1,1'-Biphenyl, 2-methyl-
- Formula: C13H12
- Molecular weight: 168.2344
- IUPAC Standard InChIKey: ALLIZEAXNXSFGD-UHFFFAOYSA-N
- CAS Registry Number: 643-58-3
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: Biphenyl, 2-methyl-; o-Methylbiphenyl; 2-Methyl-1,1'-biphenyl; 2-Methylbiphenyl; 2-Phenyltoluene; o-Phenyltoluene; 1-Methyl-2-phenylbenzene; 2-Methyldiphenyl
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Phase change data
Go To: Top, Gas phase ion energetics 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 532. ± 7. | K | AVG | N/A | Average of 12 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 272.95 | K | N/A | Goodman and Wise, 1951 | Uncertainty assigned by TRC = 0.15 K; TRC |
Tfus | 418. | K | N/A | Cook, Dickson, et al., 1950 | TRC |
Tfus | 272.95 | K | N/A | Goodman and Wise, 1950 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 15.8 ± 0.1 | kcal/mol | V | Steele, Chirico, et al., 1995 | ALS |
ΔvapH° | 15.8 | kcal/mol | N/A | Steele, Chirico, et al., 1995 | DRB |
Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 195.0 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 187.2 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.10 ± 0.02 | PE | Maier and Turner, 1972 | LLK |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Goodman and Wise, 1951
Goodman, I.A.; Wise, P.H.,
Synthesis & purification of some alkylbiphenyls & alkylbicyclohexyls., Natl. Advis. Comm. Aeronaut., Tech. Note NACA TN 2260, Lewis Flight Propulsion Lab., Cleveland, Ohio, 1951. [all data]
Cook, Dickson, et al., 1950
Cook, J.W.; Dickson, G.T.; Jack, J.; Loudon, J.D.; McKeown, J.; MacMillan, J.; Williamson, W.F.,
Colchicine and Related Compounds,
J. Chem. Soc., 1950, 139. [all data]
Goodman and Wise, 1950
Goodman, I.A.; Wise, P.H.,
Dicycloic Hydrocarbons I. 2-Alkylbiphenyls,
J. Am. Chem. Soc., 1950, 72, 3076. [all data]
Steele, Chirico, et al., 1995
Steele, W.V.; Chirico, R.D.; Smith, N.K.,
The standard enthalpies of formation of 2-methylbiphenyl and diphenylmethane,
J. Chem. Thermodyn., 1995, 27, 671-678. [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]
Maier and Turner, 1972
Maier, J.P.; Turner, D.W.,
Steric inhibition of resonance studied by molecular photoelectron spectroscopy. Part I. Biphenyls,
Faraday Discuss. Chem. Soc., 1972, 54, 149. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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