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Norbornane

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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Deltafgas-54.9 ± 1.1kJ/molCcbAn, Zhu, et al., 1987ALS
Deltafgas-54.7 ± 4.7kJ/molCcbSteele, 1978Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -61.6 ± 3.4 kJ/mol; ALS
Deltafgas-52.0kJ/molN/ABoyd, Sanwal, et al., 1971Value computed using «DELTA»fHsolid° value of -92.1±2.2 kj/mol from Boyd, Sanwal, et al., 1971 and «DELTA»subH° value of 40.1 kj/mol from An, Zhu, et al., 1987.; DRB
Deltafgas-52.0kJ/molN/ABedford, Beezer, et al., 1963Value computed using «DELTA»fHsolid° value of -92.1±2.7 kj/mol from Bedford, Beezer, et al., 1963 and «DELTA»subH° value of 40.1 kj/mol from An, Zhu, et al., 1987.; DRB

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
120.08298.15Walsh R., 1975Selected value of S(298.15 K) is in good agreement with that calculated by force field method [ Boyd R.H., 1971, Lenz T.G., 1989]. Discrepancy with S(500 K) [ Boyd R.H., 1971] amounts to 8.9 J/mol*K. Discrepancies between Cp(T) values calculated by [ Boyd R.H., 1971] and given here amount to 10.7-12.7 J/mol*K in the temperature range 298.15-500 K.; GT
121.00300.
169.62400.
211.21500.
245.14600.
272.92700.
296.06800.
315.56900.
332.171000.

Condensed 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Deltafsolid-95.0 ± 1.1kJ/molCcbAn, Zhu, et al., 1987ALS
Deltafsolid-102.0 ± 3.3kJ/molCcbSteele, 1978ALS
Deltafsolid-92.1 ± 2.2kJ/molCcbBoyd, Sanwal, et al., 1971ALS
Deltafsolid-92.1 ± 2.7kJ/molCcbBedford, Beezer, et al., 1963see also Boyd, Sanwal, et al., 1971; ALS
Quantity Value Units Method Reference Comment
Deltacsolid-4374.59 ± 0.97kJ/molCcbAn, Zhu, et al., 1987Corresponding «DELTA»fsolid = -94.96 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacsolid-4367.5 ± 3.3kJ/molCcbSteele, 1978Corresponding «DELTA»fsolid = -102.1 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacsolid-4377.5 ± 2.2kJ/molCcbBedford, Beezer, et al., 1963see also Boyd, Sanwal, et al., 1971; Corresponding «DELTA»fsolid = -92.09 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
151.0298.15Steele, 1978DH

Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase 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: 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

Hydrogen + 2-Norbornene = Norbornane

By formula: H2 + C7H10 = C7H12

Quantity Value Units Method Reference Comment
Deltar-137. ± 0.4kJ/molChydDoering, Roth, et al., 1988gas phase
Deltar-141.5 ± 1.2kJ/molChydRogers, Choi, et al., 1980liquid phase; solvent: Hexane; Author was aware that data differs from previously reported values
Deltar-138.6 ± 0.88kJ/molChydTurner, Meador, et al., 1957liquid phase; solvent: Acetic acid

2,5-Norbornadiene + 2Hydrogen = Norbornane

By formula: C7H8 + 2H2 = C7H12

Quantity Value Units Method Reference Comment
Deltar-296. ± 1.kJ/molChydDoering, Roth, et al., 1988gas phase
Deltar-291.9 ± 1.5kJ/molChydRogers, Choi, et al., 1980liquid phase; solvent: Hexane
Deltar-285.0 ± 1.7kJ/molChydTurner, Meador, et al., 1957liquid phase; solvent: Acetic acid

Hydrogen + Tricyclo[2.2.1.0(2,6)]heptane = Norbornane

By formula: H2 + C7H10 = C7H12

Quantity Value Units Method Reference Comment
Deltar-130. ± 0.8kJ/molChydFlury, Grob, et al., 1988liquid phase; solvent: Isooctane
Deltar-136.3 ± 2.2kJ/molChydRogers, Choi, et al., 1980liquid phase; solvent: Hexane; Author was aware that data differs from previously reported values

