237655

(−)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane

98%

• Synonym(s): (−)-1,4-Bis(diphenylphosphino)-1,4-dideoxy-2,3-O-isopropylidene-L-threitol, (4R,5R)-4,5-Bis(diphenylphosphino-methyl)-2,2-dimethyl-1,3-dioxolane, (4R-trans)-[(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)]bis(diphenylphosphine), (R,R)-DIOP
• Empirical Formula (Hill Notation): C₃₁H₃₂O₂P₂
• CAS Number: 32305-98-9
• Molecular Weight: 498.53
• Beilstein/REAXYS Number: 1441045
• EC Number: 250-984-2
• MDL number: MFCD00014107
• UNSPSC Code: 12352005
• PubChem Substance ID: 24854261
• NACRES: NA.22

Properties

• assay: 98%
• optical activity: [α]19/D −26°, c = 2.3 in chloroform
• mp: 88-90 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC1(C)O[C@@H](CP(c2ccccc2)c3ccccc3)[C@H](CP(c4ccccc4)c5ccccc5)O1
• InChI: 1S/C31H32O2P2/c1-31(2)32-29(23-34(25-15-7-3-8-16-25)26-17-9-4-10-18-26)30(33-31)24-35(27-19-11-5-12-20-27)28-21-13-6-14-22-28/h3-22,29-30H,23-24H2,1-2H3/t29-,30-/m0/s1
• InChI key: VCHDBLPQYJAQSQ-KYJUHHDHSA-N

Description

General description

(-)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane is a C₂ chelating diphosphine ligand for transition metal complexes during asymmetric catalysis.

Application

For the in situ preparation of chiral hydrogenation catalysts.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves