1,3-Butadiene, 2-ethyl-
- Formula: C6H10
- Molecular weight: 82.1436
- IUPAC Standard InChI: InChI=1S/C6H10/c1-4-6(3)5-2/h4H,1,3,5H2,2H3
- IUPAC Standard InChIKey: IGLWCQMNTGCUBB-UHFFFAOYSA-N
- CAS Registry Number: 3404-63-5
- 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. - Other names: C2H5C(=CH2)CH=CH2; 2-Ethyl-1,3-butadiene; 1-Pentene, 3-methylene-
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Gas phase thermochemistry data
Go To: Top, Phase change data, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 63.6 | kJ/mol | Chyd | Roth, Adamczak, et al., 1991 |
Phase change data
Go To: Top, Gas phase thermochemistry data, 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: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 346. | K | N/A | Marvel, Myers, et al., 1948 | Uncertainty assigned by TRC = 3. K |
| Tboil | 339. | K | N/A | Marvel and Williams, 1948 | Uncertainty assigned by TRC = 4. K |
| Tboil | 346. | K | N/A | Zal'manovich, 1948 | Uncertainty assigned by TRC = 3. K |
| Tboil | 346. | K | N/A | Pariselle and Simon, 1921 | Uncertainty assigned by TRC = 3. K |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C6H10+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.81 ± 0.05 | EI | Wolkoff, Holmes, et al., 1980 | LLK |
| 8.79 ± 0.02 | PE | Bieri, Burger, et al., 1977 | LLK |
| 8.81 | EI | Lossing and Traeger, 1975 | LLK |
| 8.77 | PE | Masclet, Mouvier, et al., 1981 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C5H7+ | 10.08 ± 0.05 | CH3 | EI | Wolkoff, Holmes, et al., 1980 | LLK |
| C5H7+ | 8.81 | CH3 | EI | Lossing and Traeger, 1975, 2 | LLK |
| C5H7+ | 10.08 | CH3 | EI | Lossing and Traeger, 1975 | 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]
Marvel, Myers, et al., 1948
Marvel, C.S.; Myers, R.L.; Saunders, J.H.,
The Preparatioan of 2-Alkylbutadienes,
J. Am. Chem. Soc., 1948, 70, 1694. [all data]
Marvel and Williams, 1948
Marvel, C.S.; Williams, J.L.R.,
2-Alkyl-1,3-butadienes,
J. Am. Chem. Soc., 1948, 70, 3842. [all data]
Zal'manovich, 1948
Zal'manovich, M.Z.,
Zh. Obshch. Khim., 1948, 18, 2103. [all data]
Pariselle and Simon, 1921
Pariselle, M.; Simon, L.J.,
C. R. Hebd. Seances Acad. Sci., 1921, 173, 86. [all data]
Wolkoff, Holmes, et al., 1980
Wolkoff, P.; Holmes, J.L.; Lossing, F.P.,
On the formation of cyclopentenium cations from all C6H10+ molecular ion structures,
Can. J. Chem., 1980, 58, 251. [all data]
Bieri, Burger, et al., 1977
Bieri, G.; Burger, F.; Heilbronner, E.; Maier, J.P.,
Valence ionization enrgies of hydrocarbons,
Helv. Chim. Acta, 1977, 60, 2213. [all data]
Lossing and Traeger, 1975
Lossing, F.P.; Traeger, J.C.,
Stabilization in cyclopentadienyl, cyclopentenyl, and cyclopentyl cations,
J. Am. Chem. Soc., 1975, 97, 1579. [all data]
Masclet, Mouvier, et al., 1981
Masclet, P.; Mouvier, G.; Bocquet, J.F.,
Effets electroniques et effets steriques dus a la substitution alcoyle dans les dienes conjugues,
J. Chim. Phys., 1981, 78, 99. [all data]
Lossing and Traeger, 1975, 2
Lossing, F.P.; Traeger, J.C.,
Free radicals by mass spectrometry XLVI. Heats of formation of C5H7 and C5H9 radicals and cations.,
J. Am. Chem. Soc., 1975, 19, 9. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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