Cyclopentane, 1,3-dimethyl-, cis-
- Formula: C7H14
- Molecular weight: 98.1861
- IUPAC Standard InChIKey: XAZKFISIRYLAEE-KNVOCYPGSA-N
- CAS Registry Number: 2532-58-3
- 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-1,3-Dimethylcyclopentane; 1,3-Dimethylcyclopentane cis; 1-cis-3-Dimethylcyclopentane; c-1,3-Dimethylcyclopentane
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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 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 | -133.6 ± 1.5 | kJ/mol | Cm | Johnson, Prosen, et al., 1949 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
44.48 | 50. | Thermodynamics Research Center, 1997 | p=1 bar. Selected values of S(T) are in good agreement with those calculated by a method of increments [ Scott D.W., 1960, Epstein M.B., 1949]; discrepancies between Cp(T) amount to 1-2 J/mol*K.; GT |
57.03 | 100. | ||
73.29 | 150. | ||
91.08 | 200. | ||
122.6 | 273.15 | ||
134.5 | 298.15 | ||
135.4 | 300. | ||
183.3 | 400. | ||
225.9 | 500. | ||
261.4 | 600. | ||
291.0 | 700. | ||
316.0 | 800. | ||
337.3 | 900. | ||
355.5 | 1000. | ||
371.1 | 1100. | ||
384.6 | 1200. | ||
396.3 | 1300. | ||
406.4 | 1400. | ||
415.1 | 1500. | ||
432.4 | 1750. | ||
444.9 | 2000. | ||
454.1 | 2250. | ||
461.0 | 2500. | ||
466.4 | 2750. | ||
470.6 | 3000. |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
161.69 ± 0.32 | 352.20 | McCullough J.P., 1959 | GT |
172.23 ± 0.34 | 375.20 | ||
190.57 ± 0.38 | 415.20 | ||
207.77 ± 0.42 | 455.20 | ||
226.12 ± 0.45 | 500.20 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -168.2 ± 1.4 | kJ/mol | Cm | Johnson, Prosen, et al., 1949 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -4587.3 ± 1.4 | kJ/mol | Cm | Johnson, Prosen, et al., 1949 | Corresponding ΔfHºliquid = -168.1 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
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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.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 364.0 ± 0.6 | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 139. ± 3. | K | AVG | N/A | Average of 12 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 139.48 | K | N/A | Gross, Oliver, et al., 1953 | Uncertainty assigned by TRC = 0.07 K; mis-identified as trans-1,3-dimethylcyclopentane in orginal paper; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 551.9 | K | N/A | Majer and Svoboda, 1985 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 34.3 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 34.3 | kJ/mol | N/A | Reid, 1972 | AC |
ΔvapH° | 34.2 | kJ/mol | V | Scott, Berg, et al., 1960 | ALS |
ΔvapH° | 34.6 | kJ/mol | N/A | Johnson, Prosen, et al., 1949 | DRB |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
30.4 | 363.9 | N/A | Majer and Svoboda, 1985 | |
34.2 | 310. | A | Stephenson and Malanowski, 1987 | Based on data from 295. to 366. K.; AC |
32.83 ± 0.004 | 322.62 | V | McCullough, Pennington, et al., 1959 | ALS |
32.8 ± 0.1 | 323. | C | McCullough, Pennington, et al., 1959 | AC |
31.7 ± 0.1 | 342. | C | McCullough, Pennington, et al., 1959 | AC |
30.4 ± 0.1 | 364. | C | McCullough, Pennington, et al., 1959 | AC |
34.0 | 314. | N/A | Forziati, Norris, et al., 1949 | Based on data from 299. to 366. K.; AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kJ/mol)
Tr = reduced temperature (T / Tc)
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Temperature (K) | A (kJ/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
323. to 364. | 49.54 | 0.2812 | 551.9 | Majer and Svoboda, 1985 |
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 |
---|---|---|---|---|---|
299.13 to 365.78 | 3.96767 | 1242.676 | -51.222 | Forziati, Norris, et al., 1949, 2 | Coefficents calculated by NIST from author's data. |
IR Spectrum
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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
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Download spectrum in JCAMP-DX format.
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 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Johnson, Prosen, et al., 1949
Johnson, W.H.; Prosen, E.J.; Rossini, F.D.,
Heats of combustion and isomerization of the six C7H14 alkylcyclopentanes,
J. Res. NBS, 1949, 42, 251-255. [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]
Scott D.W., 1960
Scott D.W.,
Chemical thermodynamic properties of methylcyclopentane and 1-cis-3-dimethylcyclopentane,
J. Phys. Chem., 1960, 64, 906-908. [all data]
Epstein M.B., 1949
Epstein M.B.,
Heats, equilibrium constants, and free energies of formation of the dimethylcyclopentanes,
J. Res. Nat. Bur. Stand., 1949, 43, 245-250. [all data]
McCullough J.P., 1959
McCullough J.P.,
Thermodynamics of cyclopentane, methylcyclopentane and 1,cis-3-dimethylcyclopentane: verification of the concept of pseudorotation,
J. Am. Chem. Soc., 1959, 81, 5880-5883. [all data]
Gross, Oliver, et al., 1953
Gross, M.E.; Oliver, G.D.; Huffman, H.M.,
Low temperature thermal data for some C7H14 alkylcyclopentanes,
J. Am. Chem. Soc., 1953, 75, 2801. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Reid, 1972
Reid, Robert C.,
Handbook on vapor pressure and heats of vaporization of hydrocarbons and related compounds, R. C. Wilhort and B. J. Zwolinski, Texas A Research Foundation. College Station, Texas(1971). 329 pages.$10.00,
AIChE J., 1972, 18, 6, 1278-1278, https://doi.org/10.1002/aic.690180637
. [all data]
Scott, Berg, et al., 1960
Scott, D.W.; Berg, W.T.; McCullough, J.P.,
Chemical thermodynamic properties of methylcyclopentane and 1-cis-3-dimethylcyclopentane,
J. Phys. Chem., 1960, 64, 906. [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]
McCullough, Pennington, et al., 1959
McCullough, J.P.; Pennington, R.E.; Smith, J.C.; Hossenlopp, I.A.; Waddington, G.,
Thermodynamics of cyclopentane, methylcyclopentane and 1,cis-3-dimethylcyclopentane: Verification of the concept of pseudorotation,
J. Am. Chem. Soc., 1959, 81, 5880-5883. [all data]
Forziati, Norris, et al., 1949
Forziati, Alphonse F.; Norris, William R.; Rossini, Frederick D.,
Vapor pressures and boiling points of sixty API-NBS hydrocarbons,
J. RES. NATL. BUR. STAN., 1949, 43, 6, 555-17, https://doi.org/10.6028/jres.043.050
. [all data]
Forziati, Norris, et al., 1949, 2
Forziati, A.F.; Norris, W.R.; Rossini, F.D.,
Vapor Pressures and Boiling Points of Sixty API-NBS Hydrocarbons,
J. Res. Natl. Bur. Stand. (U.S.), 1949, 43, 6, 555-563, https://doi.org/10.6028/jres.043.050
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature 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 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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