Cyclooctene

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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 by: Glushko Thermocenter, Russian Academy of Sciences, Moscow

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
8.72850.Dorofeeva O.V., 1986 
12.50100.
17.28150.
22.39200.
30.987273.15
34.2 ± 1.4298.15
34.393300.
47.067400.
58.329500.
67.732600.
75.533700.
82.063800.
87.581900.
92.2751000.
96.2811100.
99.7161200.
102.661300.
105.211400.
107.411500.

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 by: Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
liquid60.83cal/mol*KN/ALebedev, Lebedev, et al., 1978 

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
49.67298.15Lebedev, Lebedev, et al., 1978T = 8 to 330 K.

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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
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
Ttriple259.15KN/ALebedev, Lebedev, et al., 1978Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
10.0288.AStephenson and Malanowski, 1987Based on data from 273. to 411. K.; AC
9.94300.N/ALister, 1941Based on data from 273. to 333. K.; AC

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
0.433259.2Lebedev and Smirnova, 1994AC

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
12.32190.1Lebedev and Smirnova, 1994, 2CAL
1.67259.2

Temperature of phase transition

Ttrs (K) Initial Phase Final Phase Reference Comment
100.crystaline, IIIcrystaline, IILebedev, Lebedev, et al., 1978Glass transition.; DH

Enthalpy of phase transition

ΔHtrs (kcal/mol) Temperature (K) Initial Phase Final Phase Reference Comment
0.152190.crystaline, IIcrystaline, ILebedev, Lebedev, et al., 1978DH
0.4333259.15crystaline, IliquidLebedev, Lebedev, et al., 1978DH

Entropy of phase transition

ΔStrs (cal/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
0.798190.crystaline, IIcrystaline, ILebedev, Lebedev, et al., 1978DH
1.68259.15crystaline, IliquidLebedev, Lebedev, et al., 1978DH

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 as indicated in comments:
B - John E. Bartmess
ALS - 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

cyclooctenide anion + Hydrogen cation = Cyclooctene

By formula: C8H13- + H+ = C8H14

Quantity Value Units Method Reference Comment
Δr386.5 ± 5.1kcal/molG+TSLee and Squires, 1986gas phase; Between H2O, MeOH; B
Quantity Value Units Method Reference Comment
Δr379.0 ± 5.0kcal/molIMRBLee and Squires, 1986gas phase; Between H2O, MeOH; B

Hydrogen + Cyclooctene = Cyclooctane

By formula: H2 + C8H14 = C8H16

Quantity Value Units Method Reference Comment
Δr-22.4 ± 0.3kcal/molChydRogers and McLafferty, 1971liquid phase; solvent: Acetic acid; ALS

Bromine + Cyclooctene = 1,2-Dibromocyclooctane

By formula: Br2 + C8H14 = C8H14Br2

Quantity Value Units Method Reference Comment
Δr-29.310kcal/molCmLister, 1941gas phase; Heat of bromination at 300 K; ALS

References

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

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Dorofeeva O.V., 1986
Dorofeeva O.V., Thermodynamic properties of twenty-one monocyclic hydrocarbons, J. Phys. Chem. Ref. Data, 1986, 15, 437-464. [all data]

Lebedev, Lebedev, et al., 1978
Lebedev, B.V.; Lebedev, N.K.; Lityagov, Y.Va.; Mukhina, N.N., Thermodynamic characteristics of cyclooctene and polyoctenylene and process for the polymerization of cyclooctene in the range 8-330 K, Termodin. Org. Soedin., 1978, (7), 23-37. [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]

Lister, 1941
Lister, M.W., Heats of organic reactions. X. Heats of bromination of cyclic olefins, J. Am. Chem. Soc., 1941, 63, 143-149. [all data]

Lebedev and Smirnova, 1994
Lebedev, B.; Smirnova, N., Themodynamics of cycloalkenes, of their bulk polymerization in the presence of matathesis catalysts and of polyalkenes, Macromol. Chem. Phys., 1994, 195, 35-63. [all data]

Lebedev and Smirnova, 1994, 2
Lebedev, B.; Smirnova, N., Thermodynamics of cycloalkenes, of their bulk polymerization in the presence of matathesis catalysts and of polyalkenes, Macromol. Chem. Phys., 1994, 195, 1, 35, https://doi.org/10.1002/macp.1994.021950105 . [all data]

Lee and Squires, 1986
Lee, R.E.; Squires, R.R., Anionic homoaromaticity: A gas phase experimental study, J. Am. Chem. Soc., 1986, 105, 5078. [all data]

Rogers and McLafferty, 1971
Rogers, D.W.; McLafferty, F.J., A new hydrogen calorimeter. Heats of hydrogenation of allyl and vinyl unsaturation adjacent to a ring, Tetrahedron, 1971, 27, 3765-3775. [all data]


Notes

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