Selected ATcT [1, 2] enthalpy of formation based on version 1.176 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.172 to include species related to Criegee intermediates that are involved in several ongoing studies[4].

Isoindene

Formula: C6H4(CHCH2CH) (g)
CAS RN: 270-53-1
ATcT ID: 270-53-1*0
SMILES: c1cccc2c1=CCC=2
InChI: InChI=1S/C9H8/c1-2-5-9-7-3-6-8(9)4-1/h1-2,4-7H,3H2
InChIKey: BQTJMKIHKULPCZ-UHFFFAOYSA-N
Hills Formula: C9H8

2D Image:

c1cccc2c1=CCC=2
Aliases: C6H4(CHCH2CH); Isoindene; 2H-Indene; 2H-Isoindene
Relative Molecular Mass: 116.1598 ± 0.0072

   ΔfH°(0 K)   ΔfH°(298.15 K)UncertaintyUnits
269.8246.5± 1.9kJ/mol

3D Image of C6H4(CHCH2CH) (g)

spin ON           spin OFF
          

Top contributors to the provenance of ΔfH° of C6H4(CHCH2CH) (g)

The 20 contributors listed below account only for 88.9% of the provenance of ΔfH° of C6H4(CHCH2CH) (g).
A total of 24 contributors would be needed to account for 90% of the provenance.

Please note: The list is limited to 20 most important contributors or, if less, a number sufficient to account for 90% of the provenance. The Reference acts as a further link to the relevant references and notes for the measurement. The Measured Quantity is normaly given in the original units; in cases where we have reinterpreted the original measurement, the listed value may differ from that given by the authors. The quoted uncertainty is the a priori uncertainty used as input when constructing the initial Thermochemical Network, and corresponds either to the value proposed by the original authors or to our estimate; if an additional multiplier is given in parentheses immediately after the prior uncertainty, it corresponds to the factor by which the prior uncertainty needed to be multiplied during the ATcT analysis in order to make that particular measurement consistent with the prevailing knowledge contained in the Thermochemical Network.

Contribution
(%)
TN
ID
Reaction Measured Quantity Reference
19.37150.5 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -20.44 ± 0.85 kcal/molRuscic W1RO
17.27150.2 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -20.55 ± 0.90 kcal/molRuscic G4
17.27150.1 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -20.55 ± 0.90 kcal/molRuscic G3X
8.37146.5 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.447 ± 0.040 eVRuscic W1RO
6.97150.3 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -21.98 ± 1.00 (×1.414) kcal/molRuscic CBS-n
3.47150.4 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -22.57 ± 0.90 (×2.229) kcal/molRuscic CBS-n
2.57146.2 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.432 ± 0.073 eVRuscic G4
2.07139.1 C6H4(CHCHCH2) (cr,l) + 11 O2 (g) → 9 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1146.12 ± 0.30 kcal/molStull 1961
1.57151.5 [C6H4(CHCH2CH)]+ (g) → [C6H4(CHCHCH2)]+ (g) ΔrH°(0 K) = -3.75 ± 0.85 kcal/molRuscic W1RO
1.57146.1 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.483 ± 0.093 eVRuscic G3X
1.47151.1 [C6H4(CHCH2CH)]+ (g) → [C6H4(CHCHCH2)]+ (g) ΔrH°(0 K) = -3.34 ± 0.90 kcal/molRuscic G3X
1.47151.2 [C6H4(CHCH2CH)]+ (g) → [C6H4(CHCHCH2)]+ (g) ΔrH°(0 K) = -3.40 ± 0.90 kcal/molRuscic G4
1.37146.3 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.396 ± 0.099 eVRuscic CBS-n
1.17151.3 [C6H4(CHCH2CH)]+ (g) → [C6H4(CHCHCH2)]+ (g) ΔrH°(0 K) = -3.68 ± 1.00 kcal/molRuscic CBS-n
0.77146.4 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.285 ± 0.075 (×1.756) eVRuscic CBS-n
0.77140.2 C6H4(CHCHCH2) (cr,l) → C6H4(CHCHCH2) (g) ΔrH°(298.15 K) = 50.29 ± 1. kJ/molVerevkin 2011, est unc
0.47137.5 C6H4(CHCHCH2) (g) CH4 (g) → 14/3 C6H6 (g) ΔrH°(0 K) = -4.91 ± 2.7 kcal/molRuscic W1RO
0.47138.5 C6H4(CHCHCH2) (g) + 1/2 CH2CH2 (g) → 5/3 C6H6 (g) ΔrH°(0 K) = -11.57 ± 0.9 kcal/molRuscic W1RO
0.37137.4 C6H4(CHCHCH2) (g) CH4 (g) → 14/3 C6H6 (g) ΔrH°(0 K) = -2.55 ± 3.0 kcal/molRuscic CBS-n
0.37137.2 C6H4(CHCHCH2) (g) CH4 (g) → 14/3 C6H6 (g) ΔrH°(0 K) = -2.00 ± 3.0 kcal/molRuscic G4

