| trans-1,2-Diaminocyclohexane | |
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(±)-trans-1,2-Cyclohexanediamine |
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Other names
1,2-Diaminocyclohexane; chxn |
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| Identifiers | |
| CAS number | 1121-22-8 |
| PubChem | 479307 |
| ChemSpider | 420572 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C6H14N2 |
| Molar mass | 114.19 g mol−1 |
| Appearance | Colorless liquid |
| Density | 0.951 g/cm3 |
| Melting point |
14-15 °C, 287-288 K, 57-59 °F |
| Boiling point |
79-81 °C, 352-354 K, 174-178 °F (15 mm Hg) |
| Hazards | |
| Flash point | 156 °F (69 °C) |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
trans-1,2-Diaminocyclohexane is an organic compound with the formula C6H10(NH2)2. This diamine is a building block for chiral ligands that are useful in asymmetric catalysis.[1]
A mixture of cis- and trans-1,2-diaminocyclohexane is produced by the hydrogenation of o-phenylenediamine. The racemic trans isomer [1:1 mixture of (1R,2R)-1,2-diaminocyclohexane and (1S,2S)-1,2-diaminocyclohexane] can be separated into the two enantiomers using enantiomerically pure tartaric acid as the resolving agent.[2]
Representative ligands prepared from (1R,2R)- or (1S,2S)-1,2-diaminocyclohexane are diaminocyclohexanetetraacetic acid (CyDTAH4), Trost ligand, and the salen analogue used in the Jacobsen epoxidation.