Naphthalene, 1-methyl-
- Formula: C11H10
- Molecular weight: 142.1971
- IUPAC Standard InChIKey: QPUYECUOLPXSFR-UHFFFAOYSA-N
- CAS Registry Number: 90-12-0
- 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-Methylnaphthalene; 1-Methylnaphthalene; Methyl-1-naphthalene
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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 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 | 116.9 ± 2.7 | kJ/mol | Ccb | Speros and Rossini, 1960 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
39.1 | 50. | Thermodynamics Research Center, 1997 | p=1 bar.; GT |
59.1 | 100. | ||
81.1 | 150. | ||
105.9 | 200. | ||
145.6 | 273.15 | ||
159.3 | 298.15 | ||
160.4 | 300. | ||
212.3 | 400. | ||
256.2 | 500. | ||
291.8 | 600. | ||
320.7 | 700. | ||
344.5 | 800. | ||
364.3 | 900. | ||
381.0 | 1000. | ||
395. | 1100. | ||
407. | 1200. | ||
418. | 1300. | ||
426. | 1400. | ||
434. | 1500. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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 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°liquid | 56.2 ± 1.7 | kJ/mol | Ccb | Speros and Rossini, 1960 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -5783.0 ± 5.8 | kJ/mol | Ccb | Balcan, Arzik, et al., 1996 | Corresponding ΔfHºliquid = 25.2 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -5814.0 ± 1.7 | kJ/mol | Ccb | Speros and Rossini, 1960 | Corresponding ΔfHºliquid = 56.27 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -5627. | kJ/mol | Ccb | Hipsher and Wise, 1954 | ΔHfusion=2.3 kcal/mol; Corresponding ΔfHºliquid = -130. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 254.81 | J/mol*K | N/A | McCullough, Finke, et al., 1957 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
224.39 | 298.15 | McCullough, Finke, et al., 1957 | T = 10 to 370 K.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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 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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 515. ± 7. | K | AVG | N/A | Average of 30 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 244. ± 9. | K | AVG | N/A | Average of 27 out of 28 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 242.6600 | K | N/A | McCullough, Finke, et al., 1957, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.05 K; for sample crystalized rapidly without forming C2; TRC |
Ttriple | 242.6600 | K | N/A | McCullough, Finke, et al., 1957, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.03 K; after forming C2 and then C1; TRC |
Ttriple | 242.6900 | K | N/A | McCullough, Finke, et al., 1957, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; after forming C2 and then C1; TRC |
Ttriple | 242.7000 | K | N/A | McCullough, Finke, et al., 1957, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.03 K; for sample crystalized rapidly without forming C2; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 772. ± 1. | K | N/A | Tsonopoulos and Ambrose, 1995 | |
Tc | 772. | K | N/A | Wilson, Johnston, et al., 1981 | Uncertainty assigned by TRC = 1. K; TRC |
Tc | 772. | K | N/A | Ambrose, 1963 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tc | 273.15 | K | N/A | Ambrose, Cox, et al., 1960 | Uncertainty assigned by TRC = 2.72 K; Visual, PRT, IPTS-48, rapid decomp and no value obtained sample; TRC |
Tc | 784.0 | K | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 36. ± 1. | bar | N/A | Tsonopoulos and Ambrose, 1995 | |
Pc | 36.00 | bar | N/A | Wilson, Johnston, et al., 1981 | Uncertainty assigned by TRC = 1.00 bar; TRC |
Pc | 43.5698 | bar | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 1.5199 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 59. ± 10. | kJ/mol | AVG | N/A | Average of 8 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
50.0 | 500. | N/A | Lee, Dempsey, et al., 1992 | Based on data from 485. to 595. K.; AC |
63.3 | 274. | N/A | Sasse, Jose, et al., 1988 | Based on data from 259. to 388. K.; AC |
57.5 | 293. | A,GS | Stephenson and Malanowski, 1987 | Based on data from 278. to 313. K. See also Macknick and Prausnitz, 1979.; AC |
