In chemistry, pentadiene is any hydrocarbon with an open chain of five carbons, connected by two single bonds and two double bonds. All those compounds have the same molecular formula C
5H
8. Specifically, it may be

  • 1,2-pentadiene, or ethyl allene, H
    2    C    =C=CH–CH
    2    –CH
    3    .[1][2]
  • 1,3-pentadiene, H
    2    C    =CH–CH=CH-CH
    3     with two isomers:[3][4]
    • cis-1,3-pentadiene.
    • trans-1,3-pentadiene, or piperylene.
  • 1,4-pentadiene, H
    2    C    =CH–CH
    2    –CH=CH
    2    .[5]
  • 2,3-pentadiene, H
    3    C    –CH=C=CH–CH
    3    , with two enantiomers (R and S).[6]

See also

References

  1. ↑ James R. Durig, Stephen Bell, Gamil A. Guirgis (1996): "Infrared and Raman spectra, conformational stability, ab initio calculations and vibrational assignment for 1,2-pentadiene (ethyl allene)". Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, volume 52, issue 14, pages 1843-1859.doi:10.1016/S0584-8539(96)01740-0
  2. ↑ Juergen Herzler , Jeffrey A. Manion, and Wing Tsang (2001): "1,2‐Pentadiene decomposition". International Journal of Chemical Kinetics, volume 33, issue 11, pages 755-767. doi:10.1002/kin.1072
  3. ↑ S. Boue and Rangaswamy Srinivasan (1970): "Differences in reactivity between excited states of cis- and trans-1,3-pentadiene". Journal of the American Chemical Association, volume 92, issue 10, pages 3226–3227. doi:10.1021/ja00713a074
  4. ↑ Aldo Priola, Sebastiano Cesca, Giuseppe Ferraris, and Mario Bruzzone (1975): "Relative reactivity of cis‐ and trans‐1,3‐pentadiene in the cationic copolymerization with isobutene". Die Makromolekulare Chemie, volume 176, issue 7, pages 1969-1981. doi:10.1002/macp.1975.021760707
  5. ↑ Paul N. Kogerman (1930): "Synthesis of 1,4-pentadiene". Journal of the American Chemical Association, volume 52, issue 12, pages 5060–5065. doi:10.1021/ja01375a064
  6. ↑ Kenneth B. Wiberg, Yi-gui Wang, Shaun M. Wilson, Patrick H. Vaccaro, William L. Jorgensen, T. Daniel Crawford, Micah L. Abrams, James R. Cheeseman, and Mark Luderer (2008): "Optical Rotatory Dispersion of 2,3-Hexadiene and 2,3-Pentadiene". Journal of Physical Chemistry A J. Phys. Chem. A , 112, 2415-2422. doi:10.1021/jp076572o


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