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2-Norbornene

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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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Deltafgas90. ± 30.kJ/molAVGN/AAverage of 8 values; Individual data points

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
112.7298.15Walsh R., 1975Two sets of calculated functions are given by [ Walsh R., 1976] for two vibrational assignments. The difference between the two sets is about 8 J/mol*K for S(T) values. S(298.15 K) recommended here is in good agreement with value obtained from detail force field calculation [ Lenz T.G., 1989].; GT
113.6300.
157.1400.
193.9500.
223.7600.
248.1700.
268.2800.
285.2900.
299.51000.

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
Deltafliquid29.7 ± 1.7kJ/molCcbHall, Smith, et al., 1973ALS
Quantity Value Units Method Reference Comment
Deltacliquid-4213. ± 2.kJ/molCcbHall, Smith, et al., 1973Corresponding «DELTA»fliquid = 29.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
Deltafsolid44.4 ± 2.0kJ/molCcrSteele, Chirico, et al., 1996Hfusion=3.2±0.2 kJ/mol; ALS
Deltafsolid53.5 ± 3.2kJ/molCcbSteele, 1978ALS
Deltafsolid41.4 ± 1.4kJ/molCcbKozina, Bychikhina, et al., 1976ALS
Quantity Value Units Method Reference Comment
Deltacsolid-4228.2 ± 2.0kJ/molCcrSteele, Chirico, et al., 1996Hfusion=3.2±0.2 kJ/mol; Corresponding «DELTA»fsolid = 44.44 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacsolid-4237.2 ± 3.2kJ/molCcbSteele, 1978Corresponding «DELTA»fsolid = 53.5 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacsolid-4225.1 ± 1.3kJ/molCcbKozina, Bychikhina, et al., 1976Corresponding «DELTA»fsolid = 41.4 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
129.9298.15Steele, 1978DH
129.9297.Hall, Smith, et al., 1973DH

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
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis

Quantity Value Units Method Reference Comment
Tboil369.2KN/AWeast and Grasselli, 1989BS
Tboil368.87KN/AAnonymous, 1942Uncertainty assigned by TRC = 0.3 K; TRC
Quantity Value Units Method Reference Comment
Tfus319.KN/ALebedev, Smirnova, et al., 1992Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC
Tfus317. - 317.6KN/ABuckingham and Donaghy, 1982BS
Tfus318.9KN/AAnonymous, 1942Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Ttriple319.5KN/ASteele, Chirico, et al., 1996Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Tc590.KN/ASteele, Chirico, et al., 1996Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Pc48.60barN/ASteele, Chirico, et al., 1996Uncertainty assigned by TRC = 2.50 bar; from extraploation of obs. vapor pressures to Tc; TRC
Quantity Value Units Method Reference Comment
rhoc3.181mol/lN/ASteele, Chirico, et al., 1996Uncertainty assigned by TRC = 0.15 mol/l; TRC
Quantity Value Units Method Reference Comment
Deltavap35.1 ± 0.2kJ/molEBSteele, Chirico, et al., 1996Based on data from 338. - 406. K.; AC
Deltavap33.6 ± 0.08kJ/molVHall, Smith, et al., 1973ALS
Deltavap33.6kJ/molN/AHall, Smith, et al., 1973DRB
Quantity Value Units Method Reference Comment
Deltasub38. ± 1.kJ/molAVGN/AAverage of 10 values; Individual data points

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
367. - 370.0.987Buckingham and Donaghy, 1982BS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
33.0 ± 0.2340.EBSteele, Chirico, et al., 1996Based on data from 338. - 406. K.; AC
30.8 ± 0.3380.EBSteele, Chirico, et al., 1996Based on data from 338. - 406. K.; AC
34.3316.AStephenson and Malanowski, 1987Based on data from 301. - 350. K.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
3.48319.5Lebedev, Smirnova, et al., 1992, 2See also Smirnova, Lebedev, et al., 1992.; AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
32.77130.3Lebedev, Vasil'yev, et al., 1993CAL
10.89319.5

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 as indicated in comments:
B - John E. Bartmess
ALS - 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

norbornenide anion + Hydrogen cation = 2-Norbornene

By formula: C7H9- + H+ = C7H10

Quantity Value Units Method Reference Comment
Deltar1682. ± 13.kJ/molG+TSLee and Squires, 1986gas phase; Between NH3, EtNH2. Assigned as vinylic site by authors.; B
Quantity Value Units Method Reference Comment
Deltar1648. ± 13.kJ/molIMRBLee and Squires, 1986gas phase; Between NH3, EtNH2. Assigned as vinylic site by authors.; B

