Naphthalene, decahydro-, cis-
- Formula: C10H18
- Molecular weight: 138.2499
- IUPAC Standard InChIKey: NNBZCPXTIHJBJL-AOOOYVTPSA-N
- CAS Registry Number: 493-01-6
- 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. - Stereoisomers:
- Other names: cis-Bicyclo[4.4.0]Decane; cis-Decahydronaphthalene; cis-Decalin; cis-Perhydronaphthalene; Decahydronaphthalene, (Z)-; c-Decahydronaphthalene; c-Decalin; Decahydronaphthalene, cis; (Z)-Decahydronaphthalene; Bicyclo[4.4.0]decane, isomer # 2; cis-Decahydronapthalene
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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:
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 466. ± 5. | K | AVG | N/A | Average of 15 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 230. ± 2. | K | AVG | N/A | Average of 12 out of 14 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 230.15 ± 0.09 | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 704. ± 3. | K | N/A | Daubert, 1996 | |
Tc | 681. | K | N/A | Matzik and Schneider, 1985 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tc | 705.0 | K | N/A | Pak and Kay, 1972 | Uncertainty assigned by TRC = 1. K; extrapolated to zero time to correct for decomposition; TRC |
Tc | 702.2 | K | N/A | Cheng, McCoubrey, et al., 1962 | Uncertainty assigned by TRC = 1.5 K; extrapolated to zero time to correct for decomposition; calibr. vs NPL thermometer; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 32. ± 2. | atm | N/A | Daubert, 1996 | |
Pc | 24.57 | atm | N/A | Matzik and Schneider, 1985 | Uncertainty assigned by TRC = 0.49 atm; TRC |
Pc | 31.65 | atm | N/A | Pak and Kay, 1972 | Uncertainty assigned by TRC = 0.2041 atm; corrected for vapor pressure of Hg, and extrapolated to zero time to correct for decompostion; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 12.00 ± 0.50 | kcal/mol | V | Speros and Rossini, 1960 | ALS |
ΔvapH° | 12.0 | kcal/mol | N/A | Speros and Rossini, 1960 | DRB |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 14.9 | kcal/mol | H | Bondi, 1963 | See also Chickos, Hosseini, et al., 1993.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.9 | 386. | A,GS | Stephenson and Malanowski, 1987 | Based on data from 371. to 473. K. See also Camin and Rossini, 1955.; 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 |
---|---|---|---|---|---|
373.03 to 469.53 | 3.99476 | 1594.687 | -69.731 | Camin and Rossini, 1955 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
15.5 | 230. | B | Bondi, 1963 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.449 | 242.8 | Domalski and Hearing, 1996 | AC |
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 | Sadtler Research Labs Under US-EPA Contract |
State | gas |
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 | Japan AIST/NIMC Database- Spectrum MS-NW-2221 |
NIST MS number | 230530 |
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.
Daubert, 1996
Daubert, T.E.,
Vapor-Liquid Critical Properties of Elements and Compounds. 5. Branched Alkanes and Cycloalkanes,
J. Chem. Eng. Data, 1996, 41, 365-372. [all data]
Matzik and Schneider, 1985
Matzik, I.; Schneider, G.M.,
Fluid phase equilibria of binary mixtures of sulfur hexafluoride with octane, nonane, hendecane, and cis-decahydronaphthalene at temperature between 280 K and 440 K and at pressures up to 140 MPa,
Ber. Bunsen-Ges. Phys. Chem., 1985, 89, 551. [all data]
Pak and Kay, 1972
Pak, S.C.; Kay, W.B.,
Gas-Liquid Critical Temperatures of Mixtures. Benzene + n-Alkanes and Hexafluorobenzene + n-Alkanes,
Ind. Eng. Chem. Fundam., 1972, 11, 255. [all data]
Cheng, McCoubrey, et al., 1962
Cheng, D.C.H.; McCoubrey, J.C.; Phillips, D.G.,
Critical Temperatures of Some Organic Cyclic Compounds,
Trans. Faraday Soc., 1962, 58, 224. [all data]
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]
Bondi, 1963
Bondi, A.,
Heat of Siblimation of Molecular Crystals: A Catalog of Molecular Structure Increments.,
J. Chem. Eng. Data, 1963, 8, 3, 371-381, https://doi.org/10.1021/je60018a027
. [all data]
Chickos, Hosseini, et al., 1993
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G.; Liebman, Joel F.,
Heat capacity corrections to a standard state: a comparison of new and some literature methods for organic liquids and solids,
Struct Chem, 1993, 4, 4, 271-278, https://doi.org/10.1007/BF00673701
. [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]
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]
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, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation 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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