2Hydrogen + Tetracyclo[3.2.0.0(2,7).0(4,6)]heptane = Norbornane

By formula: 2H2 + C7H8 = C7H12

Quantity Value Units Method Reference Comment
Deltar-384.7 ± 1.8kJ/molChydRogers, Choi, et al., 1980liquid phase; solvent: Hexane
Deltar-385.1 ± 2.1kJ/molChydTurner, Goebel, et al., 1968liquid phase; solvent: Acetic acid

Hydrogen + Tricyclo-[3.2.0.0(2,7)]heptane = Norbornane

By formula: H2 + C7H10 = C7H12

Quantity Value Units Method Reference Comment
Deltar-220. ± 0.8kJ/molChydFlury, Grob, et al., 1988liquid phase; solvent: Isooctane

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

An, Zhu, et al., 1987
An, X-W.; Zhu, H-P.; Hu, R-H., Heats of combustion and formation of norbornane, Thermochim. Acta, 1987, 121, 473-477. [all data]

Steele, 1978
Steele, W.V., The standard enthalpies of formation of a series of C7, bridged-ring hydrocarbons: norbornane, norbornene, nortricyclene, norbornadiene, and quadricyclane, J. Chem. Thermodyn., 1978, 10, 919-927. [all data]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]

Boyd, Sanwal, et al., 1971
Boyd, R.H.; Sanwal, S.N.; Shary-Tehrany, S.; McNally, D., The thermochemistry, thermodynamic functions, and molecular structures of some cyclic hydrocarbons, J. Phys. Chem., 1971, 75, 1264-1271. [all data]

Bedford, Beezer, et al., 1963
Bedford, A.F.; Beezer, A.E.; Mortimer, C.T.; Springall, H.D., Heats of combustion and molecular structure. Part IX. Bicylo[2,2,1]heptane, 7-oxabicyclo[2,2,1]heptane, and exo- and endo-2-methyl-7-oxabicyclo[2,2,1]heptane, J. Chem. Soc., 1963, 3823-3828. [all data]

Walsh R., 1975
Walsh R., The enthalpy of formation of bicyclo[2.2.1]hepta-2,5-diene. Thermodynamic functions of bicyclo[2.2.1]heptane and bicyclo[2.2.1]hepta-2,5-diene, J. Chem. Thermodyn., 1975, 7, 149-154. [all data]

Boyd R.H., 1971
Boyd R.H., The thermochemistry, thermodynamic functions, and molecular structures of some cyclic hydrocarbons, J. Phys. Chem., 1971, 75, 1264-1271. [all data]

Lenz T.G., 1989
Lenz T.G., Force-field calculations giving accurate conformation, Hf(T), S(T), and Cp(T) for unsaturated acyclic and cyclic hydrocarbons, J. Phys. Chem., 1989, 93, 1588-1592. [all data]

Doering, Roth, et al., 1988
Doering, W.E.; Roth, W.R.; Breuckmann, R.; Figge, L.; Lennartz, H.-W.; Fessner, W.-D.; Prinzbach, F.H., Verbotene Reaktionen. - [2 + 2]-Cycloreversion starrer Cyclobutane, Chem. Ber., 1988, 121, 1-9. [all data]

Rogers, Choi, et al., 1980
Rogers, D.W.; Choi, L.S.; Girellini, R.S., Heats of hydrogenation and formation of quadricyclene, norbornadiene, norbornene, and nortricyclene, J. Phys. Chem., 1980, 84, 1810-1814. [all data]

Turner, Meador, et al., 1957
Turner, R.B.; Meador, W.R.; Winkler, R.E., Heats of hydrogenation. I. Apparatus and the heats of hydrogenation of bicyclo[2,2,1]heptene, bicyclo[2,2,1]heptadiene, bicyclo[2,2,2]octene and bicyclo[2,2,2]octadiene, J. Am. Chem. Soc., 1957, 79, 4116-4121. [all data]

Flury, Grob, et al., 1988
Flury, P.; Grob, C.A.; Wang, G.Y.; Lennatz, H.-W.; Roth, W.R., 113. Norbornanes. Bridging strain in norbornyl and oxanorbornyl cations, Helv. Chim. Acta, 1988, 71, 1017-1024. [all data]

Turner, Goebel, et al., 1968
Turner, R.B.; Goebel, P.; Mallon, B.J.; Doering, W.E.; Coburn, J.F., Jr.; Pomerantz, M., Heats of hydrogenation. VIII. Compounds with three- and four-membered rings, J. Am. Chem. Soc., 1968, 90, 4315-4322. [all data]


Notes

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