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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Phase change data
Go To: Top, Gas phase ion energetics 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: Robert L. Brown and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 341. | K | N/A | Buckingham and Donaghy, 1982 |
Gas phase ion energetics data
Go To: Top, Phase change 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 as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C6H8+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.7 | PE | Hemmersbach, Klessinger, et al., 1978 | LLK |
| 9.08 ± 0.03 | PE | Hemmersbach, Klessinger, et al., 1978 | Vertical value; LLK |
De-protonation 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 |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]
Hemmersbach, Klessinger, et al., 1978
Hemmersbach, P.; Klessinger, M.; Bruckmann, P.,
Electronic structure of exo-dimethylenecycloalkanes,
J. Am. Chem. Soc., 1978, 100, 6344. [all data]
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]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point 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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