
  2. Biallyl. Amos Turk. Henry Chanan. Org. Synth.. 1947. 27. 7. 10.15227/orgsyn.027.0007.