2-Chloroadamantane
- Formula: C10H15Cl
- Molecular weight: 170.679
- IUPAC Standard InChI: InChI=1S/C10H15Cl/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-10H,1-5H2
- IUPAC Standard InChIKey: DPCLLPAHJSYBTE-UHFFFAOYSA-N
- CAS Registry Number: 7346-41-0
- 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: Tricyclo[3.3.1.1(3,7)-]decane, 2-chloro-; Adamantane, 2-chloro; 2-chlorotricyclo[3.3.1.13,7]decane
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Phase change data
Go To: Top, 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:
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 14.7 ± 0.2 | kcal/mol | ME | Abboud, Castaño, et al., 2002 | AC |
Enthalpy of phase transition
| ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
|---|---|---|---|---|---|
| 0.112 | 227. | crystaline, III | crystaline, II | Paroli, Kawai, et al., 1988 | DH |
| 1.984 | 242. | crystaline, II | crystaline, I | Paroli, Kawai, et al., 1988 | DH |
Entropy of phase transition
| ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
|---|---|---|---|---|---|
| 0.55 | 227. | crystaline, III | crystaline, II | Paroli, Kawai, et al., 1988 | DH |
| 8.4 | 242. | crystaline, II | crystaline, I | Paroli, Kawai, et al., 1988 | DH |
Gas Chromatography
Go To: Top, Phase change 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
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | SE-30 | 150. | 1350. | L'vova, Kurbatova, et al., 2001 | N2, N-AW Chromaton; Column length: 1. m |
| Packed | SE-30 | 150. | 1345. | Yashkin, Kurbatova, et al., 2001 | CHromaton N-AW; Column length: 1. m |
| Capillary | SE-30 | 145. | 1342. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
| Capillary | SE-30 | 160. | 1361. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
| Capillary | SE-30 | 175. | 1376. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Kovats' RI, polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | Carbowax 20M | 150. | 1745. | L'vova, Kurbatova, et al., 2001 | N2, N-AW Chromaton; Column length: 1. m |
| Packed | Carbowax 20M | 150. | 1741. | Yashkin, Kurbatova, et al., 2001 | Column length: 1. m |
| Capillary | Carbowax 20M | 145. | 1738. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
| Capillary | Carbowax 20M | 160. | 1765. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
| Capillary | Carbowax 20M | 175. | 1791. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | VF-5MS | 1404. | N/A | 30. m/0.25 mm/0.25 μm, He; Tstart: 60. C; Tend: 270. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Polydimethyl siloxane | 1342. | Bayat and Abad, 2011 | Program: not specified |
References
Go To: Top, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Abboud, Castaño, et al., 2002
Abboud, José-Luis M.; Castaño, Obis; Dávalos, Juan Z.; Jiménez, Pilar; Gomperts, Roberto; Müller, Paul; Roux, María Victoria,
Intrinsic (Gas Phase) Thermodynamic Stability of 2-Adamantyl Cation. Its Bearing on the Solvolysis Rates of 2-Adamantyl Derivatives,
J. Org. Chem., 2002, 67, 4, 1057-1060, https://doi.org/10.1021/jo016206f
. [all data]
Paroli, Kawai, et al., 1988
Paroli, R.M.; Kawai, N.T.; Butler, I.S.; Gilson, D.F.R.,
Phase transitions in adamantane derivatives: 2-chloroadamantane,
Can. J. Chem., 1988, 66, 1973-1978. [all data]
L'vova, Kurbatova, et al., 2001
L'vova, N.Yu.; Kurbatova, S.V.; Yashkin, S.N.; Kolosova, E.A.,
Gas chromatography of halogenated adamantanes,
Russ. J. Phys. Chem. (Engl. Transl.), 2001, 75, 12, 2053-2056. [all data]
Yashkin, Kurbatova, et al., 2001
Yashkin, S.N.; Kurbatova, S.V.; Buryak, A.K.,
Gas chromatography of halogenated adamantanes,
Russ. Chem. Bull. (Engl. Transl.), 2001, 50, 5, 828-832, https://doi.org/10.1023/A:1011350908009
. [all data]
Burkhard, Vais, et al., 1969
Burkhard, J.; Vais, J.; Vodicka, L.; Landa, S.,
Adamantane and its derivatives. XVI. The gas chromatographic characterization of adamantane derivatives,
J. Chromatogr., 1969, 42, 207-218, https://doi.org/10.1016/S0021-9673(01)80617-8
. [all data]
Bayat and Abad, 2011
Bayat, Z.; Abad, M.F.Y.,
Quantitative structure-property relationship (QSPR) study of Kovats retention indices of some of adamantane derivatives by the genetic algorithm amd nultiply linear regression (GA-MLR) method,
Petroleum Coal, 2011, 53, 2, 132-140. [all data]
Notes
Go To: Top, Phase change data, Gas Chromatography, References
- Symbols used in this document:
ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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