o-Xylylene

• Formula: C₈H₈
• Molecular weight: 104.1491
• IUPAC Standard InChI: InChI=1S/C8H8/c1-7-5-3-4-6-8(7)2/h3-6H,1-2H2 Copy

  
• IUPAC Standard InChIKey: XURVRZSODRHRNK-UHFFFAOYSA-N Copy
• CAS Registry Number: 32796-95-5
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Species with the same structure:
  • Methyl, 1,2-phenylenebis-
• Information on this page:
  • Gas phase thermochemistry data
  • Gas phase ion energetics data
  • Vibrational and/or electronic energy levels
  • References
  • Notes
• Other data available:
  • Reaction thermochemistry data
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
• Options:
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Gas phase thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Vibrational and/or electronic energy levels, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data evaluated by: Edward P. Hunter and Sharon G. Lias

View reactions leading to C₈H₈⁺ (ion structure unspecified)

Vibrational and/or electronic energy levels

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Marilyn E. Jacox

State:   ?

State:   X

Additional references: Jacox, 1994, page 396

Notes

References

Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Vibrational and/or electronic energy levels, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Pollack, Raine, et al., 1981
Pollack, S.K.; Raine, B.C.; Hehre, W.J., Determination of the heats of formation of the isomeric xylylenes by ion cyclotron double-resonance spectroscopy, J. Am. Chem. Soc., 1981, 103, 6308-6313. [all data]

Roth and Scholz, 1981
Roth, W.R.; Scholz, B.P., Energy profile of the o-quinodimethane = benzocyclobutene equilibrium. Part 2., Chem. Ber., 1981, 114, 3741-3750. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Tseng and Michl, 1977
Tseng, K.L.; Michl, J., An approach to biradical-like species. Spectroscopy of o-xylylene in argon matrix, J. Am. Chem. Soc., 1977, 99, 14, 4840, https://doi.org/10.1021/ja00456a059 . [all data]

McMahon and Chapman, 1987
McMahon, R.J.; Chapman, O.L., Direct spectroscopic observation of intramolecular hydrogen shifts in carbenes, J. Am. Chem. Soc., 1987, 109, 3, 683, https://doi.org/10.1021/ja00237a008 . [all data]

Chapman, Johnson, et al., 1988
Chapman, O.L.; Johnson, J.W.; McMahon, R.J.; West, P.R., Rearrangements of the isomeric tolylmethylenes, J. Am. Chem. Soc., 1988, 110, 2, 501, https://doi.org/10.1021/ja00210a032 . [all data]

Jacox, 1994
Jacox, M.E., Vibrational and electronic energy levels of polyatomic transient molecules, American Chemical Society, Washington, DC, 1994, 464. [all data]

Notes

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• Symbols used in this document:
  

  ΔfH°gas

  Enthalpy of formation of gas at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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