52.3 | 430. | A,GS | Stephenson and Malanowski, 1987 | Based on data from 415. to 526. K. See also Camin and Rossini, 1955.; AC |
49.6 | 455. | N/A | Wieczorek and Kobayashi, 1981 | Based on data from 424. to 536. K.; AC |
45.9 | 525. | N/A | Wieczorek and Kobayashi, 1981 | Based on data from 424. to 536. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
415.29 to 518.48 | 4.16082 | 1826.948 | -78.148 | Camin and Rossini, 1955 |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
6.95 | 242.7 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
20.69 | 240.7 | Domalski and Hearing, 1996 | CAL |
28.62 | 242.7 |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
4.979 | 240.70 | crystaline, II | crystaline, I | McCullough, Finke, et al., 1957 | DH |
6.945 | 242.70 | crystaline, I | liquid | McCullough, Finke, et al., 1957 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
20.68 | 240.70 | crystaline, II | crystaline, I | McCullough, Finke, et al., 1957 | DH |
28.62 | 242.70 | crystaline, I | liquid | McCullough, Finke, et al., 1957 | DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Ion clustering 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 as indicated in comments:
B - John E. Bartmess
M - 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. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
C11H9- + =
By formula: C11H9- + H+ = C11H10
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1565. ± 8.8 | kJ/mol | G+TS | Bartmess and Griffiths, 1990 | gas phase; Isomer 1-methylene-1,4-dihydronaphthalene: ΔG=349.0±2.0, ΔS=27±2, ΔH=357.1; B |
ΔrH° | 1551. ± 10. | kJ/mol | TDEq | Meot-ner, Liebman, et al., 1988 | gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1531. ± 8.4 | kJ/mol | IMRE | Bartmess and Griffiths, 1990 | gas phase; Isomer 1-methylene-1,4-dihydronaphthalene: ΔG=349.0±2.0, ΔS=27±2, ΔH=357.1; B |
ΔrG° | 1516. ± 8.4 | kJ/mol | TDEq | Meot-ner, Liebman, et al., 1988 | gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B |
By formula: C11H10+ + C11H10 = (C11H10+ • C11H10)
Bond type: Charge transfer bond (positive ion)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 78.7 | kJ/mol | PHPMS | El-Shall and Meot-Ner (Mautner), 1987 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 126. | J/mol*K | PHPMS | El-Shall and Meot-Ner (Mautner), 1987 | gas phase; M |
By formula: C6H7N+ + C11H10 = (C6H7N+ • C11H10)
Bond type: Charge transfer bond (positive ion)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 66.1 | kJ/mol | PHPMS | El-Shall and Meot-Ner (Mautner), 1987 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 105. | J/mol*K | PHPMS | El-Shall and Meot-Ner (Mautner), 1987 | gas phase; M |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Ion clustering 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
MM - Michael M. Meot-Ner (Mautner)
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C11H10+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 7.96 ± 0.03 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 834.8 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 805.3 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
<0.16 ± 0.12 | ECD | Wojnarovits and Foldiak, 1981 | EA is an upper limit: Chen and Wentworth, 1989. G3MP2B3 calculations indicate an EA of ca. -0.1 eV, anion unbound.; B |
Proton affinity at 298K
Proton affinity (kJ/mol) | Reference | Comment |
---|---|---|
831.4 | Aue, Guidoni, et al., 2000 | Experimental literature data re-evaluated by the authors using ab initio protonation entropies; MM |
Gas basicity at 298K
Gas basicity (review) (kJ/mol) | Reference | Comment |
---|---|---|
803.3 | Aue, Guidoni, et al., 2000 | Experimental literature data re-evaluated by the authors using ab initio protonation entropies; MM |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.90 ± 0.02 | PI | Gotkis and Lifshitz, 1993 | LL |
8.50 ± 0.05 | EI | Loudon and Mazengo, 1974 | LLK |
7.98 | CTS | Pitt, Carey, et al., 1972 | LLK |
7.80 ± 0.03 | EI | Bonnier, Gelus, et al., 1965 | RDSH |
