Selected ATcT [1, 2] enthalpy of formation based on version 1.172 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.156 to include species relevant to a study of photodissociation of formamide[4].

1-Buten-3-yn-1-yl

Formula: HCCCHCH (g, trans)
CAS RN: 2810-61-9
ATcT ID: 2810-61-9*1
SMILES: C#CC=[CH]
InChI: InChI=1S/C4H3/c1-3-4-2/h1-3H
InChIKey: GQMYNBIOBOYFNG-UHFFFAOYSA-N
Hills Formula: C4H3

2D Image:

C#CC=[CH]
Aliases: HCCCHCH; 1-Buten-3-yn-1-yl; But-1-en-3-yn-2-yl; CHCHCCH; n-C4H3
Relative Molecular Mass: 51.0666 ± 0.0032

   ΔfH°(0 K)   ΔfH°(298.15 K)UncertaintyUnits
547.36544.70± 0.84kJ/mol

3D Image of HCCCHCH (g, trans)

spin ON           spin OFF
          

Top contributors to the provenance of ΔfH° of HCCCHCH (g, trans)

The 20 contributors listed below account only for 42.9% of the provenance of ΔfH° of HCCCHCH (g, trans).
A total of 252 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
12.08262.10 HCCCHCH (g, trans) → CH2CCCH (g) ΔrH°(0 K) = -11.80 ± 0.30 kcal/molWheeler 2004, est unc
4.78262.6 HCCCHCH (g, trans) → CH2CCCH (g) ΔrH°(0 K) = -51.65 ± 2.00 kJ/molKlippenstein 2017
3.38230.6 CH2CCCH (g) → 4 C (g) + 3 H (g) ΔrH°(0 K) = 715.82 ± 0.50 kcal/molWheeler 2004, est unc
2.48264.5 CH2CHCCH (g) + CH2CH (g) → HCCCHCH (g, trans) + CH2CH2 (g) ΔrH°(0 K) = 2.47 ± 0.9 kcal/molRuscic W1RO
1.98264.2 CH2CHCCH (g) + CH2CH (g) → HCCCHCH (g, trans) + CH2CH2 (g) ΔrH°(0 K) = 2.33 ± 1.0 kcal/molRuscic G4
1.98264.4 CH2CHCCH (g) + CH2CH (g) → HCCCHCH (g, trans) + CH2CH2 (g) ΔrH°(0 K) = 2.55 ± 1.0 kcal/molRuscic CBS-n
1.88346.7 C(CHCHCH) (g) → HCCCHCH (g, trans) ΔrH°(0 K) = -108.16 ± 2.00 kJ/molKlippenstein 2017
1.68264.1 CH2CHCCH (g) + CH2CH (g) → HCCCHCH (g, trans) + CH2CH2 (g) ΔrH°(0 K) = 3.00 ± 1.1 kcal/molRuscic G3X
1.28238.6 CH2CCCH2 (g) → CH2CCCH (g) + H (g) ΔrH°(0 K) = 384.12 ± 2.00 kJ/molKlippenstein 2017
1.18264.3 CH2CHCCH (g) + CH2CH (g) → HCCCHCH (g, trans) + CH2CH2 (g) ΔrH°(0 K) = 2.23 ± 1.3 kcal/molRuscic CBS-n
1.18130.1 4 CH4 (g) → CH2CHCCH (g) + 6 H2 (g) ΔrH°(0 K) = 561.94 ± 2.0 kJ/molKlippenstein 2017
1.18131.6 CH2CHCCH (g) + 3 H2 (g) → CH3CH2CH2CH3 (g) ΔrH°(0 K) = -394.18 ± 2.0 kJ/molKlippenstein 2017
1.18240.6 CH2CCCH2 (g) + CH2CCH (g) → CH2CCCH (g) + CH2CCH2 (g) ΔrH°(0 K) = 11.02 ± 2.00 kJ/molKlippenstein 2017
1.08262.8 HCCCHCH (g, trans) → CH2CCCH (g) ΔrH°(0 K) = -12.1 ± 1.0 kcal/molDomin 2008, est unc
1.08239.6 CH2CCCH2 (g) + CH2CH (g) → CH2CCCH (g) + CH2CH2 (g) ΔrH°(0 K) = -72.65 ± 2.00 kJ/molKlippenstein 2017
1.08132.6 CH2CHCCH (g) + CH4 (g) → CH2CH2 (g) + CH3CCH (g) ΔrH°(0 K) = 23.34 ± 2.0 kJ/molKlippenstein 2017
1.08133.7 CH2CHCCH (g) + CH3CH3 (g) → CH3CCH (g) + CH3CHCH2 (g) ΔrH°(0 K) = -0.05 ± 2.00 kJ/molKlippenstein 2017
0.98254.5 [HCCCHCH]- (g, trans) → HCCCHCH (g, trans) ΔrH°(0 K) = 1.298 ± 0.050 eVRuscic W1RO
0.98133.6 CH2CHCCH (g) + CH3CH3 (g) → CH3CCH (g) + CH3CHCH2 (g) ΔrH°(0 K) = -0.12 ± 0.50 kcal/molWheeler 2004, est unc
0.98263.5 CH2CHCCH (g) → HCCCHCH (g, trans) + H (g) ΔrH°(0 K) = 111.76 ± 1.50 kcal/molRuscic W1RO

