1,3-Cyclopentadiene, 1,2,3,4,5-pentamethyl-
- Formula: C10H16
- Molecular weight: 136.2340
- IUPAC Standard InChI: InChI=1S/C10H16/c1-6-7(2)9(4)10(5)8(6)3/h6H,1-5H3
- IUPAC Standard InChIKey: WQIQNKQYEUMPBM-UHFFFAOYSA-N
- CAS Registry Number: 4045-44-7
- 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: Cyclopentadiene, 1,2,3,4,5-pentamethyl-; 1,2,3,4,5-Pentamethylcyclopentadiene; 1,2,3,4,5-Pentamethyl-1,3-cyclopentadiene; Pentamethylcyclopentadiene
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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
Reduced pressure boiling point
| Tboil (K) | Pressure (atm) | Reference |
|---|---|---|
| 331.2 | 0.017 | Aldrich Chemical Company Inc., 1990 |
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
LL - Sharon G. Lias and Joel F. Liebman
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.17 | PE | Kiselev, Sakhabutdinov, et al., 1992 | LL |
| 7.35 | PE | Kiselev, Sakhabutdinov, et al., 1992 | Vertical value; LL |
De-protonation reactions
C10H15- + =
By formula: C10H15- + H+ = C10H16
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 360.8 ± 2.2 | kcal/mol | G+TS | Taft, 1987 | gas phase; value altered from reference due to change in acidity scale; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 355.0 ± 2.0 | kcal/mol | IMRE | Taft, 1987 | gas phase; value altered from reference due to change in acidity scale; 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.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Kiselev, Sakhabutdinov, et al., 1992
Kiselev, V.D.; Sakhabutdinov, A.G.; Shakirov, I.M.; Zverev, V.V.; Konovalov, A.I.,
Bis reactants in Diels-Alder reactions. VII. Preparation and properties of polyadducts of reactions of bis(polymethylcyclopentadienes) and bis(maleimides),
Zh. Org. Khim., 1992, 28, 2244. [all data]
Taft, 1987
Taft, R.W.,
The Nature and Analysis of Substitutent Electronic Effects,
Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [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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