1,1'-Bicyclopentyl

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Condensed phase thermochemistry data

Go To: Top, Phase change data, Reaction thermochemistry data, Gas Chromatography, 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
Δfliquid-179.3 ± 1.0kJ/molCcbGood and Lee, 1976ALS
Quantity Value Units Method Reference Comment
Δcliquid-6328.26 ± 0.84kJ/molCcbGood and Lee, 1976Corresponding Δfliquid = -179.3 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-6205.8kJ/molCcbGollis, Belenyessy, et al., 1962Corresponding Δfliquid = -301.8 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-6332. ± 3.kJ/molCcbKozina, Skuratov, et al., 1961Corresponding Δfliquid = -175. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
238.9298.15Good and Lee, 1976DH
229.7311.Gollis, Belenyessy, et al., 1962, 2Temperatures 100, 200, 300°F.; DH

Phase change data

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas Chromatography, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil463.KN/AKharasch, Hancock, et al., 1956Uncertainty assigned by TRC = 3. K; TRC
Tboil462.KN/AMcBee, Roberts, et al., 1955Uncertainty assigned by TRC = 3. K; TRC
Tboil463.6KN/ABoord, Greenlee, et al., 1950Uncertainty assigned by TRC = 0.2 K; TRC
Tboil463.59KN/ABoord, Greenlee, et al., 1949Uncertainty assigned by TRC = 0.3 K; TRC
Tboil463.60KN/AAnonymous, 1948Uncertainty assigned by TRC = 0.3 K; TRC
Quantity Value Units Method Reference Comment
Tfus238. ± 1.KAVGN/AAverage of 10 values; Individual data points
Quantity Value Units Method Reference Comment
Δvap50.4 ± 0.1kJ/molEBChirico and Steele, 2005Based on data from 383. to 509. K.; AC

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
44.1 ± 0.1400.EBChirico and Steele, 2004Based on data from 384. to 509. K.; AC
41.6 ± 0.1440.EBChirico and Steele, 2004Based on data from 384. to 509. K.; AC
38.9 ± 0.2480.EBChirico and Steele, 2004Based on data from 384. to 509. K.; AC
43.2365.AStephenson and Malanowski, 1987Based on data from 350. to 393. K.; AC

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
13.4237.8Chirico and Steele, 2004AC

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

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, 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

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

3Hydrogen + C10H12 = 1,1'-Bicyclopentyl

By formula: 3H2 + C10H12 = C10H18

Quantity Value Units Method Reference Comment
Δr-295. ± 0.4kJ/molChydRoth, Adamczak, et al., 1991liquid phase

2Hydrogen + 3,3'-Bicyclopentenyl = 1,1'-Bicyclopentyl

By formula: 2H2 + C10H14 = C10H18

Quantity Value Units Method Reference Comment
Δr-228. ± 0.4kJ/molChydRoth, Adamczak, et al., 1991liquid phase

2Hydrogen + Dl 3,3'-bis(cyclopentenyl) = 1,1'-Bicyclopentyl

By formula: 2H2 + C10H14 = C10H18

Quantity Value Units Method Reference Comment
Δr-228. ± 0.4kJ/molChydRoth, Adamczak, et al., 1991liquid phase

Gas Chromatography

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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

Kovats' RI, non-polar column, isothermal

View large format table.

Column type Active phase Temperature (C) I Reference Comment
CapillarySqualane100.1130.Mitra, Mohan, et al., 1974H2; Column length: 50. m; Column diameter: 0.2 mm
CapillarySqualane100.1086.Besson and Gäumann, 1973Column length: 50. m; Column diameter: 0.25 mm
CapillaryApiezon L100.1113.Besson and Gäumann, 1973Column length: 50. m; Column diameter: 0.25 mm
PackedMethyl Silicone130.1087.Antheaume and Guiochon, 1965 

Van Den Dool and Kratz RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryDB-51071.8Song, Lai, et al., 200330. m/0.25 mm/0.25 μm, He, 2. K/min; Tstart: 40. C; Tend: 310. C
CapillaryDB-51077.6Song, Lai, et al., 200330. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 40. C; Tend: 310. C
CapillaryDB-51080.9Song, Lai, et al., 200330. m/0.25 mm/0.25 μm, He, 6. K/min; Tstart: 40. C; Tend: 310. C
CapillaryDB-51071.8Lai and Song, 199530. m/0.25 mm/0.25 μm, He, 2. K/min; Tstart: 40. C; Tend: 310. C
CapillaryDB-51077.6Lai and Song, 199530. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 40. C; Tend: 310. C
CapillaryDB-51080.9Lai and Song, 199530. m/0.25 mm/0.25 μm, He, 6. K/min; Tstart: 40. C; Tend: 310. C

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas Chromatography, 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]

Gollis, Belenyessy, et al., 1962
Gollis, M.H.; Belenyessy, L.I.; Gudzinowicz, B.J.; Koch, S.D.; Smith, J.O.; Wineman, R.J., Evaluation of pure hydrocarbons as jet fuels, J. Chem. Eng. Data, 1962, 7, 331-316. [all data]