Top 10 species with enthalpies of formation correlated to the ΔfH° of HCCCHCH (g, trans)

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
100.0 1-Buten-3-yn-1-ylHCCCHCH (g)C#CC=[CH]547.36544.85± 0.84kJ/mol51.0666 ±
0.0032		2810-61-9*0
64.8 1-Buten-3-yn-1-ylHCCCHCH (g, cis)C#CC=[CH]547.9545.1± 1.2kJ/mol51.0666 ±
0.0032		2810-61-9*2
61.3 1,2,3-Butatrien-1-ylCH2CCCH (g)C=C=C=[CH]497.52497.54± 0.66kJ/mol51.0666 ±
0.0032		22112-56-7*0
55.1 1,3-Cyclobutadien-1-ylC(CHCHCH) (g)[C]1=CC=C1653.9649.4± 1.1kJ/mol51.0666 ±
0.0032		127611-22-7*0
44.4 VinylacetyleneCH2CHCCH (g)C=CC#C296.44289.68± 0.52kJ/mol52.0746 ±
0.0032		689-97-4*0
43.8 2-Cyclopropen-1-ylidenemethylCHC(CHCH) (g)[CH]=C1C=C1635.8632.7± 1.3kJ/mol51.0666 ±
0.0032		127611-25-0*0
40.4 1-Buten-3-ynylium[HCCCHCH]+ (g, trans)C#CC=[CH+]1482.41479.9± 1.4kJ/mol51.0661 ±
0.0032		84654-85-3*1
40.4 1-Buten-3-ynylium[HCCCHCH]+ (g)C#CC=[CH+]1482.41480.3± 1.4kJ/mol51.0661 ±
0.0032		84654-85-3*0
40.2 3-Buten-1-ynylCH2CHCC (g)C=CC#[C]628.61626.42± 0.99kJ/mol51.0666 ±
0.0032		108179-98-2*0
37.8 1,2,3-Butatrien-1-ylium[CH2CCCH]+ (g, triplet)C=C=C=[CH+]1425.91426.2± 1.3kJ/mol51.0661 ±
0.0032		81932-79-8*1

Most Influential reactions involving HCCCHCH (g, trans)