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; ALS
Deltar-141.5 ± 1.2kJ/molChydRogers, Choi, et al., 1980liquid phase; solvent: Hexane; Author was aware that data differs from previously reported values; ALS
Deltar-138.6 ± 0.88kJ/molChydTurner, Meador, et al., 1957liquid phase; solvent: Acetic acid; ALS

2-Norbornene + Trifluoroacetic acid = exo-Norborneol, trifluoroacetate

By formula: C7H10 + C2HF3O2 = C9H11F3O2

Quantity Value Units Method Reference Comment
Deltar-64.15 ± 0.23kJ/molCacWiberg, Wasserman, et al., 1985liquid phase; solvent: Trifluoroacetic acid; Trifluoroacetolysis; ALS

2-Norbornene + Hydrogen chloride = Bicyclo[2.2.1]heptane, 2-chloro-, exo-

By formula: C7H10 + HCl = C7H11Cl

Quantity Value Units Method Reference Comment
Deltar-70.9 ± 1.5kJ/molCmArnett and Pienta, 1980liquid phase; solvent: Methylene chloride; Hydrochlorination; ALS

2-Norbornene = 1,3-Cyclopentadiene + Ethylene

By formula: C7H10 = C5H6 + C2H4

Quantity Value Units Method Reference Comment
Deltar97.2 ± 2.5kJ/molEqkWalsh and Wells, 1976gas phase; ALS

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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman
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

View reactions leading to C7H10+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
Proton affinity (review)836.5kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity804.0kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.6PEWen, Hitchcock, et al., 1990LL
8.80 ± 0.01EIHolmes and McGillivray, 1971LLK
8.82PEDemeo and Yencha, 1970RDSH
8.81 ± 0.02PIDemeo and El-Sayed, 1970RDSH
8.83PEBodor, Dewar, et al., 1970RDSH
9.0 ± 0.1EIMuller and Herberhold, 1968RDSH
8.95 ± 0.15EISteele, Jennings, et al., 1965RDSH
9.05EIWinstein and Lossing, 1964RDSH
9.2PEWen, Hitchcock, et al., 1990Vertical value; LL
<=8.97PEHouk, Rondan, et al., 1983Vertical value; LBLHLM
8.95PEBarraclough, Bilgic, et al., 1979Vertical value; LLK
8.97PEKobayashi, 1978Vertical value; LLK
8.97PEHentrich, Gunkel, et al., 1974Vertical value; LLK
8.97PEAsmus and Klessinger, 1974Vertical value; LLK
8.97PEHeilbronner and Martin, 1972Vertical value; LLK
8.95PEBischof, Heilbronner, et al., 1971Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C5H6+9.22 ± 0.01C2H4EIHolmes and McGillivray, 1971LLK
C5H6+9.58 ± 0.15?EISteele, Jennings, et al., 1965RDSH
C6H5+13.8 ± 0.3?EISteele, Jennings, et al., 1965RDSH
C6H7+10.46 ± 0.01CH3EIHolmes and McGillivray, 1971LLK
C6H7+11.2 ± 0.15CH3EISteele, Jennings, et al., 1965RDSH
C7H7+13.6 ± 0.3H2+HEISteele, Jennings, et al., 1965RDSH
C7H9+11.0 ± 0.01HEIHolmes and McGillivray, 1971LLK
C7H9+11.5 ± 0.15HEISteele, Jennings, et al., 1965RDSH

De-protonation reactions

norbornenide anion + Hydrogen cation = 2-Norbornene

By formula: C7H9- + H+ = C7H10

Quantity Value Units Method Reference Comment
Deltar1682. ± 13.kJ/molG+TSLee and Squires, 1986gas phase; Between NH3, EtNH2. Assigned as vinylic site by authors.; B
Quantity Value Units Method Reference Comment
Deltar1648. ± 13.kJ/molIMRBLee and Squires, 1986gas phase; Between NH3, EtNH2. Assigned as vinylic site by authors.; B

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

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


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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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-3601
NIST MS number 231462

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.