Kozina, Skuratov, et al., 1961
Kozina, M.P.; Skuratov, S.M.; Shtekher, S.M.; Sosnina, I.E.; Turova-Polyak, M.B., Heats of combustion of some bicyclanes, Russ. J. Phys. Chem. (Engl. Transl.), 1961, 35, 1144-1146. [all data]

Gollis, Belenyessy, et al., 1962, 2
Gollis, M.H.; Belenyessy, L.I.; Gudzinowicz, B.J.; Koch, S.D.; Smith, J.O.; Wineman, R.J., Evaluations of pure hydrocarbons as Jet Fuels, J. Chem. Eng. Data, 1962, 7, 311-316. [all data]

Kharasch, Hancock, et al., 1956
Kharasch, M.S.; Hancock, J.W.; Nudenberg, W.; Tawney, P.O., Factors Influencing the COurse and Mechanism of Grignard Reactions XXII. The Reaction of Grignard Reagents with Alkyl Halides and Ketones in the Presence of Manganous Salts, J. Org. Chem., 1956, 21, 322. [all data]

McBee, Roberts, et al., 1955
McBee, E.T.; Roberts, C.W.; Idol, J.D., J. Am. Chem. Soc., 1955, 77, 4943. [all data]

Boord, Greenlee, et al., 1950
Boord, C.E.; Greenlee, K.W.; Derfer, J.M., The Synthesis, Purification and Prop. of Hydrocarbons of Low Mol. Wt., Am. Pet. Inst. Res. Proj. 45, Twelfth Annu. Rep., Ohio State Univ., 1950. [all data]

Boord, Greenlee, et al., 1949
Boord, C.E.; Greenlee, K.W.; Perilstein, W.L.; Derfer, J.M., The Synthesis, Purification and Prop. of Hydrocarbons of Low Mol. Wt., Am. Pet. Inst. Res. Proj. 45, Eleventh Annu. Rep., Ohio State Univ., 1949. [all data]

Anonymous, 1948
Anonymous, R., , Am. Pet. Inst. Res. Proj. 6, Natl. Bur. Stand., 1948. [all data]

Chirico and Steele, 2005
Chirico, R.D.; Steele, W.V., Thermodynamic Properties of 2-Methylquinoline and 8-Methylquinoline, J. Chem. Eng. Data, 2005, 50, 2, 697-708, https://doi.org/10.1021/je049595u . [all data]

Chirico and Steele, 2004
Chirico, R.D.; Steele, W.V., High-energy components of "designer gasoline and designer diesel fuel" I. Heat capacities, enthalpy increments, vapor pressures, critical properties, and derived thermodynamic functions for bicyclopentyl between the T=(10 and 600) K, The Journal of Chemical Thermodynamics, 2004, 36, 8, 633-643, https://doi.org/10.1016/j.jct.2004.04.003 . [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]

Roth, Adamczak, et al., 1991
Roth, W.R.; Adamczak, O.; Breuckmann, R.; Lennartz, H.-W.; Boese, R., Die Berechnung von Resonanzenergien; das MM2ERW-Kraftfeld, Chem. Ber., 1991, 124, 2499-2521. [all data]

Mitra, Mohan, et al., 1974
Mitra, G.D.; Mohan, G.; Sinha, A., Gas chromatographic analysis of complex hydrocarbon mixtures, J. Chromatogr. A, 1974, 91, 633-648, https://doi.org/10.1016/S0021-9673(01)97944-0 . [all data]

Besson and Gäumann, 1973
Besson, R.; Gäumann, T., Indices de rétention de cycloalcanes, cycloalcènes, bicycloalkyles, cycloalkyl-cycloalcényles et bicycloalcényles en chromatographie en phase gazeuse, Helv. Chim. Acta, 1973, 56, 3, 1159-1164, https://doi.org/10.1002/hlca.19730560339 . [all data]

Antheaume and Guiochon, 1965
Antheaume, J.; Guiochon, G., Application de la chromatographie en phase gazeuse à l'étude de la composition des fractions moyennes d'un brut pétrolier, Bull. Soc. Chim. Fr., 1965, 2, 298-307. [all data]

Song, Lai, et al., 2003
Song, C.; Lai, W.-C.; Madhusudan Reddy, K.; Wei, B., Chapter 7. Temperature-programmed retention indices for GC and GC-MS of hydrocarbon fuels and simulated distillation GC of heavy oils in Analytical advances for hydrocarbon research, Hsu,C.S., ed(s)., Kluwer Academic/Plenum Publishers, New York, 2003, 147-193. [all data]

Lai and Song, 1995
Lai, W.-C.; Song, C., Temperature-programmed retention indices for g.c. and g.c.-m.s. analysis of coal- and petroleum-derived liquid fuels, Fuel, 1995, 74, 10, 1436-1451, https://doi.org/10.1016/0016-2361(95)00108-H . [all data]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas Chromatography, References