1,5-Hexadiyne

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Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director

Quantity Value Units Method Reference Comment
Tboil359.KN/AFarchan Laboratories, 1990BS
Tboil359.15KN/ASkinner and Snelson, 1959Uncertainty assigned by TRC = 1.5 K; TRC
Tboil361.KN/APomerantz, Fookson, et al., 1954Uncertainty assigned by TRC = 0.15 K; TRC
Tboil358.6KN/APerkin, 1895Uncertainty assigned by TRC = 3. K; TRC
Tboil360.KN/AGriner, 1892Uncertainty assigned by TRC = 6. K; TRC
Quantity Value Units Method Reference Comment
Tfus267.KN/AGriner, 1892Uncertainty assigned by TRC = 4. K; TRC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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: 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

4Hydrogen + 1,5-Hexadiyne = n-Hexane

By formula: 4H2 + C6H6 = C6H14

Quantity Value Units Method Reference Comment
Δr-139.3 ± 1.0kcal/molChydSkinner and Snelson, 1959, 2liquid phase; solvent: Acetic acid; Reanalyzed by Cox and Pilcher, 1970, Original value = -139.4 ± 1.0 kcal/mol

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:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
LL - Sharon G. Lias and Joel F. Liebman

View reactions leading to C6H6+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
9.93 ± 0.05EIRosenstock, McCulloh, et al., 1977LLK
9.98 ± 0.05PIRosenstock, McCulloh, et al., 1977LLK
9.90 ± 0.02PEBieri, Burger, et al., 1977LLK
9.87 ± 0.03EIGross and Aerni, 1973LLK
10.35EIMomigny, Brakier, et al., 1962RDSH
10.0PEBieri, Asbrink, et al., 1982Vertical value; LBLHLM
10.48PEBischof, Gleiter, et al., 1975Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C3H3+12.17?EIMomigny, Brakier, et al., 1962RDSH
C4H2+15.02?EIMomigny, Brakier, et al., 1962RDSH
C4H3+15.45?EIMomigny, Brakier, et al., 1962RDSH
C4H4+10.42 ± 0.08C2H2PIRosenstock, McCulloh, et al., 1977LLK
C4H4+10.5 ± 0.1C2H2EIRosenstock, McCulloh, et al., 1977LLK
C4H4+11.4C2H2EIMomigny, Brakier, et al., 1962RDSH
C5H3+11.9 ± 0.2?PIKompe, Peel, et al., 1993LL
C6H4+11.17H2EIMomigny, Brakier, et al., 1962RDSH
C6H5+10.16 ± 0.08HPIRosenstock, McCulloh, et al., 1977LLK
C6H5+10.21 ± 0.03HEIGross and Aerni, 1973LLK
C6H5+11.47HEIMomigny, Brakier, et al., 1962RDSH

IR Spectrum

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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IR spectrum
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Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center
State gas
Instrument HP-GC/MS/IRD

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Due to licensing restrictions, this spectrum cannot be downloaded.

Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Japan AIST/NIMC Database- Spectrum MS-NW-4647
NIST MS number 231272

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Farchan Laboratories, 1990
Farchan Laboratories, Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [all data]

Skinner and Snelson, 1959
Skinner, H.A.; Snelson, A., Heats of Hydrogenation. Part 3, Trans. Faraday Soc., 1959, 55, 404. [all data]

Pomerantz, Fookson, et al., 1954
Pomerantz, P.; Fookson, A.; Mears, T.W.; Rothberg, S.; Howard, F.L., Synthesis and Physical Properties of Several Acetylenic Hydrocarbons, J. Res. Natl. Bur. Stand. (U. S.), 1954, 52, 51. [all data]

Perkin, 1895
Perkin, W.H., J. Chem. Soc., 1895, 67, 255-64. [all data]

Griner, 1892
Griner, G., Ann. Chim., 1892, 26, 347. [all data]

Skinner and Snelson, 1959, 2
Skinner, H.A.; Snelson, A., Heats of hydrogenation Part 3., Trans. Faraday Soc., 1959, 55, 405-407. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Rosenstock, McCulloh, et al., 1977
Rosenstock, H.M.; McCulloh, K.E.; Lossing, F.P., On the mechanisms of C6H6 ionization fragmentation, Int. J. Mass Spectrom. Ion Phys., 1977, 25, 327. [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]

Gross and Aerni, 1973
Gross, M.L.; Aerni, R.J., The unusual loss of hydrogen from ionized 1,5-hexadiyne, J. Am. Chem. Soc., 1973, 95, 7875. [all data]

Momigny, Brakier, et al., 1962
Momigny, J.; Brakier, L.; D'Or, L., Comparaison entre les effets de l'impact electronique sur le benzene et sur les isomeres du benzene en chaine ouverte, Bull. Classe Sci. Acad. Roy. Belg., 1962, 48, 1002. [all data]

Bieri, Asbrink, et al., 1982
Bieri, G.; Asbrink, L.; Von Niessen, W., 30.4-nm He(II) photoelectron spectra of organic molecules, J. Electron Spectrosc. Relat. Phenom., 1982, 27, 129. [all data]

Bischof, Gleiter, et al., 1975
Bischof, P.; Gleiter, R.; Hopf, H.; Lenich, F.T., Photoelectron spectra of open chain C6H6 isomers, J. Am. Chem. Soc., 1975, 97, 5467. [all data]

Kompe, Peel, et al., 1993
Kompe, B.; Peel, J.B.; Traeger, J.C., A theoretical and experimental study of the structures and stabilities of the [C5H3]+ cation, Org. Mass Spectrom., 1993, 28, 1253. [all data]


Notes

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References