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
1.0008260.1 HCCCHCH (g) → HCCCHCH (g, trans) ΔrH°(0 K) = 0 ± 0 cm-1triv, Ruscic W1RO, Ruscic G4, Ruscic CBS-n
0.4848261.6 HCCCHCH (g, trans) → HCCCHCH (g, cis) ΔrH°(0 K) = 0.06 ± 0.30 kcal/molWheeler 2004, est unc
0.2908262.10 HCCCHCH (g, trans) → CH2CCCH (g) ΔrH°(0 K) = -11.80 ± 0.30 kcal/molWheeler 2004, est unc
0.2028346.7 C(CHCHCH) (g) → HCCCHCH (g, trans) ΔrH°(0 K) = -108.16 ± 2.00 kJ/molKlippenstein 2017
0.1148262.6 HCCCHCH (g, trans) → CH2CCCH (g) ΔrH°(0 K) = -51.65 ± 2.00 kJ/molKlippenstein 2017
0.1138251.5 HCCCHCH (g, trans) → [HCCCHCH]+ (g, trans) ΔrH°(0 K) = 9.688 ± 0.040 eVRuscic W1RO
0.0728251.6 HCCCHCH (g, trans) → [HCCCHCH]+ (g, trans) ΔrH°(0 K) = 9.70 ± 0.05 eVKaiser 2010, est unc
0.0728251.7 HCCCHCH (g, trans) → [HCCCHCH]+ (g, trans) ΔrH°(0 K) = 9.71 ± 0.05 eVHansen 2006a, est unc
0.0688254.5 [HCCCHCH]- (g, trans) → HCCCHCH (g, trans) ΔrH°(0 K) = 1.298 ± 0.050 eVRuscic W1RO
0.0598261.5 HCCCHCH (g, trans) → HCCCHCH (g, cis) ΔrH°(0 K) = 36 ± 300 cm-1Ruscic W1RO
0.0558261.2 HCCCHCH (g, trans) → HCCCHCH (g, cis) ΔrH°(0 K) = 58 ± 310 cm-1Ruscic G4
0.0558261.4 HCCCHCH (g, trans) → HCCCHCH (g, cis) ΔrH°(0 K) = 6 ± 310 cm-1Ruscic CBS-n
0.0548331.6 CHC(CHCH) (g) → HCCCHCH (g, trans) ΔrH°(0 K) = -0.92 ± 0.05 eVKaiser 2010, est unc
0.0538261.1 HCCCHCH (g, trans) → HCCCHCH (g, cis) ΔrH°(0 K) = 40 ± 315 cm-1Ruscic G3X
0.0508331.5 CHC(CHCH) (g) → HCCCHCH (g, trans) ΔrH°(0 K) = -20.86 ± 1.2 kcal/molRuscic W1RO
0.0468254.2 [HCCCHCH]- (g, trans) → HCCCHCH (g, trans) ΔrH°(0 K) = 1.316 ± 0.061 eVRuscic G4
0.0438264.5 CH2CHCCH (g) + CH2CH (g) → HCCCHCH (g, trans) + CH2CH2 (g) ΔrH°(0 K) = 2.47 ± 0.9 kcal/molRuscic W1RO
0.0438261.3 HCCCHCH (g, trans) → HCCCHCH (g, cis) ΔrH°(0 K) = 8 ± 350 cm-1Ruscic CBS-n
0.0438331.4 CHC(CHCH) (g) → HCCCHCH (g, trans) ΔrH°(0 K) = -20.97 ± 1.3 kcal/molRuscic CBS-n
0.0438331.2 CHC(CHCH) (g) → HCCCHCH (g, trans) ΔrH°(0 K) = -21.15 ± 1.3 kcal/molRuscic G4
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. 1.172 of the Thermochemical Network (2024); available at ATcT.anl.gov
4   K. L. Caster, N. A. Seifert, B. Ruscic, A. W. Jasper, and K. Prozument,
Dynamics of HCN, NHC, and HNCO Formation in the 193 nm Photodissociation of Formamide
J. Phys. Chem. A (in press) (2024) [DOI: 10.1021/acs.jpca.4c02232]
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.