Naphthalene, 1,2,3,4-tetrahydro-
- Formula: C10H12
- Molecular weight: 132.2023
- IUPAC Standard InChIKey: CXWXQJXEFPUFDZ-UHFFFAOYSA-N
- CAS Registry Number: 119-64-2
- 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. - Isotopologues:
- Other names: Tetralin; Benzocyclohexane; Tetrahydronaphthalene; Tetraline; Tetranap; 1,2,3,4-Tetrahydronaphthalene; Naphthalene-1,2,3,4-tetrahydride; δ(5,7,9)-Naphthantriene; Bacticin; Tetralina; NSC 77451; tetralene
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Gas phase thermochemistry data
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 as indicated in comments:
DRB - Donald R. Burgess, Jr.
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 | 30.0 | kJ/mol | N/A | Good and Lee, 1976 | Value computed using ΔfHliquid° value of -28.6±1.0 kj/mol from Good and Lee, 1976 and ΔvapH° value of 58.6 kj/mol from Boyd, Sanwal, et al., 1971.; DRB |
ΔfH°gas | 26.0 ± 2.0 | kJ/mol | Ccb | Boyd, Sanwal, et al., 1971 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 22.1 ± 3.4 kJ/mol; ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
39.51 | 50. | Dorofeeva O.V., 1988 | Recommended values were calculated statistically mechanically using force field approximation for polycyclic aromatic hydrocarbons to estimate the needed vibrational frequencies (see also [ Dorofeeva O.V., 1986]). These functions are reproduced in the reference book [ Frenkel M., 1994]. Values of S(298.15 K)=368.6 and Cp(298.15 K)=146.6 J/mol*K were calculated using molecular constants estimated by molecular mechanics [ Boyd R.H., 1971]. Discrepancies with semiempirical calculation [ Szekely, 1955] amount to 14 and 6 J/mol*K for S and Cp at 298.15 K. Cp(298.15 K) calculated by semiempirical calculation [ Vvedenskii A.A., 1957] agrees well with value recommended here.; GT |
55.34 | 100. | ||
75.22 | 150. | ||
98.28 | 200. | ||
136.97 | 273.15 | ||
150.9 ± 2.0 | 298.15 | ||
151.98 | 300. | ||
206.65 | 400. | ||
254.31 | 500. | ||
293.63 | 600. | ||
325.91 | 700. | ||
352.66 | 800. | ||
375.08 | 900. | ||
394.00 | 1000. | ||
410.07 | 1100. | ||
423.77 | 1200. | ||
435.51 | 1300. | ||
445.60 | 1400. | ||
454.31 | 1500. |
Phase change data
Go To: Top, Gas phase thermochemistry 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 480. ± 1. | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 237.3 ± 0.9 | K | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 237.3400 | K | N/A | McCullough, Finke, et al., 1957 | Uncertainty assigned by TRC = 0.07 K; TRC |
Ttriple | 237.3500 | K | N/A | McCullough, Finke, et al., 1957 | Uncertainty assigned by TRC = 0.05 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 720. ± 1. | K | N/A | Tsonopoulos and Ambrose, 1995 | |
Tc | 721.7 | K | N/A | Gude and Teja, 1994 | Uncertainty assigned by TRC = 0.5 K; by the flow method; TRC |
Tc | 719.9 | K | N/A | Teja and Anselme, 1990 | Uncertainty assigned by TRC = 1. K; TRC |
Tc | 721. | K | N/A | Steele, Chirico, et al., 1988 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 37. ± 1. | bar | N/A | Tsonopoulos and Ambrose, 1995 | |
Pc | 36.30 | bar | N/A | Gude and Teja, 1994 | Uncertainty assigned by TRC = 0.25 bar; by the flow method; TRC |
Pc | 37.50 | bar | N/A | Steele, Chirico, et al., 1988 | Uncertainty assigned by TRC = 0.80 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.408 | l/mol | N/A | Tsonopoulos and Ambrose, 1995 | |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 2.5 ± 0.1 | mol/l | N/A | Tsonopoulos and Ambrose, 1995 | |
ρc | 2.45 | mol/l | N/A | Teja and Anselme, 1990 | Uncertainty assigned by TRC = 0.05 mol/l; TRC |
ρc | 2.27 | mol/l | N/A | Steele, Chirico, et al., 1988 | Uncertainty assigned by TRC = 0.11 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 55. ± 1. | kJ/mol | V | Boyd, Sanwal, et al., 1971 | ALS |
ΔvapH° | 58.6 | kJ/mol | N/A | Boyd, Sanwal, et al., 1971 | DRB |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
44.1 | 480. | N/A | Lee, Dempsey, et al., 1992 | Based on data from 465. to 580. K.; AC |
51.1 | 326. | A | Stephenson and Malanowski, 1987 | Based on data from 311. to 481. K.; AC |
41.3 ± 0.1 | 498. | C | Natarajan and Viswanath, 1985 | AC |
37.6 ± 0.1 | 552. | C | Natarajan and Viswanath, 1985 | AC |
35.7 ± 0.1 | 567. | C | Natarajan and Viswanath, 1985 | AC |
33.9 ± 0.1 | 585. | C | Natarajan and Viswanath, 1985 | AC |
32.0 ± 0.1 | 604. | C | Natarajan and Viswanath, 1985 | AC |
52.1 | 346. | N/A | Katayama and Harada, 1984 | Based on data from 331. to 437. K.; AC |
48.6 | 382. | N/A | Stull, 1947 | Based on data from 367. to 479. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
367.0 to 479.4 | 4.12671 | 1690.912 | -70.229 | Herz and Schuftan, 1922 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
12.447 | 237.36 | McCullough, Finke, et al., 1957, 2 | DH |
12.45 | 237.4 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
52.44 | 237.36 | McCullough, Finke, et al., 1957, 2 | DH |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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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 | CONTINENTAL OIL CO., PONCA CITY, OKLA, USA |
NIST MS number | 34859 |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, 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.
