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| (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL Basic information |
| Product Name: | (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL | | Synonyms: | (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL;(1S)-TRANS-1,2-CYCLOHEXANEDIOL;(1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL, 99% ( 99% EE/GLC);(1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL 98%;(1S,2S)-1α,2β-Cyclohexanediol;[1S,2S,(+)]-1,2-Cyclohexanediol;(1S,2S)-trans-1,2-Cyclohexanediol,98%;(S,S)-(+)-1,2-CYCLOHEXANEDIOL | | CAS: | 57794-08-8 | | MF: | C6H12O2 | | MW: | 116.16 | | EINECS: | | Product Categories: | | Mol File: | 57794-08-8.mol |
| (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL Chemical Properties |
| Melting point | 107-109 °C(lit.) | | Boiling point | 177.22°C (rough estimate) | | density | 0.9958 (rough estimate) | | refractive index | 1.4270 (estimate) | | Fp | 134 °C | | pka | 14.49±0.40(Predicted) | | optical activity | [α]20/D +39°, c = 1.6 in H2O | | BRN | 1901343 |
| Hazard Codes | Xi | | Risk Statements | 36/37-41 | | Safety Statements | 26-39 | | WGK Germany | 3 | | HS Code | 29061990 |
| (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL Usage And Synthesis |
| Chemical Properties | white to off-white crystals | | Uses | (1S,2S)-trans-1,2-Cyclohexanediol may be used in the preparation of (1S,2S)-1,2-cyclohexanediyl bis(4-vinylbenzoate) by reacting with 4-vinylbenzoyl chloride. It may also be used as a chiral ligand for the preparation of non-racemic hydroxy phosphonates via titanium alkoxide-catalyzed addition of dimethyl phosphite to the corresponding aldehydes. | | Purification Methods | The enantiomers have been recrystallised from *C6H6 or EtOAc. The (±) diol has been resolved via the distrychnine salt of the hemisulfate [Hayward et al. J Chem Soc Perkin Trans 1 2413 1976], or the 1-menthoxy acetates. {l-trans-diastereoisomer has m 64o, []D -91.7o (c 1.4 EtOH) from pet ether or aqueous EtOH and yields the (-)-trans-diol } and {d-trans-diastereoisomer has m 126-127o, []D -32.7o (c 0.8 EtOH) from pet ether or aqueous EtOH and yields the (+)-trans diol}. The bis-4-nitrobenzoate has m 126.5o []D (-) and (+) 25.5o (c 1.1 CHCl3), and the bis-3,5-dinitrobenzoate has m 160o []D ± 83.0o (c 1.8 CHCl3) [Wilson & Read J Chem Soc 1269 1935]. [Beilstein 6 III 4060.] |
| (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL Preparation Products And Raw materials |
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