7.98 | CTS | Kinoshita, 1962 | RDSH |
7.96 ± 0.01 | PI | Watanabe, 1957 | RDSH |
8.01 ± 0.03 | PE | Heilbronner, Hoshi, et al., 1976 | Vertical value; LLK |
7.95 | PE | Heilbronner, Hornung, et al., 1972 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C11H9+ | 12.1 ± 0.1 | H | TRPI | Gotkis and Lifshitz, 1993 | LL |
C11H9+ | 10.2 ± 0.2 | H | PI | Huang and Dunbar, 1990 | LL |
C11H9+ | 13.2 ± 0.2 | H | EI | Loudon and Mazengo, 1974 | LLK |
C11H9+ | 12.4 ± 0.1 | H | EI | Nounou, 1966 | RDSH |
De-protonation reactions
C11H9- + =
By formula: C11H9- + H+ = C11H10
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1565. ± 8.8 | kJ/mol | G+TS | Bartmess and Griffiths, 1990 | gas phase; Isomer 1-methylene-1,4-dihydronaphthalene: ΔG=349.0±2.0, ΔS=27±2, ΔH=357.1; B |
ΔrH° | 1551. ± 10. | kJ/mol | TDEq | Meot-ner, Liebman, et al., 1988 | gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1531. ± 8.4 | kJ/mol | IMRE | Bartmess and Griffiths, 1990 | gas phase; Isomer 1-methylene-1,4-dihydronaphthalene: ΔG=349.0±2.0, ΔS=27±2, ΔH=357.1; B |
ΔrG° | 1516. ± 8.4 | kJ/mol | TDEq | Meot-ner, Liebman, et al., 1988 | gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B |
Ion clustering data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics 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: 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+ + C11H10 = (C6H7N+ • C11H10)
Bond type: Charge transfer bond (positive ion)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 66.1 | kJ/mol | PHPMS | El-Shall and Meot-Ner (Mautner), 1987 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 105. | J/mol*K | PHPMS | El-Shall and Meot-Ner (Mautner), 1987 | gas phase |
By formula: C11H10+ + C11H10 = (C11H10+ • C11H10)
Bond type: Charge transfer bond (positive ion)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 78.7 | kJ/mol | PHPMS | El-Shall and Meot-Ner (Mautner), 1987 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 126. | J/mol*K | PHPMS | El-Shall and Meot-Ner (Mautner), 1987 | gas phase |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, References, Notes
Data compiled by: Coblentz Society, Inc.
- SOLUTION (10% IN CCl4 FOR 3800-1300, 10% IN CS2 FOR 1300-650, AND 10% CCl4 FOR 650-240 CM-1) VERSUS SOLVENT; PERKIN-ELMER 521 (GRATING); DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm-1 resolution
- VAPOR (65 MICROLITER AT 150 C); PERKIN-ELMER 180; DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 2-3 CM-1 cm-1 resolution
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Speros and Rossini, 1960
Speros, D.M.; Rossini, F.D.,
Heats of combustion and formation of naphthalene, the two methylnaphthalenes, cis and trans decahydronaphthalene and related compounds,
J. Phys. Chem., 1960, 64, 1723-1727. [all data]
Thermodynamics Research Center, 1997
Thermodynamics Research Center,
Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]
Balcan, Arzik, et al., 1996
Balcan, M.; Arzik, S.; Altunata, T.,
The determination of the heats of combustion and the resonance energies of some substituted naphthalenes,
Thermochim. Acta, 1996, 278, 49-56. [all data]
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]
McCullough, Finke, et al., 1957
McCullough, J.P.; Finke, H.L.; Messerly, J.F.; Kincheloe, T.C.; Waddington, G.,
The low temperature thermodynamic properties of naphthalene, 1-methylnaphthalene, 2-methylnaphthalene, 1,2,3,4-tetrahydronaphthalene, trans-decahydronaphthalene and cis-decahydronaphthalene,
J. Phys. Chem., 1957, 61, 1105-1116. [all data]
McCullough, Finke, et al., 1957, 2
McCullough, J.P.; Finke, H.L.; Messerly, J.F.; Todd, S.S.; Kincheloe, T.C.; Waddington, G.,
The Low-Temperature Thermodynamic Properties of Naphthalene, 1-Methylnaphthalene, 2-Methylnaphthalene, 1,2,3,4-tetrahydro- naphthalene, trans-decahydronaphthalene and cis-Decahydronaphthalene,
J. Phys. Chem., 1957, 61, 1105. [all data]
Tsonopoulos and Ambrose, 1995
Tsonopoulos, C.; Ambrose, D.,
Vapor-Liquid Critical Properties of Elements and Compounds. 3. Aromatic Hydrocarbons,
J. Chem. Eng. Data, 1995, 40, 547-558. [all data]