Good and Lee, 1976
Good, W.D.; Lee, S.H.,
The enthalpies of formation of selected naphthalenes, diphenylmethanes, and bicyclic hydrocarbons,
J. Chem. Thermodyn., 1976, 8, 643-650. [all data]
Boyd, Sanwal, et al., 1971
Boyd, R.H.; Sanwal, S.N.; Shary-Tehrany, S.; McNally, D.,
The thermochemistry, thermodynamic functions, and molecular structures of some cyclic hydrocarbons,
J. Phys. Chem., 1971, 75, 1264-1271. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Dorofeeva O.V., 1988
Dorofeeva O.V.,
Thermodynamic Properties of Polycyclic Aromatic Hydrocarbons in the Gaseous Phase. Institute for High Temperatures, USSR Academy of Sciences, Preprint No.1-238 (in Russian), Moscow, 1988. [all data]
Dorofeeva O.V., 1986
Dorofeeva O.V.,
On calculation of thermodynamic properties of polycyclic aromatic hydrocarbons,
Thermochim. Acta, 1986, 102, 59-66. [all data]
Frenkel M., 1994
Frenkel M.,
Thermodynamics of Organic Compounds in the Gas State, Vol. I, II, Thermodynamics Research Center, College Station, Texas, 1994, 1994. [all data]
Boyd R.H., 1971
Boyd R.H.,
The thermochemistry, thermodynamic functions, and molecular structures of some cyclic hydrocarbons,
J. Phys. Chem., 1971, 75, 1264-1271. [all data]
Szekely, 1955
Szekely, A.,
Semiempirical method for calculating thermodynamic properties. The thermodynamic data of 1,2,3,4-tetrahydronaphthalene,
Acta Chim. Acad. Sci. Hung., 1955, 5, 317-339. [all data]
Vvedenskii A.A., 1957
Vvedenskii A.A.,
Reaction equilibrium of hydrocarbons. X. Heat capacity of naphthalene, tetrahydronaphthalene, and decahydronaphthalene,
Zh. Obshch. Khim., 1957, 27, 2052-2054. [all data]
McCullough, Finke, et al., 1957
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]
Gude and Teja, 1994
Gude, M.T.; Teja, A.S.,
The Critical Properties of Several n-Alkanals, Tetralin and NMP,
Experimental Results for DIPPR 1990-91 Projects on Phase Equilibria and Pure Component Properties, 1994, 1994, DIPPR Data Series No. 2, p.174-83. [all data]
Teja and Anselme, 1990
Teja, A.S.; Anselme, M.J.,
The critical properties of thermally stable and unstable fluids. II. 1986 results,
AIChE Symp. Ser., 1990, 86, 279, 122-7. [all data]
Steele, Chirico, et al., 1988
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Smith, N.K.,
, Report, NIPPR-395, 1988. [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]
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]
Natarajan and Viswanath, 1985
Natarajan, Govindarajan; Viswanath, Dabir S.,
Enthalpy of vaporization and vapor pressure of benzene, toluene, p-xylene, and tetralin between 1 and 16 bar,
J. Chem. Eng. Data, 1985, 30, 2, 137-140, https://doi.org/10.1021/je00040a001
. [all data]
Katayama and Harada, 1984
Katayama, Hirotake; Harada, Yasuhiro,
Vapor pressure measurement of Tetralin at reduced pressures,
J. Chem. Eng. Data, 1984, 29, 4, 373-375, https://doi.org/10.1021/je00038a002
. [all data]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Herz and Schuftan, 1922
Herz, W.; Schuftan, P.,
Physikalisch-chemische Untersuchungen an Tetralin und Dekalin,
Z. Phys. Chem. (Frankfurt/Main), 1922, 101, 269-285. [all data]
McCullough, Finke, et al., 1957, 2
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]
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]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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