676098

(S)-VANOL

97%

• Synonym(s): (S)-3,3′-Diphenyl-2,2′-bi(1-naphthalol), (S)-3,3′-Diphenyl-2,2′-bi-(1-naphthol)
• Empirical Formula (Hill Notation): C₃₂H₂₂O₂
• CAS Number: 147702-14-5
• Molecular Weight: 438.52
• MDL number: MFCD08459338
• UNSPSC Code: 12352005
• PubChem Substance ID: 24884836
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• optical activity: [α]20/D -314°, c = 1 in chloroform
• mp: 199-203 °C
• functional group: phenyl
• SMILES string: Oc1c(c(cc2ccccc12)-c3ccccc3)-c4c(O)c5ccccc5cc4-c6ccccc6
• InChI: 1S/C32H22O2/c33-31-25-17-9-7-15-23(25)19-27(21-11-3-1-4-12-21)29(31)30-28(22-13-5-2-6-14-22)20-24-16-8-10-18-26(24)32(30)34/h1-20,33-34H
• InChI key: NDTDVKKGYBULHF-UHFFFAOYSA-N

Description

Application

(S)-VANOL is a vaulted biaryl ligand that may be used in the synthesis of coordinated complexes, such as (dppe)Pt(S-VANOL) [dppe= bis(diphenylphosphino)ethane] and (S,S-chiraphos)Pt(S-VANOL) [chiraphos= 2,3-bis(diphenylphosphino)butane].

VANOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H315,H318,H335,H413
• Precautionary Statements: P273 - P280 - P302 + P352 - P305 + P351 + P338 + P310
• Hazard Classifications: Aquatic Chronic 4 - Eye Dam. 1 - 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves