Norbornane
- Formula: C7H12
- Molecular weight: 96.1702
- IUPAC Standard InChIKey: UMRZSTCPUPJPOJ-UHFFFAOYSA-N
- CAS Registry Number: 279-23-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Bicyclo[2.2.1]heptane; Cyclohexane, 1,4-endo-methylene-; Norbornylane; Norcamphane; Norfenchane; Norsantane; 1,4-Endomethylenecyclohexane
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Condensed phase thermochemistry data
Go To: Top, Phase change 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 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 |
---|---|---|---|---|---|
ΔfH°solid | -95.0 ± 1.1 | kJ/mol | Ccb | An, Zhu, et al., 1987 | ALS |
ΔfH°solid | -102.0 ± 3.3 | kJ/mol | Ccb | Steele, 1978 | ALS |
ΔfH°solid | -92.1 ± 2.2 | kJ/mol | Ccb | Boyd, Sanwal, et al., 1971 | ALS |
ΔfH°solid | -92.1 ± 2.7 | kJ/mol | Ccb | Bedford, Beezer, et al., 1963 | see also Boyd, Sanwal, et al., 1971; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -4374.59 ± 0.97 | kJ/mol | Ccb | An, Zhu, et al., 1987 | Corresponding ΔfHºsolid = -94.96 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -4367.5 ± 3.3 | kJ/mol | Ccb | Steele, 1978 | Corresponding ΔfHºsolid = -102.1 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -4377.5 ± 2.2 | kJ/mol | Ccb | Bedford, Beezer, et al., 1963 | see also Boyd, Sanwal, et al., 1971; Corresponding ΔfHºsolid = -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 |
---|---|---|---|
151.0 | 298.15 | Steele, 1978 | DH |
Phase change data
Go To: Top, 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 as indicated in comments:
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.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 381. | K | N/A | Desty and Whyman, 1957 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 360. | K | N/A | Burwell, Shim, et al., 1957 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 360.9 | K | N/A | Birch and Dean, 1954 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 41. ± 5. | kJ/mol | AVG | N/A | Average of 8 values; Individual data points |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
40.3 ± 0.4 | 293. | GS | Verevkin and Emel'yanenko, 2004 | Based on data from 278. to 308. K.; AC |
40.0 ± 0.8 | 305. | TSGC | Clark, Knox, et al., 1975 | Based on data from 284. to 326. K.; AC |
40.1 ± 0.84 | 284. | V | Boyd, Sanwal, et al., 1971 | ALS |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
4.45 | 360.8 | DSC | Verevkin and Emel'yanenko, 2004 | AC |
References
Go To: Top, Condensed phase thermochemistry data, Phase change 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]
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]
Desty and Whyman, 1957
Desty, D.H.; Whyman, B.H.F.,
Anal. Chem., 1957, 29, 320. [all data]
Burwell, Shim, et al., 1957
Burwell, R.L.; Shim, B.K.C.; Rowlinson, H.C.,
The Exchange between Hydrocarbons and Deuterium on Plladium Catalysts,
J. Am. Chem. Soc., 1957, 79, 5142. [all data]
Birch and Dean, 1954
Birch, S.F.; Dean, R.A.,
A Ring Clousre Reaction by Desulfurization with Raney Nickel,
Justus Liebigs Ann. Chem., 1954, 585, 234. [all data]
Verevkin and Emel'yanenko, 2004
Verevkin, Sergey P.; Emel'yanenko, Vladimir N.,
Enthalpy of Formation and Strain of Norbornane from Thermochemical Measurements and from ab Initio Calculations,
J. Phys. Chem. A, 2004, 108, 31, 6575-6580, https://doi.org/10.1021/jp0490554
. [all data]
Clark, Knox, et al., 1975
Clark, Timothy; Knox, Trevor; Mackle, Henry; McKervey, M. Anthony; Rooney, John J.,
Heats of sublimation of some cage hydrocarbons by a temperature scanning technique,
J. Chem. Soc., Faraday Trans. 1, 1975, 71, 0, 2107, https://doi.org/10.1039/f19757102107
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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