Azulene
- Formula: C10H8
- Molecular weight: 128.1705
- IUPAC Standard InChI: InChI=1S/C10H8/c1-2-5-9-7-4-8-10(9)6-3-1/h1-8H
- IUPAC Standard InChIKey: CUFNKYGDVFVPHO-UHFFFAOYSA-N
- CAS Registry Number: 275-51-4
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: Bicyclo[5.3.0]decapentaene; Cyclopentacycloheptene; Azunamic; Bicyclo(5.3.0)-1,3,5,7,9-decapentaene; Bicyclo(0.3.5)deca-1,3,5,7,9-pentaene; BICYCLO(5.3.0)-DECA-2,4,6,8,10-PENTAENE; Azusalen [as sodium sulfonate]
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Gas phase thermochemistry data
Go To: Top, Ion clustering 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 308. | kJ/mol | Chyd | Roth, Bohm, et al., 1983 | ALS |
| ΔfH°gas | 280. | kJ/mol | Ccb | Kovats, Gunthard, et al., 1957 | Correction to Kovats, Gunthard, et al., 1955; ALS |
Constant pressure heat capacity of gas
| Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 81.96 | 200. | Kovats E., 1955 | GT |
| 128.41 | 298.15 | ||
| 129.41 | 300. | ||
| 176.36 | 400. | ||
| 216.27 | 500. | ||
| 248.19 | 600. | ||
| 274.30 | 700. | ||
| 295.35 | 800. | ||
| 312.75 | 900. | ||
| 327.36 | 1000. |
Ion clustering data
Go To: Top, Gas phase thermochemistry 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: Michael M. Meot-Ner (Mautner) and Sharon G. Lias
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
By formula: C6H7N+ + C10H8 = (C6H7N+ • C10H8)
Bond type: Charge transfer bond (positive ion)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 58.6 | kJ/mol | PHPMS | Meot-Ner (Mautner) and El-Shall, 1986 | gas phase; Entropy change calculated or estimated |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 110. | J/mol*K | N/A | Meot-Ner (Mautner) and El-Shall, 1986 | gas phase; Entropy change calculated or estimated |
Free energy of reaction
| ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 24. | 315. | PHPMS | Meot-Ner (Mautner) and El-Shall, 1986 | gas phase; Entropy change calculated or estimated |
References
Go To: Top, Gas phase thermochemistry data, Ion clustering data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Roth, Bohm, et al., 1983
Roth, W.R.; Bohm, M.; Lenhartz, H-W.; Vogel, E.,
Heats of hydrogenation. Part 5. Resonance energy of bridged [10]annulenes,
Angew. Chem., 1983, 95, 1011-1012. [all data]
Kovats, Gunthard, et al., 1957
Kovats, E.; Gunthard, H.; Plattner, A.,
Die tabellen 4 und 5 enthalten numerische fehler und lanten richtig,
Helv. Chim. Acta, 1957, 40, 000. [all data]
Kovats, Gunthard, et al., 1955
Kovats, E.; Gunthard, Hs.H.; Plattner, Pl.A.,
Thermische eigenschaften von azulenen,
Helv. Chim. Acta, 1955, 38, 1912-1919. [all data]
Kovats E., 1955
Kovats E.,
Thermochemical properties of azulene,
Helv. Chim. Acta, 1955, 38, 1912-1919. [all data]
Meot-Ner (Mautner) and El-Shall, 1986
Meot-Ner (Mautner), M.; El-Shall, M.S.,
Ionic Charge Transfer Complexes. 1. Cationic Complexes with Delocalized and Partially Localized pi Systems,
J. Am. Chem. Soc., 1986, 108, 15, 4386, https://doi.org/10.1021/ja00275a026
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Ion clustering data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas T Temperature ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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