Naphthalene, 1-butyl-
- Formula: C14H16
- Molecular weight: 184.2768
- IUPAC Standard InChI: InChI=1S/C14H16/c1-2-3-7-12-9-6-10-13-8-4-5-11-14(12)13/h4-6,8-11H,2-3,7H2,1H3
- IUPAC Standard InChIKey: URGSMJLDEFDWNX-UHFFFAOYSA-N
- CAS Registry Number: 1634-09-9
- 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-Butylnaphthalene; 1-Butylnaphthalene; 1-Naphthyl-1-butane; 1-n-Butylnaphthalene
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Condensed phase thermochemistry data
Go To: Top, Phase change 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔcH°liquid | -7427. | kJ/mol | Ccb | Hipsher and Wise, 1954 | ΔHfusion=6.0 kcal/mol; Corresponding ΔfHºliquid = -370. kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
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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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 560. ± 6. | K | AVG | N/A | Average of 11 values; Individual data points |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 253.39 | K | N/A | Hipsher and Wise, 1954, 2 | Uncertainty assigned by TRC = 0.2 K; TRC |
| Tfus | 250. | K | N/A | Bailey, Pickering, et al., 1949 | Uncertainty assigned by TRC = 4. K; TRC |
| Tfus | 207. | K | N/A | Andreev, 1947 | Uncertainty assigned by TRC = 5. K; TRC |
Gas phase ion energetics data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference |
|---|---|---|
| 7.76 | PE | Berkowitz, Dehmer, et al., 1973 |
References
Go To: Top, Condensed phase thermochemistry data, 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.
Hipsher and Wise, 1954
Hipsher, H.F.; Wise, P.H.,
Dicyclic hydrocarbons. VIII. 1-Alkylnaphthalenes and some of their tetrahydro derivatives,
J. Am. Chem. Soc., 1954, 76, 1747-1748. [all data]
Hipsher and Wise, 1954, 2
Hipsher, H.F.; Wise, P.H.,
Dicyclic Hydrocarbons VIII. 1-Alkylnaphthalenes and Some of Their Tetrahydro Derivatives,
J. Am. Chem. Soc., 1954, 76, 1747-8. [all data]
Bailey, Pickering, et al., 1949
Bailey, A.S.; Pickering, G.B.; Smith, J.C.,
Alkylnaphthalenes: III the n-butyl, amyl, and hexylnaphthalenes,
J. Inst. Pet., 1949, 35, 103-17. [all data]
Andreev, 1947
Andreev, D.N.,
Synthesis of Alkylnaphthalenes by Means of Organilithium Compounds,
Zh. Obshch. Khim., 1947, 17, 1645-50. [all data]
Berkowitz, Dehmer, et al., 1973
Berkowitz, J.; Dehmer, J.L.; Shimada, K.; Szwarc, M.,
Photoelectron spectroscopic studies of (α-naphthyl)-(CH2)4-(α-naphthyl) vapor: open chain or cyclic conformation?,
J. Electron Spectrosc. Relat. Phenom., 1973, 2, 211. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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