Cyclononane

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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 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

2Hydrogen + cis,cis-Cyclonona-1,5-diene = Cyclononane

By formula: 2H2 + C9H14 = C9H18

Quantity Value Units Method Reference Comment
Δr-46.32 ± 0.26kcal/molChydTurner, Mallon, et al., 1973liquid phase; solvent: Glacial acetic acid

2Hydrogen + cis,trans-Cyclonona-1,5-diene = Cyclononane

By formula: 2H2 + C9H14 = C9H18

Quantity Value Units Method Reference Comment
Δr-50.63 ± 0.32kcal/molChydTurner, Mallon, et al., 1973liquid phase; solvent: Glacial acetic acid

Hydrogen + trans-Cyclononene = Cyclononane

By formula: H2 + C9H16 = C9H18

Quantity Value Units Method Reference Comment
Δr-26.49 ± 0.14kcal/molChydTurner and Meador, 1957liquid phase; solvent: Acetic acid

3Hydrogen + C9H12 = Cyclononane

By formula: 3H2 + C9H12 = C9H18

Quantity Value Units Method Reference Comment
Δr-76.88 ± 0.05kcal/molChydRoth, Bang, et al., 1964liquid phase; solvent: Acetic acid

2Hydrogen + Cyclononyne = Cyclononane

By formula: 2H2 + C9H14 = C9H18

Quantity Value Units Method Reference Comment
Δr-61.93 ± 0.31kcal/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid

Hydrogen + cis-Cyclononene = Cyclononane

By formula: H2 + C9H16 = C9H18

Quantity Value Units Method Reference Comment
Δr-23.62 ± 0.07kcal/molChydTurner and Meador, 1957liquid phase; solvent: Acetic acid

4Hydrogen + trans Bicyclo[6.1.0]nona-2,4,6-triene = Cyclononane

By formula: 4H2 + C9H10 = C9H18

Quantity Value Units Method Reference Comment
Δr-120.5 ± 0.1kcal/molChydRoth, Adamczak, et al., 1991liquid phase

Gas Chromatography

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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

Kovats' RI, non-polar column, isothermal

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Column type Active phase Temperature (C) I Reference Comment
CapillaryOV-1100.1035.7Engewald, Billing, et al., 1987Column length: 50. m; Column diameter: 0.3 mm
CapillarySqualane120.1049.Engewald, Epsch, et al., 1974N2; Column length: 100. m; Column diameter: 0.23 mm
CapillarySqualane120.1049.Schomburg, 1966 
PackedApiezon L130.1093.Wehrli and Kováts, 1959Celite; Column length: 2.25 m

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryPetrocol DH1043.White, Hackett, et al., 1992100. m/0.25 mm/0.5 μm, He, 1. K/min; Tstart: 30. C; Tend: 220. C

Normal alkane RI, non-polar column, custom temperature program

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Column type Active phase I Reference Comment
CapillaryMethyl Silicone1093.N/AProgram: not specified

References

Go To: Top, Reaction thermochemistry data, Gas Chromatography, Notes

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

Turner, Mallon, et al., 1973
Turner, R.B.; Mallon, B.J.; Tichy, M.; Doering, W.v.E.; Roth, W.R.; Schroder, G., Heats of hydrogenation. X. Conjugative interaction in cyclic dienes and trienes, J. Am. Chem. Soc., 1973, 95, 8605-8610. [all data]

Turner and Meador, 1957
Turner, R.B.; Meador, W.R., Heats of hydrogenation. IV. Hydrogenation of some cis- and trans-cycloolefins, J. Am. Chem. Soc., 1957, 79, 4133-4136. [all data]

Roth, Bang, et al., 1964
Roth, W.R.; Bang, W.B.; Goebel, P.; Sass, R.L.; Sass, R.L.; Turner, R.B.; Yu, A.P., On the question of homoconjugation in cis,cis,cis-1,4,7-cyclononatriene, J. Am. Chem. Soc., 1964, 86, 3178-3179. [all data]

Turner, Jarrett, et al., 1973
Turner, R.B.; Jarrett, A.D.; Goebel, P.; Mallon, B.J., Heats of hydrogenation. 9. Cyclic acetylenes and some miscellaneous olefins, J. Am. Chem. Soc., 1973, 95, 790-792. [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]

Engewald, Billing, et al., 1987
Engewald, W.; Billing, U.; Welsch, T.; Haufe, G., Structure-retention correlations of hydrocarbons in gas-liquid and gas-solid chromatography. Cycloalkenes and cycloalkadienes, Chromatographia, 1987, 23, 8, 590-594, https://doi.org/10.1007/BF02324870 . [all data]

Engewald, Epsch, et al., 1974
Engewald, W.; Epsch, K.; Graefe, J.; Welsch, Th., Molekülstruktur und retentionsverhalten. II. Retentionsverhalten cycloaliphatischer kohlenwasser-stoffe bei der gas-adsorptions- und gas-verteilungschromatographie, J. Chromatogr., 1974, 91, 623-631, https://doi.org/10.1016/S0021-9673(01)97943-9 . [all data]

Schomburg, 1966
Schomburg, G., Gaschromatographische Retentionsdaten und struktur chemischer verbindungen. III. Alkylverzweigte und ungesättigte cyclische Kohlenwasserstoffe, J. Chromatogr., 1966, 23, 18-41, https://doi.org/10.1016/S0021-9673(01)98653-4 . [all data]

Wehrli and Kováts, 1959
Wehrli, A.; Kováts, E., Gas-chromatographische Charakterisierung ogranischer Verbindungen. Teil 3: Berechnung der Retentionsindices aliphatischer, alicyclischer und aromatischer Verbindungen, Helv. Chim. Acta, 1959, 7, 7, 2709-2736, https://doi.org/10.1002/hlca.19590420745 . [all data]

White, Hackett, et al., 1992
White, C.M.; Hackett, J.; Anderson, R.R.; Kail, S.; Spock, P.S., Linear temperature programmed retention indices of gasoline range hydrocarbons and chlorinated hydrocarbons on cross-linked polydimethylsiloxane, J. Hi. Res. Chromatogr., 1992, 15, 2, 105-120, https://doi.org/10.1002/jhrc.1240150211 . [all data]


Notes

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