Top 10 species with enthalpies of formation correlated to the ΔfH° of C6H4(CHCH2CH) (g)

Please note: The correlation coefficients are obtained by renormalizing the off-diagonal elements of the covariance matrix by the corresponding variances.
The correlation coefficient is a number from -1 to 1, with 1 representing perfectly correlated species, -1 representing perfectly anti-correlated species, and 0 representing perfectly uncorrelated species.


Correlation
Coefficent
(%)
Species Name Formula Image    ΔfH°(0 K)    ΔfH°(298.15 K) Uncertainty Units Relative
Molecular
Mass
ATcT ID
48.0 Isoindene anion[C6H4(CHCH2CH)]- (g)c1cccc2c1=C[CH2-]C=2239.8217.1± 3.9kJ/mol116.1604 ±
0.0072
496764-61-5*0
40.7 Isoindene cation[C6H4(CHCH2CH)]+ (g)c1cccc2c1=C[CH2+]C=2985.2961.9± 1.8kJ/mol116.1593 ±
0.0072
1442045-79-5*0
38.9 IndeneC6H4(CHCHCH2) (g)c1ccc2c(c1)C=CC2183.77159.88± 0.72kJ/mol116.1598 ±
0.0072
95-13-6*0
38.7 Indene cation[C6H4(CHCHCH2)]+ (g)c1ccc2c(c1)C=C[CH2+]2969.94946.70± 0.73kJ/mol116.1593 ±
0.0072
42949-13-3*0
22.9 IndeneC6H4(CHCHCH2) (cr,l)c1ccc2c(c1)C=CC2117.22109.93± 0.85kJ/mol116.1598 ±
0.0072
95-13-6*500
16.6 IndenylC6H4(CHCHCH) (g)c1ccc2c(c1)C=C[CH]2299.2279.2± 1.6kJ/mol115.1519 ±
0.0072
71551-80-9*0
16.6 Indenide[C6H4(CHCHCH)]- (g)c1ccc2c(c1)C=C[CH-]2125.3105.3± 1.6kJ/mol115.1524 ±
0.0072
12128-54-0*0
13.6 Indenylium[C6H4(CHCHCH)]+ (g, singlet)c1ccc2c(c1)C=C[CH+]21030.21010.7± 2.0kJ/mol115.1513 ±
0.0072
12203-21-3*2
13.6 Indenylium[C6H4(CHCHCH)]+ (g)c1ccc2c(c1)C=C[CH+]21030.21010.7± 2.0kJ/mol115.1513 ±
0.0072
12203-21-3*0
12.2 Indenylium[C6H4(CHCHCH)]+ (g, triplet)c1ccc2c(c1)C=C[CH+]21081.21061.6± 2.2kJ/mol115.1513 ±
0.0072
12203-21-3*1

Most Influential reactions involving C6H4(CHCH2CH) (g)

Please note: The list, which is based on a hat (projection) matrix analysis, is limited to no more than 20 largest influences.

