Naphthalene, 1,5-dimethyl-
- Formula: C12H12
- Molecular weight: 156.2237
- IUPAC Standard InChIKey: SDDBCEWUYXVGCQ-UHFFFAOYSA-N
- CAS Registry Number: 571-61-9
- 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: 1,5-Dimethylnaphthalene
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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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 538.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 542.3 | K | N/A | Kruber and Oberkobusch, 1951 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 538. | K | N/A | Bailey, Bryant, et al., 1947 | Uncertainty assigned by TRC = 6. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 351. | K | N/A | Kotula and Rabczuk, 1985 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 354. | K | N/A | Cocker, Cross, et al., 1953 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 355.15 | K | N/A | Luther and Riechel, 1950 | Uncertainty assigned by TRC = 0.5 K; TRC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
15.3 | 398. | GC | Lei, Chankalal, et al., 2002 | Based on data from 323. to 473. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
4.8 | 355.2 | DSC | Cheon and Kim, 2007 | AC |
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
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.30 ± 0.05 | EI | Loudon and Mazengo, 1974 | LLK |
7.85 ± 0.03 | PE | Heilbronner, Hoshi, et al., 1976 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C11H9+ | 12.85 ± 0.05 | CH3 | EI | Loudon and Mazengo, 1974 | LLK |
C12H11+ | 12.85 ± 0.05 | H | EI | Loudon and Mazengo, 1974 | LLK |
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.
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]
Kruber and Oberkobusch, 1951
Kruber, O.; Oberkobusch, R.,
Chem. Ber., 1951, 84, 826. [all data]
Bailey, Bryant, et al., 1947
Bailey; Bryant; Hancock; Morrell; Smith, J.O.,
The ten dimethylnaphthalenes, their physical properties, molecular compounds, and ultra-violet spectra,
J. Inst. Pet., 1947, 33, 503. [all data]
Kotula and Rabczuk, 1985
Kotula, I.; Rabczuk, A.,
DTA Investigation of the Solid-Liquid Equilibrium for Mehtyl Derivatives of Naphthalene with Some Nitroaromatics,
J. Therm. Anal., 1985, 30, 195. [all data]
Cocker, Cross, et al., 1953
Cocker, W.; Cross, B.E.; Edward, D.S.; Jenkinson, D.S.; McCormick, J.,
J. Chem. Soc., 1953, 1953, 2355-62. [all data]
Luther and Riechel, 1950
Luther, H.; Riechel, C.,
The Raman Spectra of Polymethylnphthalenes,
Z. Phys. Chem. (Leipzig), 1950, 195, 103. [all data]
Lei, Chankalal, et al., 2002
Lei, Ying Duan; Chankalal, Raymond; Chan, Anita; Wania, Frank,
Supercooled Liquid Vapor Pressures of the Polycyclic Aromatic Hydrocarbons,
J. Chem. Eng. Data, 2002, 47, 4, 801-806, https://doi.org/10.1021/je0155148
. [all data]
Cheon and Kim, 2007
Cheon, Yang-Ho; Kim, Kwang-Joo,
Solid-Liquid Equilibria of Binary Mixtures of Dimethylnaphthalene Isomers,
J. Chem. Eng. Data, 2007, 52, 4, 1390-1393, https://doi.org/10.1021/je700088n
. [all data]
Loudon and Mazengo, 1974
Loudon, A.G.; Mazengo, R.Z.,
Steric strain and electron-impact. The behaviour of some n, n'-dimethyl- 1,1-binaphthyls, some n, n'-dimethylbiphenyls and model compounds,
Org. Mass Spectrom., 1974, 8, 179. [all data]
Heilbronner, Hoshi, et al., 1976
Heilbronner, E.; Hoshi, T.; von Rosenberg, J.L.; Hafner, K.,
Alkyl-induced, natural hypsochromic shifts of the 2A←2X and 2B←2X transitions of azulene and naphthalene radical cations,
Nouv. J. Chim., 1976, 1, 105. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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