Quinazoline
- Formula: C8H6N2
- Molecular weight: 130.1466
- IUPAC Standard InChIKey: JWVCLYRUEFBMGU-UHFFFAOYSA-N
- CAS Registry Number: 253-82-7
- 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: Phenmiazine; 1,3-Benzodiazine; 1,3-Diazanaphthalene; 4.5-Benzopyrimidine; Benzo(e)pyrimidine
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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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 516.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 321. | K | N/A | Sabbah and Pemenzi, 1993 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 58.9 ± 2.0 | kJ/mol | CGC | Lipkind, Hanshaw, et al., 2009 | AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 77. ± 2. | kJ/mol | AVG | N/A | Average of 6 values; Individual data points |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
77.590 | 298.15 | Sabbah and Pemenzi, 1993, 2 | DH |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
16.95 | 320.9 | Sabbah and Pemenzi, 1993 | AC |
Temperature of phase transition
Ttrs (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|
320.82 | crystaline | liquid | Sabbah and Pemenzi, 1993, 2 | 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 evaluated as indicated in comments:
L - Sharon G. Lias
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
B - John E. Bartmess
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 9.03 ± 0.03 | eV | N/A | N/A | L |
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
0.58 ± 0.10 | IMRE | Dillow and Kebarle, 1989 | ΔGea(423 K)= -12.7 kcal/mol; ΔSea = -1.5,taken as that of anthracene, from Kebarle and Chowdhury, 1987. 1,3-diazanaphthalene.; B |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.00 ± 0.02 | PE | Brogli, Heilbronner, et al., 1972 | LLK |
9.02 | PE | Dewar and Worley, 1969 | RDSH |
9.08 | PE | Van Den Ham and Van Der Meer, 1972 | Vertical value; 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.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Sabbah and Pemenzi, 1993
Sabbah, R.; Pemenzi, O.,
Energetics of intermolecular bonds in the three diazines: phthalazine, quinazoline and quinoxaline,
C. R. Acad. Sci. Paris, Ser. II, 1993, 317, 5, 575. [all data]
Lipkind, Hanshaw, et al., 2009
Lipkind, Dmitri; Hanshaw, William; Chickos, James S.,
Hypothetical Thermodynamic Properties. Subcooled Vaporization Enthalpies and Vapor Pressures of Polyaromatic Heterocycles and Related Compounds,
J. Chem. Eng. Data, 2009, 54, 10, 2930-2943, https://doi.org/10.1021/je900034d
. [all data]
Sabbah and Pemenzi, 1993, 2
Sabbah, R.; Pemenzi, O.,
Energetique des liaisons intermoleculaires dans les molecules de phthalazine, quinazoline, and quinoxaline, Compt. Rend. Acad. Sci. Paris,
Series II, 1993, 317, 575-581. [all data]
Dillow and Kebarle, 1989
Dillow, G.W.; Kebarle, P.,
Electron Affinities of aza-substituted polycyclic aromatic hydrocarbons,
Can. J. Chem., 1989, 67, 10, 1628, https://doi.org/10.1139/v89-249
. [all data]
Kebarle and Chowdhury, 1987
Kebarle, P.; Chowdhury, S.,
Electron affinities and electron transfer reactions,
Chem. Rev., 1987, 87, 513. [all data]
Brogli, Heilbronner, et al., 1972
Brogli, F.; Heilbronner, E.; Kobayashi, T.,
Photoelectron spectra of azabenzenes and azanaphthalenes: II. A reinvestigation of azanaphthalenes by high-resolution photoelectron spectroscopy,
Helv. Chim. Acta, 1972, 55, 274. [all data]
Dewar and Worley, 1969
Dewar, M.J.S.; Worley, S.D.,
Photoelectron spectra of molecules. II.The ionization potentials of azabenzenes and azanaphthalenes,
J. Chem. Phys., 1969, 51, 263. [all data]
Van Den Ham and Van Der Meer, 1972
Van Den Ham, D.M.W.; Van Der Meer, D.,
The photoelectron spectra of the diazanaphthalenes,
Chem. Phys. Lett., 1972, 12, 447. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity IE (evaluated) Recommended ionization energy Tboil Boiling point Tfus Fusion (melting) point Ttrs Temperature of phase transition ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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