726435

(1R)-2,2′-Bis[(S)-(4-methylphenyl)sulfinyl]-1,1′-binaphthalene

97%

• Synonym(s): (M,S,S)-1,1′-Binaphthalene-2,2′-diyl-bis(p-tolylsulfoxide), (M,S,S)-pTol-BINASO, (R)-2,2′-Bis-((S)-toluene-4-sulfinyl)-[1,1′]binaphthalenyl
• Empirical Formula (Hill Notation): C₃₄H₂₆O₂S₂
• CAS Number: 722455-72-3
• Molecular Weight: 530.70
• MDL number: MFCD18427912
• UNSPSC Code: 12352005
• PubChem Substance ID: 329764236
• NACRES: NA.22

Properties

• assay: ≥96.5% (HPLC); 97%
• form: powder
• optical purity: ee: ≥97.0%
• SMILES string: Cc1ccc(cc1)S(=O)c2ccc3ccccc3c2-c4c(ccc5ccccc45)S(=O)c6ccc(C)cc6
• InChI: 1S/C34H26O2S2/c1-23-11-17-27(18-12-23)37(35)31-21-15-25-7-3-5-9-29(25)33(31)34-30-10-6-4-8-26(30)16-22-32(34)38(36)28-19-13-24(2)14-20-28/h3-22H,1-2H3/t37-,38-/m0/s1
• InChI key: GAWRHNNPYUEUOO-UWXQCODUSA-N

Description

Application

(1R)-2,2′-Bis[(S)-(4-methylphenyl)sulfinyl]-1,1′-binaphthalene (p-tolyl-BINASO) is a bis-sulfoxide ligand that can be used to prepare cationic palladium and platinum complexes. These complexes are employed as catalysts in hydroboration and diboration reactions. It can also be used to prepare the precatalyst [p-tol-BINASO}RhCl]₂ for the synthesis of chiral arylcycloketones by the 1,4-addition reaction of arylboronic acids to cyclic α,β-unsaturated ketones.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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