(+)-DIOP CAS 37002-48-5

Introduction：Basic information about (+)-DIOP CAS 37002-48-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(+)-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
• Optical Rotation: 28.6°(C=0.01g/ml DCM)
• Water Solubility: Sparingly soluble in water at 25°C 2.1E-5 g/L.
• Sensitive: Air Sensitive
• BRN: 1630280
• InChIKey: VCHDBLPQYJAQSQ-LOYHVIPDSA-N
• SMILES: P(C1C=CC=CC=1)(C1C=CC=CC=1)C[C@H]1OC(C)(C)O[C@@H]1CP(C1C=CC=CC=1)C1C=CC=CC=1 |&1:14,20,r|
• CAS DataBase Reference: 37002-48-5

Safety Information

• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• F: 10-23
• HS Code: 29319090
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

(+)-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

• Raw materials: Ethyl acetate-->Tetrahydrofuran-->Dichloromethane-->Sodium-->PETROLEUM ETHER-->Lithium Aluminum Hydride-->p-Toluenesulfonic acid-->Triethyl orthoformate-->Triphenylphosphine-->Methanesulfonyl chloride-->Lithium-->L(+)-Tartaric acid-->L(+)-Diethyl L-tartrate