Pentalene, octahydro-, cis-
- Formula: C8H14
- Molecular weight: 110.1968
- IUPAC Standard InChI: InChI=1S/C8H14/c1-3-7-5-2-6-8(7)4-1/h7-8H,1-6H2/t7-,8+
- IUPAC Standard InChIKey: AEBWATHAIVJLTA-OCAPTIKFSA-N
- CAS Registry Number: 1755-05-1
- 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-Bicyclo[3.3.0]octane; cis-Octahydropentalene; Bicyclo[3.3.0]octane (cis); Octahydropentalene, (Z)-; (Z)-Bicyclo[3.3.0]octane; Bicyclo[3.3.0]octane
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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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 410.28 | K | N/A | Mair, Eberly, et al., 1958 | Uncertainty assigned by TRC = 0.2 K; TRC |
| Tboil | 408. | K | N/A | Desty and Whyman, 1957 | Uncertainty assigned by TRC = 2. K; TRC |
| Tboil | 409. | K | N/A | Roberts and Gorham, 1952 | Uncertainty assigned by TRC = 3. K; TRC |
| Tboil | 409.4 | K | N/A | Cope and Schmitz, 1950 | Uncertainty assigned by TRC = 2. K; TRC |
| Tboil | 409. | K | N/A | Barrett and Linstead, 1936 | Uncertainty assigned by TRC = 3. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 223.82 | K | N/A | Mair, Eberly, et al., 1958 | Uncertainty assigned by TRC = 0.2 K; TRC |
| Tfus | 224. | K | N/A | Rytina, Schiessler, et al., 1949 | Uncertainty assigned by TRC = 8. K; TRC |
| Tfus | 224. | K | N/A | Anonymous, 1948 | Uncertainty assigned by TRC = 8. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 43.1 ± 0.8 | kJ/mol | V | Chang, McNally, et al., 1970 | ALS |
| ΔvapH° | 43.0 | kJ/mol | N/A | Chang, McNally, et al., 1970 | DRB |
| ΔvapH° | 43.1 ± 0.8 | kJ/mol | N/A | Chang, McNally, et al., 1970 | AC |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 42.0 | 308. | A | Stephenson and Malanowski, 1987 | Based on data from 298. - 318. K.; AC |
| 41.5 ± 0.4 | 318. | N/A | Chang, McNally, et al., 1970 | AC |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Mair, Eberly, et al., 1958
Mair, B.J.; Eberly; Krouskop, N.C.; Rossini, F.D.,
Anal. Chem., 1958, 30, 393. [all data]
Desty and Whyman, 1957
Desty, D.H.; Whyman, B.H.F.,
Anal. Chem., 1957, 29, 320. [all data]
Roberts and Gorham, 1952
Roberts, J.D.; Gorham, W.F.,
Syntheses of Some Bicyclo[3.3.0]octane Derivatives,
J. Am. Chem. Soc., 1952, 74, 2278. [all data]
Cope and Schmitz, 1950
Cope, A.C.; Schmitz, W.R.,
Cyclic Polyolefins VII. Structure of the Eight-membered Cyclic Dimer of Chloroprene,
J. Am. Chem. Soc., 1950, 72, 3056. [all data]
Barrett and Linstead, 1936
Barrett, J.W.; Linstead, R.P.,
J. Chem. Soc., 1936, 1936, 611. [all data]
Rytina, Schiessler, et al., 1949
Rytina, A.W.; Schiessler, R.W.; Whitmore, F.C.,
The Preparation and Properties of cis-(0.3.3)-Bicyclooctane,
J. Am. Chem. Soc., 1949, 71, 751-2. [all data]
Anonymous, 1948
Anonymous, R.,
, Am. Pet. Inst. Res. Proj. 6, Natl. Bur. Stand., 1948. [all data]
Chang, McNally, et al., 1970
Chang, Sho-ju.; McNally, D.; Shary-Tehrany, S.; Hickey, S.M.J.; Boyd, R.H.,
The heats of combustion and strain energies of bicylo[n.m.O]alkanes,
J. Am. Chem. Soc., 1970, 92, 3109-3118. [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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point 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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