2-Aminobiphenyl
- Formula: C12H11N
- Molecular weight: 169.2224
- IUPAC Standard InChIKey: TWBPWBPGNQWFSJ-UHFFFAOYSA-N
- CAS Registry Number: 90-41-5
- 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: [1,1'-Biphenyl]-2-amine; 2-Biphenylamine; o-Aminobiphenyl; o-Aminodiphenyl; o-Biphenylamine; o-Phenylaniline; 2-Aminodiphenyl; 2-Phenylaniline; o-Xenylamine; 2-Aminobifenyl; 2-Phenylbenzenamine; 2-Amino-1,1'-biphenyl; NSC 7661; biphenyl-2-ylamine
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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
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 572.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 572. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 322. to 323. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Tfus | 322.65 | K | N/A | Cumper, Ginman, et al., 1962 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 322.28 | K | N/A | Steele, Chirico, et al., 1991 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 21.7 | kcal/mol | N/A | Steele, Chirico, et al., 1991, 2 | DRB |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
443.2 | 0.020 | Weast and Grasselli, 1989 | BS |
443. | 0.020 | Buckingham and Donaghy, 1982 | BS |
418. to 421. | 0.007 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
16.4 | 400. | EB,IP | Steele, Chirico, et al., 1991, 3 | Based on data from 340. to 623. K.; AC |
15.6 | 440. | EB,IP | Steele, Chirico, et al., 1991, 3 | Based on data from 340. to 623. K.; AC |
14.8 | 480. | EB,IP | Steele, Chirico, et al., 1991, 3 | Based on data from 340. to 623. K.; AC |
14.0 | 520. | EB,IP | Steele, Chirico, et al., 1991, 3 | Based on data from 340. to 623. K.; AC |
13.2 | 560. | EB,IP | Steele, Chirico, et al., 1991, 3 | Based on data from 340. to 623. K.; AC |
12.4 | 600. | EB,IP | Steele, Chirico, et al., 1991, 3 | Based on data from 340. to 623. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.344 | 322.3 | Domalski and Hearing, 1996 | AC |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
0.00 | 258.00 | crystaline, II | crystaline, I | Steele, Chirico, et al., 1991, 3 | DH |
3.343074 | 322.28 | crystaline, I | liquid | Steele, Chirico, et al., 1991, 3 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
10.37 | 322.28 | crystaline, I | liquid | Steele, Chirico, et al., 1991, 3 | DH |
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 compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.28 ± 0.02 | PE | Maier and Turner, 1972 | LLK |
7.6 ± 0.1 | CTS | Farrell and Newton, 1966 | RDSH |
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.
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]
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]
Cumper, Ginman, et al., 1962
Cumper, C.W.N.; Ginman, R.F.A.; Vogel, A.I.,
Physical properties and chemical constitution. The electric dipole moments of phenyl derivatives of some n-heterocyclic molecules,
J. Chem. Soc., 1962, 1962, 4518. [all data]
Steele, Chirico, et al., 1991
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.,
The thermodynamic properties of 2-aminobiphenyl,
J. Chem. Thermodyn., 1991, 23, 957-77. [all data]
Steele, Chirico, et al., 1991, 2
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Hossenlopp, I.A.; Smith, N.K.,
DIPPR PROJECT 871: Determination of ideal-gas enthalpies of formation for key compounds: The 1989 project results,
J. Chem. Thermodyn., 1991, 101-134. [all data]
Steele, Chirico, et al., 1991, 3
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.,
The thermodynamic properties of 2-aminobiphenyl,
J. Chem. Thermodynam., 1991, 23, 957-977. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [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]
Farrell and Newton, 1966
Farrell, P.G.; Newton, J.,
Ionization potentials of primary aromatic amines and aza-hydrocarbons,
Tetrahedron Lett., 1966, 5517. [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 Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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