Hexachlorocyclopentadiene
- Formula: C5Cl6
- Molecular weight: 272.772
- IUPAC Standard InChI: InChI=1S/C5Cl6/c6-1-2(7)4(9)5(10,11)3(1)8
- IUPAC Standard InChIKey: VUNCWTMEJYMOOR-UHFFFAOYSA-N
- CAS Registry Number: 77-47-4
- 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. - Other names: 1,3-Cyclopentadiene, 1,2,3,4,5,5-hexachloro-; C 56; Cyclopentadiene, hexachloro-; Graphlox; Hexachloro-1,3-cyclopentadiene; HRS 1655; Perchlorocyclopentadiene; 1,2,3,4,5,5-Hexachloro-1,3-cyclopentadiene; 1,3-Cyclopentadiene, hexachloro-; Hexachlorcyklopentadien; NCI-C55607; Perchloro-1,3-cyclopentadiene; HCCPD; Rcra waste number U130; UN 2646; 1,2,3,4,5,5-Hexachloro-cyclopenta-1,3-diene; NSC 9235
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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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -2.8 ± 1.0 | kcal/mol | Ccb | Lyubarskii and Smolyanets, 1977 |
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -18.93 ± 0.74 | kcal/mol | Ccb | Lyubarskii and Smolyanets, 1977 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -485.1 ± 0.6 | kcal/mol | Ccb | Lyubarskii and Smolyanets, 1977 |
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔvapH° | 16.1 ± 0.3 | kcal/mol | V | Lyubarskii and Smolyanets, 1977 | ALS |
Reduced pressure boiling point
| Tboil (K) | Pressure (atm) | Reference | Comment |
|---|---|---|---|
| 512.2 | 0.991 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 12.8 | 350. | A | Stephenson and Malanowski, 1987 | Based on data from 335. to 512. K.; AC |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 17.6 | 283. | B | Bondi, 1963 | See also Ungnade and McBee, 1958.; AC |
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
=
+
By formula: C9H2Cl6O3 = C4H2O3 + C5Cl6
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 75.2 | kcal/mol | Ion | Vijayakumar and Fink, 1983 | solid phase |
Henry's Law 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: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
| k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference |
|---|---|---|---|
| 0.037 | X | N/A | |
| 0.060 | 1500. | X | N/A |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Lyubarskii and Smolyanets, 1977
Lyubarskii, M.V.; Smolyanets, R.I.,
Enthalpies of combustion and formation of five-membered cyclic perchlorohydrocarbons,
Vses. Konf. Kalorim. Rasshir. Tezisy Dokl. 7th, 1977, 1, 119-121. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [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]
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]
Ungnade and McBee, 1958
Ungnade, H.E.; McBee, E.T.,
The Chemistry Of Perchlorocyclopentenes And Cyclopentadienes,
Chem. Rev., 1958, 58, 2, 249-320, https://doi.org/10.1021/cr50020a003
. [all data]
Vijayakumar and Fink, 1983
Vijayakumar, C.T.; Fink, J.K.,
Heat of formation of the Diels-Alder adduct of hexachlorocyclopentadiene and maleic anhydride by appearance-energy measurements,
Org. Mass Spectrom., 1983, 18, 134. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, References
- Symbols used in this document:
Tboil Boiling point d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K 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 ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation 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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