Cyclopentane, 1,2-dimethyl-, cis-

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Gas phase thermochemistry 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:
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
Δfgas-30.96 ± 0.32kcal/molCmJohnson, Prosen, et al., 1949ALS
Quantity Value Units Method Reference Comment
gas87.510cal/mol*KN/AStull D.R., 1969This value was obtained using low temperature data of [ Gross M.E., 1953].; GT

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
10.6950.Thermodynamics Research Center, 1997p=1 bar. Recommended values are in close agreement with those calculated by a method of increments [ Epstein M.B., 1949] at low temperatures. Discrepancies increase up to 2-4 J/mol*K at T=1500 K.; GT
14.74100.
18.33150.
22.15200.
29.28273.15
32.05298.15
32.27300.
43.59400.
53.82500.
62.38600.
69.50700.
75.50800.
80.62900.
84.991000.
88.741100.
91.971200.
94.741300.
97.161400.
99.241500.
103.41750.
106.42000.
108.62250.
110.22500.
111.52750.
112.53000.

Condensed phase thermochemistry 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:
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
Δfliquid-39.52 ± 0.31kcal/molCmJohnson, Prosen, et al., 1949ALS
Quantity Value Units Method Reference Comment
Δcliquid-1097.06 ± 0.30kcal/molCmJohnson, Prosen, et al., 1949Corresponding Δfliquid = -39.50 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
liquid64.331cal/mol*KN/AGross, Oliver, et al., 1953DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
45.569302.84Gross, Oliver, et al., 1953T = 13 to 300 K. Unsmoothed experimental datum.; DH

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
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
Tboil372.5 ± 0.3KAVGN/AAverage of 13 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus230. ± 70.KAVGN/AAverage of 9 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple219.45KN/AGross, Oliver, et al., 1953, 2Crystal phase 1 phase; Uncertainty assigned by TRC = 0.05 K; TRC
Ttriple219.430KN/AHuffman, 1948Crystal phase 1 phase; Uncertainty assigned by TRC = 0.06 K; TRC
Ttriple219.430KN/AHuffman, 1948Crystal phase 1 phase; Uncertainty assigned by TRC = 0.04 K; TRC
Ttriple219.430KN/AHuffman, 1947Crystal phase 1 phase; Uncertainty assigned by TRC = 0.04 K; TRC
Quantity Value Units Method Reference Comment
Δvap8.56kcal/molN/AReid, 1972AC
Δvap8.58kcal/molN/AJohnson, Prosen, et al., 1949DRB

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
8.48308.AStephenson and Malanowski, 1987Based on data from 293. to 375. K.; AC
8.41313.N/AForziati, Norris, et al., 1949Based on data from 298. to 373. K.; AC

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
0.397219.4Domalski and Hearing, 1996AC

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
11.24141.5Domalski and Hearing, 1996CAL
1.80219.4

Enthalpy of phase transition

ΔHtrs (kcal/mol) Temperature (K) Initial Phase Final Phase Reference Comment
1.5939141.50crystaline, IIcrystaline, IGross, Oliver, et al., 1953DH
0.39610219.45crystaline, IliquidGross, Oliver, et al., 1953DH

Entropy of phase transition

ΔStrs (cal/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
11.26141.50crystaline, IIcrystaline, IGross, Oliver, et al., 1953DH
1.80219.45crystaline, IliquidGross, Oliver, et al., 1953DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction thermochemistry 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

2Hydrogen + 2Cyclopentene, 1,2-dimethyl- = Cyclopentane, 1,2-dimethyl-, cis- + Cyclopentane, 1,2-dimethyl-, trans-

By formula: 2H2 + 2C7H12 = C7H14 + C7H14

Quantity Value Units Method Reference Comment
Δr-22.55 ± 0.18kcal/molChydAllinger, Dodziuk, et al., 1982liquid phase; solvent: Hexane

Gas phase ion energetics 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 by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV) Method Reference
9.92 ± 0.05EIHerzschuh and Sicker, 1981

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C5H11+10.47 ± 0.05C2H5EIHerzschuh and Sicker, 1981 
C6H11+10.57 ± 0.05CH3EIHerzschuh and Sicker, 1981 

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


Mass spectrum (electron ionization)

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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

Spectrum

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Mass 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 NIST Mass Spectrometry Data Center, 1990.
NIST MS number 114027

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References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics 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.

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]

Stull D.R., 1969
Stull D.R., Jr., The Chemical Thermodynamics of Organic Compounds. Wiley, New York, 1969. [all data]

Gross M.E., 1953
Gross M.E., Low-temperature thermal data for some C7H14 alkylcyclopentanes, J. Am. Chem. Soc., 1953, 75, 2801-2804. [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]

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]

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, 2801-2804. [all data]

Gross, Oliver, et al., 1953, 2
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]

Huffman, 1948
Huffman, H.M., Personal Commun., U. S. Bur. Mines, Bartlesville, OK, 1948. [all data]

Huffman, 1947
Huffman, H.M., Personal Communication, U. S. Bur. Mines, Bartlesville, OK, 1947. [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]

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]

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]

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]

Allinger, Dodziuk, et al., 1982
Allinger, N.L.; Dodziuk, H.; Rogers, D.W.; Naik, S.N., Heats of hydrogenation and formation of some 5-membered ring compounds by molecular mechanics calculations and direct measurements, Tetrahedron, 1982, 38, 1593-1597. [all data]

Herzschuh and Sicker, 1981
Herzschuh, R.; Sicker, A., Stereochemische einflusse auf die ionisations- und auftrittsenergien cis/trans-isomerer dimethylcycloalkane, Z. Chem., 1981, 21, 409. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References