Cyclobutane, 1,2-diethenyl-, trans-
- Formula: C8H12
- Molecular weight: 108.1809
- IUPAC Standard InChI: InChI=1S/C8H12/c1-3-7-5-6-8(7)4-2/h3-4,7-8H,1-2,5-6H2/t7-,8-/m1/s1
- IUPAC Standard InChIKey: UHHCYAAVGADGGP-HTQZYQBOSA-N
- CAS Registry Number: 6553-48-6
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Stereoisomers:
- Other names: Cyclobutane, 1,2-divinyl-, trans-; trans-1,2-Divinylcyclobutane; trans-1,2-Diethenyl-cyclobutane; Cyclobutane,trans-1,2-diethenyl-; (E)-1,2-Divinylcyclobutane
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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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 42.4 | kcal/mol | Chyd | Roth, Adamczak, et al., 1991 |
Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 385.7 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 9.3 ± 0.1 | kcal/mol | EB | Varushchenko, Pashchenko, et al., 1996 | Based on data from 319. to 371. K.; AC |
| ΔvapH° | 10.1 | kcal/mol | N/A | Rauh, Geyer, et al., 1973 | AC |
| ΔvapH° | 10.10 | kcal/mol | V | Rauh, Geyer, et al., 1973, 2 | ALS |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 9.35 | 365. | A | Stephenson and Malanowski, 1987 | Based on data from 350. to 385. K.; AC |
| 9.3 ± 0.1 | 367. | N/A | Rauh, Geyer, et al., 1973 | AC |
Gas phase ion energetics 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C8H12+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.20 | PE | Bischof, Gleiter, et al., 1981 | Vertical value; LLK |
References
Go To: Top, Gas phase thermochemistry data, 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.
Roth, Adamczak, et al., 1991
Roth, W.R.; Adamczak, O.; Breuckmann, R.; Lennartz, H.-W.; Boese, R.,
Die Berechnung von Resonanzenergien; das MM2ERW-Kraftfeld,
Chem. Ber., 1991, 124, 2499-2521. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Varushchenko, Pashchenko, et al., 1996
Varushchenko, R.M.; Pashchenko, L.L.; Druzhinina, A.I.,
Enthalpies of vaporization of some mono- and polycyclic hydrocarbons,
Zh. Fiz. Khim., 1996, 70, 2, 228. [all data]
Rauh, Geyer, et al., 1973
Rauh, H.-J.; Geyer, W.; Schmidt, H.; Geiseler, G.,
Z. Phys. Chem. (Leipzig), 1973, 253, 43. [all data]
Rauh, Geyer, et al., 1973, 2
Rauh, H.J.; Geyer, W.; Schmidt, H.; Geiseler, G.,
Bildungsenthalpien und mesomerieenergien von π-bindungssystemen,
Z. Phys. Chem. (Leipzig), 1973, 253, 43-48. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Bischof, Gleiter, et al., 1981
Bischof, P.; Gleiter, R.; Gubernator, K.; Haider, R.; Musso, H.; Schwarz, W.; Trautmann, W.; Hopf, H.,
Photoelectronen-spektroskopische untersuchungen an divinylcyclobutanen,
Chem. Ber., 1981, 114, 994. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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