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:
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Condensed phase thermochemistry data
Go To: Top, 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | 74.429 | kcal/mol | Ccr | Steele, Chirico, et al., 1996 | Hfusion=21.3±0.5 kJ/mol; ALS |
| ΔfH°solid | 73.76 ± 0.45 | kcal/mol | Ccb | Dias, Minas Da Piedade, et al., 1992 | ALS |
| ΔfH°solid | 74.14 ± 0.81 | kcal/mol | Ccb | Schulze, Petrick, et al., 1977 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 74.40 ± 0.81 kcal/mol; Hfusion=22.6±0.1 kJ/mol; ALS |
| ΔfH°solid | 76.49 | kcal/mol | Ccb | Cole and Gilbert, 1951 | ALS |
| ΔfH°solid | 75.7 ± 0.4 | kcal/mol | Ccb | Corruccini and Gilbert, 1939 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1544.62 ± 0.21 | kcal/mol | Ccr | Steele, Chirico, et al., 1996 | Hfusion=21.3±0.5 kJ/mol; ALS |
| ΔcH°solid | -1544.0 ± 0.24 | kcal/mol | Ccb | Dias, Minas Da Piedade, et al., 1992 | ALS |
| ΔcH°solid | -1544.3 ± 0.81 | kcal/mol | Ccb | Schulze, Petrick, et al., 1977 | Hfusion=22.6±0.1 kJ/mol; ALS |
| ΔcH°solid | -1546.7 | kcal/mol | Ccb | Cole and Gilbert, 1951 | ALS |
| ΔcH°solid | -1545.6 | kcal/mol | Ccb | Corruccini and Gilbert, 1939 | ALS |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 54.7 | 298.15 | Schulze, Petrick, et al., 1977 | T = 298 to 333 K. Cp(c) = 229 + 1.086(T - 298.15 K) J/mol*K (298 to 333 K).; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Steele, Chirico, et al., 1996
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K.,
Thermodynamic properties and ideal-gas enthalpies of formation for butyl vinyl ether, 1,2-dimethoxyethane, methyl glycolate, bicyclo[2.2.1]hept-2-ene, 5-vinylbicyclo[2.2.1]hept-2-ene, trans-azobenzene, butyl acrylate, di-tert-butyl ether, and hexane-1,6-diol,
J. Chem. Eng. Data, 1996, 41, 1285-1302. [all data]
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]
Schulze, Petrick, et al., 1977
Schulze, F.W.; Petrick, H.J.; Cammenga, H.K.,
Thermodynamic properties of structural analogues benzo[c]cinnoline, trans-azobenzene, and cis-azobenzene,
Z. Phys. Chem. (Neue Folge), 1977, 107, 1-19. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Cole and Gilbert, 1951
Cole, L.G.; Gilbert, E.C.,
The heats of combustion of some nitrogen compounds and the apparent energy of the N-N bond,
J. Am. Chem. Soc., 1951, 73, 5423-5427. [all data]
Corruccini and Gilbert, 1939
Corruccini, R.J.; Gilbert, E.C.,
The heat of combustion of cis- and trans-azobenzene,
J. Am. Chem. Soc., 1939, 61, 2925-2927. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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