2-Norbornene

Formula: C₇H₁₀
Molecular weight: 94.1543
IUPAC Standard InChI: InChI=1S/C7H10/c1-2-7-4-3-6(1)5-7/h1-2,6-7H,3-5H2
IUPAC Standard InChIKey: JFNLZVQOOSMTJK-UHFFFAOYSA-N
CAS Registry Number: 498-66-8
Chemical structure:
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Other names: Bicyclo[2.2.1]hept-2-ene; Bicyclo[2.2.1]heptene; Norbornene; Norbornylene; Norcamphene; Norfenchene; 2-Norbornylene; 3,6-Endomethylenecyclohexene; Bicyclo[2.2.1]-2-heptene; NSC 120425; 8,9,10-trinorborn-2-ene
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Gas phase thermochemistry data

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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
Δ_fH°_gas	21. ± 7.	kcal/mol	AVG	N/A	Average of 8 values; Individual data points

Constant pressure heat capacity of gas

C_p,gas (cal/mol*K)	Temperature (K)	Reference	Comment
26.94	298.15	Walsh R., 1975	Two 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
27.15	300.
37.55	400.
46.34	500.
53.47	600.
59.30	700.
64.10	800.
68.16	900.
71.58	1000.

Condensed phase thermochemistry data

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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
Δ_fH°_liquid	7.09 ± 0.40	kcal/mol	Ccb	Hall, Smith, et al., 1973	ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_liquid	-1007.0 ± 0.4	kcal/mol	Ccb	Hall, Smith, et al., 1973	Corresponding Δ_fHº_liquid = 7.11 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_solid	10.62 ± 0.48	kcal/mol	Ccr	Steele, Chirico, et al., 1996	Hfusion=3.2±0.2 kJ/mol; ALS
Δ_fH°_solid	12.8 ± 0.76	kcal/mol	Ccb	Steele, 1978	ALS
Δ_fH°_solid	9.89 ± 0.33	kcal/mol	Ccb	Kozina, Bychikhina, et al., 1976	ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-1010.55 ± 0.47	kcal/mol	Ccr	Steele, Chirico, et al., 1996	Hfusion=3.2±0.2 kJ/mol; Corresponding Δ_fHº_solid = 10.62 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_solid	-1012.7 ± 0.76	kcal/mol	Ccb	Steele, 1978	Corresponding Δ_fHº_solid = 12.8 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_solid	-1009.83 ± 0.32	kcal/mol	Ccb	Kozina, Bychikhina, et al., 1976	Corresponding Δ_fHº_solid = 9.90 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of solid

C_p,solid (cal/mol*K)	Temperature (K)	Reference	Comment
31.05	298.15	Steele, 1978	DH
31.05	297.	Hall, Smith, et al., 1973	DH

Mass spectrum (electron ionization)

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

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

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References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Mass spectrum (electron ionization), Notes

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]

Notes

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Symbols used in this document:

C_p,gas	Constant pressure heat capacity of gas
C_p,solid	Constant pressure heat capacity of solid
Δ_cH°_liquid	Enthalpy of combustion of liquid at standard conditions
Δ_cH°_solid	Enthalpy of combustion of solid at standard conditions
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fH°_liquid	Enthalpy of formation of liquid at standard conditions
Δ_fH°_solid	Enthalpy of formation of solid at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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