1,3-Bis(methylene)cyclobutane
- Formula: C6H8
- Molecular weight: 80.1277
- IUPAC Standard InChI: InChI=1S/C6H8/c1-5-3-6(2)4-5/h1-4H2
- IUPAC Standard InChIKey: DTSPMBOMCCTXSG-UHFFFAOYSA-N
- CAS Registry Number: 2045-78-5
- Chemical structure:
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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- + =
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 366.6 ± 3.1 | kcal/mol | G+TS | Hill and Squires, 1998 | gas phase; acidity between MeCHO, (FCH2)2CHOH. Reprotonate to conjugated form, ΔGacid=361.9, IMRB; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 358.5 ± 3.0 | kcal/mol | IMRB | Hill and Squires, 1998 | gas phase; acidity between MeCHO, (FCH2)2CHOH. Reprotonate to conjugated form, ΔGacid=361.9, IMRB; B |
2 +
=
By formula: 2H2 + C6H8 = C6H12
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -60.0 ± 1.0 | kcal/mol | Chyd | Turner, Goebel, et al., 1968 | liquid phase; solvent: Acetic acid; ALS |
References
Go To: Top, Reaction thermochemistry data, Notes
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
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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