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| | (+)-DIOP Basic information |
| Product Name: | (+)-DIOP | | Synonyms: | (4S,5S)-(+)-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane
(+)-DIOP
(2S,3S)-(+)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane;(+)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosp;(S)-DIOP;(S,S)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane;1,1'-[[(4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(methylene)]bis[1,1-diphenyl-Phosphine;(4S,5S)-(+)-4,5-Bis(diphenylphosphinoMethyl)-2,2-diMethyl-1,3-dioxolane,(S,S)-DIOP.;(+)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane;(S,S)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane | | CAS: | 37002-48-5 | | MF: | C31H32O2P2 | | MW: | 498.54 | | EINECS: | 253-307-9 | | Product Categories: | organophosphine ligand;Phosphine Ligands;Asymmetric Synthesis;Dioxanes & Dioxolanes;Dioxolanes;Synthetic Organic Chemistry;Chiral Phosphine;DIOP Series | | Mol File: | 37002-48-5.mol |  |
| | (+)-DIOP Chemical Properties |
| Melting point | 86-88 °C(lit.) | | alpha | +26° (c 2.0, CHCl3) | | Boiling point | 590.3±25.0 °C(Predicted) | | storage temp. | Store below +30°C. | | form | Powder | | color | White | | Water Solubility | Sparingly soluble in water at 25°C 2.1E-5 g/L. | | Sensitive | Air Sensitive | | BRN | 1630280 | | InChIKey | VCHDBLPQYJAQSQ-LOYHVIPDSA-N | | CAS DataBase Reference | 37002-48-5 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 | | F | 10-23 | | HS Code | 29319090 |
| | (+)-DIOP Usage And Synthesis |
| Chemical Properties | white powder | | Uses | It is employed as a ligand for the in situ preparation of chiral hydrogenation catalysts. It also finds it application for the in situ preparation of chiral hydrogenation catalysts, ligand for Rh(I)-catalyzed asymmetric hydrogenation of enamides, 1,4-disilylation of α,β-unsaturated ketones, Heck reaction of alkenyl iodides, and hydroformylation of olefins. | | Purification Methods | It has been recrystallised from *C6H6/pet ether. After 2 recrystallisations from EtOH, it was pure by TLC on silica gel using Me2CO/hexane as solvent. [Kagan & Dang J Am Chem Soc 94 6429 1972.] Lanthanide shift reagents See in “Aliphatic Compounds”, Chapter 4, europium (III) acetate above and Eu(tmc)3 and Eu(tfc)3 below. |
| | (+)-DIOP Preparation Products And Raw materials |
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