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Energy Chemical |
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Sigma-Aldrich |
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| Product Name: | (S)-VANOL | | Synonyms: | (2R)-(+)-3,3'-Diphenyl-[2,2'-binaphthalene]-1,1'-diol,min.98%(R)-VANOL;(2R)-(+)-3,3''-DIPHENYL-[2,2''-BINAPHTHALENE]-1,1''-DIOL (R)-VANOL;(R)-3,3μ-Diphenyl-2,2μ-bi-1-naphthalol, (R)-3,3μ-Diphenyl-2,2μ-bi-1-naphthol;(S)-VANOL;(R)-VANOL;(S)-3,3'-DIPHENYL-2,2'-BI(1-NAPHTHALOL);(R)-3,3'-DIPHENYL-2,2'-BI-1-NAPHTHALOL;(2S)-(-)-3,3'-DIPHENYL-[2,2'-BINAPHTHALENE]-1,1'-DIOL | | CAS: | 147702-13-4 | | MF: | C32H22O2 | | MW: | 438.52 | | EINECS: | | | Product Categories: | BINOL Series;Chiral Oxygen | | Mol File: | 147702-13-4.mol |  |
| | (S)-VANOL Chemical Properties |
| Melting point | 200-204 °C | | alpha | +362° (c 1.0, THF) | | Boiling point | 580.1±50.0 °C(Predicted) | | density | 1.251±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | pka | 7.71±0.50(Predicted) | | form | Powder | | color | white to pale yellow | | Optical Rotation | [α]20/D +310°, c = 1 in chloroform | | InChI | 1S/C32H22O2/c33-31-25-17-9-7-15-23(25)19-27(21-11-3-1-4-12-21)29(31)30-28(22-13-5-2-6-14-22)20-24-16-8-10-18-26(24)32(30)34/h1-20,33-34H | | InChIKey | NDTDVKKGYBULHF-UHFFFAOYSA-N | | SMILES | Oc1c(c(cc2ccccc12)-c3ccccc3)-c4c(O)c5ccccc5cc4-c6ccccc6 | | CAS DataBase Reference | 147702-13-4 |
| Hazard Codes | Xi | | Risk Statements | 37/38-41 | | Safety Statements | 26-39 | | WGK Germany | 3 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Aquatic Chronic 4
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| | (S)-VANOL Usage And Synthesis |
| Reaction |
- Chiral ligand used in catalytic asymmetric aziridination.
- Chiral ligand used in catalytic asymmetric aminoallylation of aldehydes.
| | Uses | VANOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions. |
| | (S)-VANOL Preparation Products And Raw materials |
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