1,3-Cyclopentadiene, 5-(1-methylethylidene)-
- Formula: C8H10
- Molecular weight: 106.1650
- IUPAC Standard InChI: InChI=1S/C8H10/c1-7(2)8-5-3-4-6-8/h3-6H,1-2H3
- IUPAC Standard InChIKey: WXACXMWYHXOSIX-UHFFFAOYSA-N
- CAS Registry Number: 2175-91-9
- 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: 1,3-Cyclopentadiene, 5-isopropylidene-; Dimethylfulvene; Isopropylidenecyclopentadiene; 5-Isopropylidene-1,3-cyclopentadiene; 6,6-Dimethylfulvene; 5-(1-Methylethylidene)-1,3-cyclopentadiene; 5-Isopropylidenecyclopentadiene; Fulvene, 6,6-dimethyl
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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
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
C8H9- + =
By formula: C8H9- + H+ = C8H10
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 354.1 ± 3.2 | kcal/mol | G+TS | Brickhouse and Squires, 1988 | gas phase; Acidity between nPrSH, iPrSH; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 347.5 ± 3.0 | kcal/mol | IMRB | Brickhouse and Squires, 1988 | gas phase; Acidity between nPrSH, iPrSH; B |
3 +
=
By formula: 3H2 + C8H10 = C8H16
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -72.2 ± 0.1 | kcal/mol | Chyd | Roth, Adamczak, et al., 1991 | liquid phase; 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.
Brickhouse and Squires, 1988
Brickhouse, M.D.; Squires, R.R.,
Gas Phase Bronsted vs. Lewis Acid-Base Reactions of 6,6-Dimethylfulvene. A Sensitive Probe of the Electronic Structures of Organic Anions,
J. Am. Chem. Soc., 1988, 110, 9, 2706, https://doi.org/10.1021/ja00217a002
. [all data]
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]
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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