Gas Chromatography

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), NIST Free Links, 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-101100.731.Diez, Guillen, et al., 1990N2; Column length: 25. m; Column diameter: 0.23 mm
CapillaryOV-10180.726.Diez, Guillen, et al., 1990N2; Column length: 25. m; Column diameter: 0.23 mm
CapillarySqualane100.721.2Diez, Guillen, et al., 1990N2; Column length: 45. m; Column diameter: 0.5 mm
CapillarySqualane80.714.6Diez, Guillen, et al., 1990N2; Column length: 45. m; Column diameter: 0.5 mm
CapillarySE-54100.741.1Diez, Guillen, et al., 1990N2; Column length: 25. m; Column diameter: 0.22 mm
CapillarySE-5480.735.2Diez, Guillen, et al., 1990N2; Column length: 25. m; Column diameter: 0.22 mm
CapillaryOV-101100.731.Bermejo, Blanco, et al., 1987N2; Column length: 25. m; Column diameter: 0.23 mm
CapillaryOV-10180.726.Bermejo, Blanco, et al., 1987N2; Column length: 25. m; Column diameter: 0.23 mm
CapillarySqualane40.706.7Stopp, Engewald, et al., 1978Column length: 70. m; Column diameter: 0.23 mm
PackedSqualane27.704.Hively and Hinton, 1968He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm
PackedSqualane49.710.Hively and Hinton, 1968He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm
PackedSqualane67.715.Hively and Hinton, 1968He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm
PackedSqualane86.720.Hively and Hinton, 1968He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryPONA699.Zhang, Ding, et al., 200950. m/0.20 mm/0.50 «mu»m, Nitrogen, 35. C @ 15. min, 2. K/min, 200. C @ 10. min
CapillaryOV-101727.Orav, Kailas, et al., 199950. m/0.20 mm/0.50 «mu»m, Helium, 30. C @ 6. min, 1. K/min; Tend: 100. C

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

View large format table.

Column type Active phase I Reference Comment
CapillarySqualane716.Chen, 2008Program: not specified

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, Notes

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

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]

Walsh R., 1976
Walsh R., The enthalpy of formation and thermodynamic functions of bicyclo[2.2.1]hept-2-ene, J. Chem. Thermodyn., 1976, 8, 55-60. [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]

Hall, Smith, et al., 1973
Hall, H.K., Jr.; Smith, C.D.; Baldt, J.H., Enthalpies of formation of norticyclene, norbornene, norbornadiene, and quadricyclane, J. Am. Chem. Soc., 1973, 95, 3197-3201. [all data]

Steele, Chirico, et al., 1996
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K., Thermodynamic properties and ideal-gas enthalpies of formation for butyl vinyl ether, 1,2-dimethoxyethane, methyl glycolate, bicyclo[2.2.1]hept-2-ene, 5-vinylbicyclo[2.2.1]hept-2-ene, trans-azobenzene, butyl acrylate, di-tert-butyl ether, and hexane-1,6-diol, J. Chem. Eng. Data, 1996, 41, 1285-1302. [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]

Kozina, Bychikhina, et al., 1976
Kozina, M.P.; Bychikhina, L.V.; Gal'chenko, G.L.; Mil'vitskaya, E.M.; Ordubadi, M.; Plate, A.F., Enthalpies of nortricyclene and norbornene formation, Dokl. Akad. Nauk SSSR, 1976, 226, 1105-1108. [all data]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Anonymous, 1942
Anonymous, R., , Am. Pet. Inst. Res. Proj. 6, Natl. Bur. Stand., 1942. [all data]

Lebedev, Smirnova, et al., 1992
Lebedev, B.; Smirnova, N.; Kiparisova, Y.; Makovetsky, K., Makromol. Chem., 1992, 193, 6, 1399, https://doi.org/10.1002/macp.1992.021930616 . [all data]

Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M., Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Lebedev, Smirnova, et al., 1992, 2
Lebedev, Boris; Smirnova, Natal'ya; Kiparisova, Yelena; Makovetsky, Kirill, Makromol. Chem., 1992, 193, 6, 1399-1411, https://doi.org/10.1002/macp.1992.021930616 . [all data]

Smirnova, Lebedev, et al., 1992
Smirnova, N.N.; Lebedev, B.V.; Kiparisova, E.G.; Makovetskii, K.L.; Gorbacheva, L.I., Thermodynamics of norbornene, its polymerization, and the formed polynorbornene in the 0-330 K region, Vysokomol. Soed. A, 1992, 34, 1, 77. [all data]

