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
  • Reaction thermochemistry data
  • Vibrational and/or electronic energy levels
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
• Options:
  • Switch to calorie-based units

Gas phase thermochemistry data

Go To: Top, Reaction 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 compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

=

By formula: C₈H₈ = C₈H₈

=

By formula: C₈H₈ = C₈H₈

Vibrational and/or electronic energy levels

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, References, Notes

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, Reaction thermochemistry 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]

Roth, Biermann, et al., 1978
Roth, W.R.; Biermann, M.; Dekker, H.; Jochems, R.; Mosselman, C.; Hermann, H., Energy profile of the o-quinodimethane-benzocyclobutene equilibrium, Chem. Ber., 1978, 111, 3892-3903. [all data]

Roth, Ebbrecht, et al., 1988
Roth, W.R.; Ebbrecht, T.; Beitat, A., o-Quinodimethane-benzocyclobutene equilibrium: oxygen trapping technique, Chem. Ber., 1988, 121, 1357-1358. [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

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

• Symbols used in this document:
  

  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
• The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
• Customer support for NIST Standard Reference Data products.