Benzo[h]quinoline
- Formula: C13H9N
- Molecular weight: 179.2173
- IUPAC Standard InChIKey: WZJYKHNJTSNBHV-UHFFFAOYSA-N
- CAS Registry Number: 230-27-3
- 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: α-Benzoquinoline; 4-Azaphenanthrene; 7,8-Benzoquinoline
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
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 |
---|---|---|---|---|---|
Tfus | 325. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 324.1 | K | N/A | Steele, Chirico, et al., 1989 | Uncertainty assigned by TRC = 0.01 K; extrapolation of T vs 1/f to 1; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 21.6 ± 0.48 | kcal/mol | C | Steele, Chirico, et al., 1989, 2 | Author was aware that data differs from previously reported values; ALS |
ΔsubH° | 21.6 | kcal/mol | N/A | Steele, Chirico, et al., 1989, 2 | DRB |
ΔsubH° | 21.6 ± 0.48 | kcal/mol | N/A | Steele, Chirico, et al., 1989, 2 | AC |
ΔsubH° | 19.32 ± 0.61 | kcal/mol | V | McEachern, Iniguez, et al., 1975 | ALS |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
611.2 | 0.946 | Weast and Grasselli, 1989 | BS |
611. | 0.946 | Buckingham and Donaghy, 1982 | BS |
496. | 0.062 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
17.1 ± 0.02 | 380. | IPM.EB | Steele, Chirico, et al., 1989, 2 | Based on data from 373. to 672. K.; AC |
16.5 ± 0.02 | 420. | IPM.EB | Steele, Chirico, et al., 1989, 2 | Based on data from 373. to 672. K.; AC |
15.9 ± 0.02 | 460. | IPM.EB | Steele, Chirico, et al., 1989, 2 | Based on data from 373. to 672. K.; AC |
15.3 ± 0.02 | 500. | IPM.EB | Steele, Chirico, et al., 1989, 2 | Based on data from 373. to 672. K.; AC |
14.7 ± 0.07 | 540. | IPM.EB | Steele, Chirico, et al., 1989, 2 | Based on data from 373. to 672. K.; AC |
14.1 ± 0.07 | 580. | IPM.EB | Steele, Chirico, et al., 1989, 2 | Based on data from 373. to 672. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
19.3 ± 0.60 | 308. | ME | McEachern, Iniguez, et al., 1975 | Based on data from 293. to 323. K. See also Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.3707 | 324.104 | Steele, Chirico, et al., 1989, 2 | DH |
3.3707 | 324.104 | Steele, Chirico, et al., 1988 | DH |
3.37 | 324.1 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
10.40 | 324.104 | Steele, Chirico, et al., 1989, 2 | DH |
10.40 | 324.104 | Steele, Chirico, et al., 1988 | 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
View reactions leading to C13H9N+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.04 ± 0.02 | PE | Hush, Cheung, et al., 1975 | LLK |
8.3 ± 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.
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]
Steele, Chirico, et al., 1989
Steele, W.V.; Chirico, R.D.; Hossenlopp, I.A.; Nguyen, A.; Smith, N.K.; Gammon, B.E.,
The thermodynamic properties of the five benzoquinolines,
J. Chem. Thermodyn., 1989, 21, 81. [all data]
Steele, Chirico, et al., 1989, 2
Steele, W.V.; Chirico, R.D.; Hossenlopp, I.A.; Nguyen, A.; Smith, N.K.; Gammon, B.E.,
The thermodynamic properties of the five benzoquinolines,
J. Chem. Thermodyn., 1989, 21, 81-107. [all data]
McEachern, Iniguez, et al., 1975
McEachern, D.M.; Iniguez, J.C.; Ornelas, H.C.,
Enthalpies of combustion and sublimation and vapor pressures of three benzoquinolines,
J. Chem. Eng. Data, 1975, 20, 226-228. [all data]
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]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Steele, Chirico, et al., 1988
Steele, W.V.; Chirico, R.D.; Hossenlopp, I.A.; Nguyen, A.,
The thermodynamic properties of the five benzoquinolines,
NIPER Report, 1988, 337, 59p. [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]
Hush, Cheung, et al., 1975
Hush, N.S.; Cheung, A.S.; Hilton, P.R.,
Binding energies of π- and "lone pair"-levels in mono- and diaza-phenanthrenes and anthracenes: an He(I) photoelectron spectroscopic study,
J. Electron Spectrosc. Relat. Phenom., 1975, 7, 385. [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 ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.