1,3,5-Hexatriyne
- Formula: C6H2
- Molecular weight: 74.0801
- IUPAC Standard InChI: InChI=1S/C6H2/c1-3-5-6-4-2/h1-2H
- IUPAC Standard InChIKey: MZHROOGPARRVHS-UHFFFAOYSA-N
- CAS Registry Number: 3161-99-7
- Chemical structure:
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Gas phase 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 by: Glushko Thermocenter, Russian Academy of Sciences, Moscow
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 9.042 | 50. | Dorofeeva O.V., 1991 | There is an appreciable difference with other statistically calculated values [ Dessau L., 1988] because the authors used the estimated values of vibrational frequencies instead of experimental ones. |
| 12.21 | 100. | ||
| 15.82 | 150. | ||
| 19.45 | 200. | ||
| 23.70 | 273.15 | ||
| 24.84 ± 0.48 | 298.15 | ||
| 24.916 | 300. | ||
| 28.317 | 400. | ||
| 30.629 | 500. | ||
| 32.395 | 600. | ||
| 33.848 | 700. | ||
| 35.088 | 800. | ||
| 36.162 | 900. | ||
| 37.094 | 1000. | ||
| 37.906 | 1100. | ||
| 38.614 | 1200. | ||
| 39.233 | 1300. | ||
| 39.771 | 1400. | ||
| 40.244 | 1500. | ||
| 40.657 | 1600. | ||
| 41.021 | 1700. | ||
| 41.341 | 1800. | ||
| 41.623 | 1900. | ||
| 41.874 | 2000. |
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 by: John E. Bartmess
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
C6H- + =
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 358.8 ± 5.0 | kcal/mol | D-EA | Garand, Yacovitch, et al., 2010 | gas phase; Calns says linear H-terminated structure for anion |
| ΔrH° | 355.2 ± 3.1 | kcal/mol | G+TS | Natterer, Koch, et al., 1994 | gas phase; Acidity between (Me3Si)2NH and 4-Me-pyrazole |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 350.6 ± 5.1 | kcal/mol | H-TS | Garand, Yacovitch, et al., 2010 | gas phase; Calns says linear H-terminated structure for anion |
| ΔrG° | 347.0 ± 3.0 | kcal/mol | IMRB | Natterer, Koch, et al., 1994 | gas phase; Acidity between (Me3Si)2NH and 4-Me-pyrazole |
Gas phase ion energetics 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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.50 ± 0.02 | PE | Bieri, Burger, et al., 1977 | LLK |
| 9.50 | PE | Brogli, Heilbronner, et al., 1973 | LLK |
| 9.63 | PE | Bieri and Asbrink, 1980 | Vertical value; LLK |
De-protonation reactions
C6H- + =
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 358.8 ± 5.0 | kcal/mol | D-EA | Garand, Yacovitch, et al., 2010 | gas phase; Calns says linear H-terminated structure for anion; B |
| ΔrH° | 355.2 ± 3.1 | kcal/mol | G+TS | Natterer, Koch, et al., 1994 | gas phase; Acidity between (Me3Si)2NH and 4-Me-pyrazole; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 350.6 ± 5.1 | kcal/mol | H-TS | Garand, Yacovitch, et al., 2010 | gas phase; Calns says linear H-terminated structure for anion; B |
| ΔrG° | 347.0 ± 3.0 | kcal/mol | IMRB | Natterer, Koch, et al., 1994 | gas phase; Acidity between (Me3Si)2NH and 4-Me-pyrazole; B |
References
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry 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.
Dorofeeva O.V., 1991
Dorofeeva O.V.,
Thermodynamic properties of linear carbon chain molecules with conjugated triple bonds. Part I. Polyacetylenes, H(CC)nH (n=2-6), cyanopolyacetylenes, H(CC)nCN (n=1-5), and dicyanopolyacetylenes, NC(CC)nCN (n=1-4),
Thermochim. Acta, 1991, 178, 273-286. [all data]
Dessau L., 1988
Dessau L.,
Vibrations and thermodynamic functions of long-chain acetylenes,
Z. Phys. Chem. (Leipzig), 1988, 269, 187-190. [all data]
Garand, Yacovitch, et al., 2010
Garand, E.; Yacovitch, T.I.; Zhou, J.; Sheehan, S.M.; Neumark, D.M.,
Slow photoelectron velocity-map imaging of the CnH- (n=5-9) anions,
Chem. Sci., 2010, 1, 2, 192-201, https://doi.org/10.1039/c0sc00164c
. [all data]
Natterer, Koch, et al., 1994
Natterer, J.; Koch, W.; Schroder, D.; Goldberg, N.; Schwarz, H.,
Combined experimental and theoretical study of the C-H bond strength and the gas phase acidity of triacetylene, C6H2, and the electron affinity of the C6H. radical,
Chem. Phys. Lett., 1994, 229, 4-5, 429, https://doi.org/10.1016/0009-2614(94)01075-7
. [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]
Brogli, Heilbronner, et al., 1973
Brogli, F.; Heilbronner, E.; Hornung, V.; Kloster-Jensen, E.,
230. Die photoelektronen-spektren methyl-substituierter Acetylene,
Helv. Chim. Acta, 1973, 56, 2171. [all data]
Bieri and Asbrink, 1980
Bieri, G.; Asbrink, L.,
30.4-nm He(II) photoelectron spectra of organic molecules,
J. Electron Spectrosc. Relat. Phenom., 1980, 20, 149. [all data]
Notes
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- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas 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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