Lebedev, Vasil'yev, et al., 1993
Lebedev, B.; Vasil'yev, V.; Novosyolova, N., Makromol. Chem., 1993, 194, 2, 739, https://doi.org/10.1002/macp.1993.021940231 . [all data]

Lee and Squires, 1986
Lee, R.E.; Squires, R.R., Anionic homoaromaticity: A gas phase experimental study, J. Am. Chem. Soc., 1986, 105, 5078. [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]

Wiberg, Wasserman, et al., 1985
Wiberg, K.B.; Wasserman, D.J.; Martin, E.J.; Murcko, M.A., Enthalpies of hydration of alkenes. 3. Cycloalkenes, J. Am. Chem. Soc., 1985, 107, 6019-6022. [all data]

Arnett and Pienta, 1980
Arnett, E.M.; Pienta, N.J., Stabilities of carbonium ions in solution. 12. Heats of formation of alkyl chlorides as an entree to heats of solvation of aliphatic carbonium ions, J. Am. Chem. Soc., 1980, 102, 3329-3334. [all data]

Walsh and Wells, 1976
Walsh, R.; Wells, J.M., The enthalpy of formation and thermodynamic functions of bicyclo[2,2,1]hept-2-ene, J. Chem. Thermodyn., 1976, 8, 55-60. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Wen, Hitchcock, et al., 1990
Wen, A.T.; Hitchcock, A.P.; Werstiuk, N.H.; Nguyen, N.; Leigh, W.J., Studies of electronic excited states of substituted norbornenes by UV absorption, electron energy loss, and HeI photoelectron spectroscopy, Can. J. Chem., 1990, 68, 1967. [all data]

Holmes and McGillivray, 1971
Holmes, J.L.; McGillivray, D., The mass spectra of isomeric hydrocarbons-I: Norbornene and nortricyclene; The mechanisms and energetics of their fragmentations, Org. Mass Spectrom., 1971, 5, 1349. [all data]

Demeo and Yencha, 1970
Demeo, D.A.; Yencha, A.J., Photoelectron spectra of bicyclic and exocyclic olefins, J. Chem. Phys., 1970, 53, 4536. [all data]

Demeo and El-Sayed, 1970
Demeo, D.A.; El-Sayed, M.A., Ionization potential and structure of olefins, J. Chem. Phys., 1970, 52, 2622. [all data]

Bodor, Dewar, et al., 1970
Bodor, N.; Dewar, M.J.S.; Worley, S.D., Photoelectron spectra of molecules. III. Ionization potentials of some cyclic hydrocarbons and their derivatives, and heats of formation and ionization potentials calculated by the MINDO SCF MO method, J. Am. Chem. Soc., 1970, 92, 19. [all data]

Muller and Herberhold, 1968
Muller, J.; Herberhold, M., Massenspektroskopische Untersuchungen an C5H5Mn(CO)3 und C5H5Mn(CO)2 L-Komplexen, J. Organometal. Chem., 1968, 13, 399. [all data]

Steele, Jennings, et al., 1965
Steele, W.C.; Jennings, B.H.; Botyos, G.L.; Dudek, G.O., An electron impact study of norbornenyl and nortricyclyl chlorides, J. Org. Chem., 1965, 30, 2886. [all data]

Winstein and Lossing, 1964
Winstein, S.; Lossing, F.P., On the question of homoconjugation in 1,4,7-cyclononatriene, J. Am. Chem. Soc., 1964, 86, 4485. [all data]

Houk, Rondan, et al., 1983
Houk, K.N.; Rondan, N.G.; Paddon-Row, M.N.; Jefford, C.W.; Huy, P.T.; Burrow, P.D.; Jordan, K.D., Ionization potentials, electron affinities, and molecular orbitals of 2-substituted norbornadienes. Theory of 1,2 and homo-1,4 carbene cycloaddition selectivities, J. Am. Chem. Soc., 1983, 105, 5563. [all data]

Barraclough, Bilgic, et al., 1979
Barraclough, P.; Bilgic, S.; Pedley, J.B.; Rogers, A.J.; Young, D.W., Conjugative and homoconjugative effects in 2-heterobicyclo[3.2.1]octa-3,6-dienes, Tetrahedron, 1979, 35, 99. [all data]

Kobayashi, 1978
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Notes

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