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.[1] 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.[2]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: 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 Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable