Cyclononane

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Reaction thermochemistry data

Go To: Top, Gas Chromatography, References, Notes

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-193.8 ± 1.1kJ/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-211.8 ± 1.3kJ/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-110.8 ± 0.59kJ/molChydTurner and Meador, 1957liquid phase; solvent: Acetic acid

3Hydrogen + C9H12 = Cyclononane

By formula: 3H2 + C9H12 = C9H18

Quantity Value Units Method Reference Comment
Δr-321.7 ± 0.2kJ/molChydRoth, Bang, et al., 1964liquid phase; solvent: Acetic acid

2Hydrogen + Cyclononyne = Cyclononane

By formula: 2H2 + C9H14 = C9H18

Quantity Value Units Method Reference Comment
Δr-259.1 ± 1.3kJ/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-98.8 ± 0.3kJ/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-504.2 ± 0.4kJ/molChydRoth, Adamczak, et al., 1991liquid phase

Gas Chromatography

Go To: Top, Reaction thermochemistry data, References, Notes

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

View large format table.

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

View large format table.

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

View large format table.

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

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