1,3-Bis(methylene)cyclobutane


Reaction 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 as indicated in comments:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Individual Reactions

C6H7- + Hydrogen cation = 1,3-Bis(methylene)cyclobutane

By formula: C6H7- + H+ = C6H8

Quantity Value Units Method Reference Comment
Δr1534. ± 13.kJ/molG+TSHill and Squires, 1998gas phase; acidity between MeCHO, (FCH2)2CHOH. Reprotonate to conjugated form, ΔGacid=361.9, IMRB; B
Quantity Value Units Method Reference Comment
Δr1500. ± 13.kJ/molIMRBHill and Squires, 1998gas phase; acidity between MeCHO, (FCH2)2CHOH. Reprotonate to conjugated form, ΔGacid=361.9, IMRB; B

2Hydrogen + 1,3-Bis(methylene)cyclobutane = Cyclobutane, 1,3-dimethyl

By formula: 2H2 + C6H8 = C6H12

Quantity Value Units Method Reference Comment
Δr-251. ± 4.2kJ/molChydTurner, Goebel, et al., 1968liquid phase; solvent: Acetic acid; ALS

References

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

Hill and Squires, 1998
Hill, B.T.; Squires, R.R., Synthesis and Characterization of the Negative Ion of non-Kekule` Benzene, J. Chem. Soc. Perkin Trans., 1998, 2, 5, 1027, https://doi.org/10.1039/a707470k . [all data]

Turner, Goebel, et al., 1968
Turner, R.B.; Goebel, P.; Mallon, B.J.; Doering, W.E.; Coburn, J.F., Jr.; Pomerantz, M., Heats of hydrogenation. VIII. Compounds with three- and four-membered rings, J. Am. Chem. Soc., 1968, 90, 4315-4322. [all data]


Notes

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