Azobenzene, (E)-
- Formula: C12H10N2
- Molecular weight: 182.2212
- IUPAC Standard InChI: InChI=1S/C12H10N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H
- IUPAC Standard InChIKey: DMLAVOWQYNRWNQ-UHFFFAOYSA-N
- CAS Registry Number: 17082-12-1
- 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. - Species with the same structure:
- Other names: Diazene, diphenyl-, (E)-; trans-Azobenzene; (E)-Diphenyldiazene; Diazene,diphenyl-,(trans)-
- 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.
Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
C12H10N2 =
By formula: C12H10N2 = C12H10N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -45.2 ± 2.4 | kJ/mol | Cpha | Dias, Minas Da Piedade, et al., 1992 | solid phase; Photoisomerization |
| ΔrH° | -48.2 ± 0.3 | kJ/mol | Ciso | Wolf and Cammenga, 1977 | solid phase |
| ΔrH° | -47.3 | kJ/mol | Ciso | Wolf and Cammenga, 1977 | gas phase; Gas phase |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, Gas Chromatography, 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
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.5 ± 0.05 | PE | Millefiori, Millefiori, et al., 1979 | Vertical value; LLK |
| 8.46 | PE | Kobayashi, Yokota, et al., 1975 | Vertical value; LLK |
Gas Chromatography
Go To: Top, Reaction thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Lee's RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP5-MS | 278. | Vrana, Paschke, et al., 2005 | 30. m/0.25 mm/0.25 μm, Helium, 50. C @ 5. min, 5. K/min, 280. C @ 10. min |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Dias, Minas Da Piedade, et al., 1992
Dias, A.R.; Minas Da Piedade, M.E.; Martinho Simoes, J.A.; Simoni, J.A.; Teixeira, C.; Diogo, H.P.; Meng-Yen, Y.; Pilcher, G.,
Enthalpies of formation of cis-azobenzene and trans-azobenzene,
J. Chem. Thermodyn., 1992, 24, 439-447. [all data]
Wolf and Cammenga, 1977
Wolf, E.; Cammenga, H.K.,
Thermodynamic and kinetic investigation of the thermal isomerization of cis-azobenzene,
Z. Phys. Chem. (Neue Folge), 1977, 107, 21-38. [all data]
Millefiori, Millefiori, et al., 1979
Millefiori, S.; Millefiori, A.; Pignataro, S.; Distefano, G.; Colonna, F.P.,
Gas phase UPS investigation of trans-azobenzenes,
Z. Naturforsch. A:, 1979, 34, 1496. [all data]
Kobayashi, Yokota, et al., 1975
Kobayashi, T.; Yokota, K.; Nagakura, S.,
Photoelectron spectra of trans-azobenzene and benzalaniline,
J. Electron Spectrosc. Relat. Phenom., 1975, 6, 167. [all data]
Vrana, Paschke, et al., 2005
Vrana, B.; Paschke, H.; Paschke, A.; Popp, P.; Schuurmann, G.,
Performance of semipermeable membrane devices for sampling of organic contaminants in groun water,
J. Envirom. Monit., 2005, 7, 5, 500-508, https://doi.org/10.1039/b411645c
. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
ΔrH° Enthalpy of reaction at standard conditions - 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.