Naphthalene, 2,3-dimethyl-
- Formula: C12H12
- Molecular weight: 156.2237
- IUPAC Standard InChIKey: WWGUMAYGTYQSGA-UHFFFAOYSA-N
- CAS Registry Number: 581-40-8
- 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: Guajen; 2,3-Dimethylnaphthalene
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Phase change data
Go To: Top, IR Spectrum, Mass spectrum (electron ionization), 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 541.15 | K | N/A | Cooper, Crowne, et al., 1967 | Uncertainty assigned by TRC = 0.6 K; TRC |
Tboil | 542.4 | K | N/A | Kruber and Oberkobusch, 1951 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tboil | 541. | K | N/A | Bailey, Bryant, et al., 1947 | Uncertainty assigned by TRC = 5. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 378. | K | N/A | Kotula and Rabczuk, 1985 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 378.4 | K | N/A | Smith, 1980 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tfus | 376.15 | K | N/A | Luther and Riechel, 1950 | Uncertainty assigned by TRC = 0.6 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 377.490 | K | N/A | Messerly, Finke, et al., 1988 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 19.6 ± 0.1 | kcal/mol | V | Colomina, Jimenez, et al., 1979 | ALS |
ΔsubH° | 19.6 | kcal/mol | N/A | Colomina, Jimenez, et al., 1979 | DRB |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.6 ± 0.2 | 380. | N/A | Messerly, Finke, et al., 1988, 2 | AC |
14.3 | 393. | A | Stephenson and Malanowski, 1987 | Based on data from 378. to 408. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
378. to 408. | 3.76230 | 1657.142 | -106.824 | Osborn and Douslin, 1975 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.60 ± 0.024 | 377.7 | V | Messerly, Finke, et al., 1988 | ALS |
19.8 | 348. | A | Stephenson and Malanowski, 1987 | Based on data from 333. to 373. K.; AC |
19.6 ± 0.1 | 294. | ME | Colomina, Jimenez, et al., 1979, 2 | Based on data from 287. to 300. K.; AC |
19.09 ± 0.07 | 378.3 | V | Aihara, 1959 | crystal phase; ALS |
19.1 ± 0.1 | 290. | V | Aihara, 1959, 2 | Based on data from 278. to 301. K. See also Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
5.729 | 377.2 | DSC | Cheon and Kim, 2007 | AC |
3.80 | 378. | N/A | Acree, 1991 | AC |
Temperature of phase transition
Ttrs (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|
220. | crystaline, IV | crystaline, III | Sciesinski, Godlewska, et al., 1989 | DH |
275. | crystaline, III | crystaline, II | Sciesinski, Godlewska, et al., 1989 | DH |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
-0.00014 | 226.000 | crystaline, III | crystaline, II | Messerly, Finke, et al., 1988, 2 | DH |
-0.000259 | 265.000 | crystaline, II | crystaline, I | Messerly, Finke, et al., 1988, 2 | DH |
4.625548 | 377.496 | crystaline, I | liquid | Messerly, Finke, et al., 1988, 2 | DH |
0.0249 | 302. | crystaline, II | crystaline, I | Sciesinski, Godlewska, et al., 1989 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
12.25 | 377.496 | crystaline, I | liquid | Messerly, Finke, et al., 1988, 2 | DH |
0.084 | 302. | crystaline, II | crystaline, I | Sciesinski, Godlewska, et al., 1989 | DH |
IR Spectrum
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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
Gas Phase Spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center |
State | gas |
Instrument | HP-GC/MS/IRD |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, IR Spectrum, 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
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center, 1990. |
NIST MS number | 118774 |
References
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Cooper, Crowne, et al., 1967
Cooper, A.R.; Crowne, C.W.P.; Farrell, P.G.,
Gas-Liquid Chromatographic Studies of Electron-Donor-Acceptor Systems,
Trans. Faraday Soc., 1967, 63, 447. [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]
Smith, 1980
Smith, G.W.,
Phase behavior of some condensed polycyclic aromatics,
Mol. Cryst. Liq. Cryst., 1980, 64, 15. [all data]
Luther and Riechel, 1950
Luther, H.; Riechel, C.,
The Raman Spectra of Polymethylnphthalenes,
Z. Phys. Chem. (Leipzig), 1950, 195, 103. [all data]
Messerly, Finke, et al., 1988
Messerly, J.F.; Finke, H.L.; Good, W.D.; Gammon, B.E.,
Condensed-phase heat capacities and derived thermodynamic properties for 1,4-dimethylbenzene, 1,2-diphenylethane, and 2,3-dimethylnaphthalene,
J. Chem. Thermodyn., 1988, 20, 485. [all data]
Colomina, Jimenez, et al., 1979
Colomina, M.; Jimenez, P.; Roux, M.V.; Turrion, C.,
Thermochemical properties of naphthalene derivatives. V. Formation enthalpies of 2,3-dimethylnaphthalene and 2,3-dihydroxynaphthalene,
An. Quim., 1979, 75, 620-624. [all data]
Messerly, Finke, et al., 1988, 2
Messerly, J.F.; Finke, H.L.; Good, W.D.; Gammon, B.E.,
Condensed-phase heat capacities and derived thermodynamic properties for 1,4-dimethylbenzene, 1,2-diphenylethane, and 2,3-dimethylnaphthalene,
J. Chem. Thermodynam., 1988, 20, 485-501. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Osborn and Douslin, 1975
Osborn, Ann G.; Douslin, Donald R.,
Vapor pressures and derived enthalpies of vaporization for some condensed-ring hydrocarbons,
J. Chem. Eng. Data, 1975, 20, 3, 229-231, https://doi.org/10.1021/je60066a022
. [all data]
Colomina, Jimenez, et al., 1979, 2
Colomina, M.; Jimenez, P.; Roux, M.V.; Turrion, C.,
An. Quim., 1979, 75, 620. [all data]
Aihara, 1959
Aihara, A.,
Estimation of the energy of hydrogen bonds formed in crystals. I. Sublimation pressures of some organic molecular crystals and the additivity of lattice energy,
Bull. Chem. Soc. Jpn., 1959, 32, 1242. [all data]
Aihara, 1959, 2
Aihara, Ariyuki,
Estimation of the Energy of Hydrogen Bonds Formed in Crystals. I. Sublimation Pressures of Some Organic Molecular Crystals and the Additivity of Lattice Energy,
Bull. Chem. Soc. Jpn., 1959, 32, 11, 1242-1248, https://doi.org/10.1246/bcsj.32.1242
. [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]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Sciesinski, Godlewska, et al., 1989
Sciesinski, J.; Godlewska, M.; Witko, W.,
An adiabatic calrimetry study of the polymorphism of 2,3-dimethylnaphthalene,
J. Phys.: Condens. Matter, 1989, 1(22), 3545-3550. [all data]
Notes
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature Ttrs Temperature of phase transition ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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