Wilson, Johnston, et al., 1981
Wilson, Grant M.; Johnston, Robert H.; Hwang, Shuen-Cheng.; Tsonopoulos, Constantine.,
Volatility of coal liquids at high temperatures and pressures,
Ind. Eng. Chem. Proc. Des. Dev., 1981, 20, 1, 94-104, https://doi.org/10.1021/i200012a015
. [all data]
Ambrose, 1963
Ambrose, D.,
Critical Temperatures of Some Phenols and Other Organic Compounds,
Trans. Faraday Soc., 1963, 59, 1988. [all data]
Ambrose, Cox, et al., 1960
Ambrose, D.; Cox, J.D.; Townsend, R.,
The critical temperatures of forty organic compounds,
Trans. Faraday Soc., 1960, 56, 1452. [all data]
Glaser and Ruland, 1957
Glaser, F.; Ruland, H.,
Untersuchungsen über dampfdruckkurven und kritische daten einiger technisch wichtiger organischer substanzen,
Chem. Ing. Techn., 1957, 29, 772. [all data]
Lee, Dempsey, et al., 1992
Lee, Chang Ha; Dempsey, Dennis M.; Mohamed, Rahoma S.; Holder, Gerald D.,
Vapor-liquid equilibria in the systems of n-decane/tetralin, n-hexadecane/tetralin, n-decane/1-methylnaphthalene, and 1-methylnaphthalene/tetralin,
J. Chem. Eng. Data, 1992, 37, 2, 183-186, https://doi.org/10.1021/je00006a012
. [all data]
Sasse, Jose, et al., 1988
Sasse, Karim; Jose, Jacques; Merlin, Jean-Claude,
A static apparatus for measurement of low vapor pressures. Experimental results on high molecular-weight hydrocarbons,
Fluid Phase Equilibria, 1988, 42, 287-304, https://doi.org/10.1016/0378-3812(88)80065-7
. [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]
Macknick and Prausnitz, 1979
Macknick, A. Brian; Prausnitz, John M.,
Vapor pressures of high-molecular-weight hydrocarbons,
J. Chem. Eng. Data, 1979, 24, 3, 175-178, https://doi.org/10.1021/je60082a012
. [all data]
Camin and Rossini, 1955
Camin, David L.; Rossini, Frederick D.,
Physical Properties of Fourteen API Research Hydrocarbons, C 9 to C 15,
J. Phys. Chem., 1955, 59, 11, 1173-1179, https://doi.org/10.1021/j150533a014
. [all data]
Wieczorek and Kobayashi, 1981
Wieczorek, Stefan A.; Kobayashi, Riki,
Vapor-pressure measurements of 1-methylnaphthalene, 2-methylnaphthalene, and 9,10-dihydrophenanthrene at elevated temperatures,
J. Chem. Eng. Data, 1981, 26, 1, 8-11, https://doi.org/10.1021/je00023a005
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Bartmess and Griffiths, 1990
Bartmess, J.E.; Griffiths, S.S.,
Tautomerization Energetics of Benzoannelated Toluenes,
J. Am. Chem. Soc., 1990, 112, 8, 2932, https://doi.org/10.1021/ja00164a014
. [all data]
Meot-ner, Liebman, et al., 1988
Meot-ner, M.; Liebman, J.F.; Kafafi, S.A.,
Ionic Probes of Aromaticity in Annelated Rings,
J. Am. Chem. Soc., 1988, 110, 18, 5937, https://doi.org/10.1021/ja00226a001
. [all data]
Kiefer, Zhang, et al., 1997
Kiefer, J.H.; Zhang, Q.; Kern, R.D.; Yao, J.; Jursic, B.,
Pyrolysis of Aromatic Azines: Pyrazine, Pyrimidine, and Pyridine,
J. Phys. Chem. A, 1997, 101, 38, 7061, https://doi.org/10.1021/jp970211z
. [all data]
El-Shall and Meot-Ner (Mautner), 1987
El-Shall, M.S.; Meot-Ner (Mautner), M.,
Ionic Charge Transfer Complexes. 3. Delocalised pi Systems as Electron Acceptors and Donors,
J. Phys. Chem., 1987, 91, 5, 1088, https://doi.org/10.1021/j100289a017
. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Wojnarovits and Foldiak, 1981
Wojnarovits, L.; Foldiak, G.,
Electron capture detection of aromatic hydrocarbons,
J. Chromatogr. Sci., 1981, 206, 511. [all data]
Chen and Wentworth, 1989
Chen, E.C.M.; Wentworth, W.E.,
Experimental Determination of Electron Affinities of Organic Molecules,
Mol. Cryst. Liq. Cryst., 1989, 171, 271. [all data]
Aue, Guidoni, et al., 2000
Aue, D.H.; Guidoni, M.; Betowski, L.D.,
Ab initio calculated gas-phase basicities of polynuclear aromatic hydrocarbons,
Int. J. Mass Spectrom., 2000, 201, 283. [all data]
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Notes
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- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid EA Electron affinity IE (evaluated) Recommended ionization energy Pc Critical pressure S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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