Influence
Coefficient
TN
ID
Reaction Measured Quantity Reference
0.3597147.5 [C6H4(CHCH2CH)]- (g) → C6H4(CHCH2CH) (g) ΔrH°(0 K) = 0.253 ± 0.050 (×1.164) eVRuscic W1RO
0.3277147.2 [C6H4(CHCH2CH)]- (g) → C6H4(CHCH2CH) (g) ΔrH°(0 K) = 0.367 ± 0.061 eVRuscic G4
0.2637146.5 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.447 ± 0.040 eVRuscic W1RO
0.2287150.5 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -20.44 ± 0.85 kcal/molRuscic W1RO
0.2037150.2 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -20.55 ± 0.90 kcal/molRuscic G4
0.2037150.1 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -20.55 ± 0.90 kcal/molRuscic G3X
0.1687147.1 [C6H4(CHCH2CH)]- (g) → C6H4(CHCH2CH) (g) ΔrH°(0 K) = 0.270 ± 0.085 eVRuscic G3X
0.1447147.3 [C6H4(CHCH2CH)]- (g) → C6H4(CHCH2CH) (g) ΔrH°(0 K) = 0.377 ± 0.092 eVRuscic CBS-n
0.0827150.3 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -21.98 ± 1.00 (×1.414) kcal/molRuscic CBS-n
0.0797146.2 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.432 ± 0.073 eVRuscic G4
0.0487146.1 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.483 ± 0.093 eVRuscic G3X
0.0437146.3 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.396 ± 0.099 eVRuscic CBS-n
0.0417150.4 C6H4(CHCH2CH) (g) → C6H4(CHCHCH2) (g) ΔrH°(0 K) = -22.57 ± 0.90 (×2.229) kcal/molRuscic CBS-n
0.0247146.4 C6H4(CHCH2CH) (g) → [C6H4(CHCH2CH)]+ (g) ΔrH°(0 K) = 7.285 ± 0.075 (×1.756) eVRuscic CBS-n


References
1   B. Ruscic, R. E. Pinzon, M. L. Morton, G. von Laszewski, S. Bittner, S. G. Nijsure, K. A. Amin, M. Minkoff, and A. F. Wagner,
Introduction to Active Thermochemical Tables: Several "Key" Enthalpies of Formation Revisited.
J. Phys. Chem. A 108, 9979-9997 (2004) [DOI: 10.1021/jp047912y]
2   B. Ruscic, R. E. Pinzon, G. von Laszewski, D. Kodeboyina, A. Burcat, D. Leahy, D. Montoya, and A. F. Wagner,
Active Thermochemical Tables: Thermochemistry for the 21st Century.
J. Phys. Conf. Ser. 16, 561-570 (2005) [DOI: 10.1088/1742-6596/16/1/078]
3   B. Ruscic and D. H. Bross,
Active Thermochemical Tables (ATcT) values based on ver. 1.176 of the Thermochemical Network (2024); available at ATcT.anl.gov
4   T. L. Nguyen et al, ongoing studies (2024)
5   B. Ruscic,
Uncertainty Quantification in Thermochemistry, Benchmarking Electronic Structure Computations, and Active Thermochemical Tables.
Int. J. Quantum Chem. 114, 1097-1101 (2014) [DOI: 10.1002/qua.24605]
6   B. Ruscic and D. H. Bross,
Thermochemistry
Computer Aided Chem. Eng. 45, 3-114 (2019) [DOI: 10.1016/B978-0-444-64087-1.00001-2]

Formula
The aggregate state is given in parentheses following the formula, such as: g - gas-phase, cr - crystal, l - liquid, etc.

Uncertainties
The listed uncertainties correspond to estimated 95% confidence limits, as customary in thermochemistry (see, for example, Ruscic [5] and Ruscic and Bross[6]).
Note that an uncertainty of ± 0.000 kJ/mol indicates that the estimated uncertainty is < ± 0.0005 kJ/mol.

Website Functionality Credits
The reorganization of the website was developed and implemented by David H. Bross (ANL).
The find function is based on the complete Species Dictionary entries for the appropriate version of the ATcT TN.
The molecule images are rendered by Indigo-depict.
The XYZ renderings are based on Jmol: an open-source Java viewer for chemical structures in 3D. http://www.jmol.org/.

Acknowledgement
This work was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, Division of Chemical Sciences, Geosciences and Biosciences under Contract No. DE-AC02-06CH11357.