89867-54-9

Basic information

• Product Name: [1,1'-Binaphthalen]-2-ol, 2'-(phenylmethoxy)-, (S)-
• CAS NO: 89867-54-9
• Molecular Formula: C27H20O2
• Molecular Weight: 376.455
• Mol File: 89867-54-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: [1,1'-Binaphthalen]-2-ol, 2'-(phenylmethoxy)-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Binaphthalen]-2-ol, 2'-(phenylmethoxy)-, (S)-(89867-54-9)
• EPA Substance Registry System: [1,1'-Binaphthalen]-2-ol, 2'-(phenylmethoxy)-, (S)-(89867-54-9)

Safety Data

• Hazardous Substances Data: 89867-54-9(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 602-09-5 1,1'-bi-2-naphthol 
• 100-51-6 benzyl alcohol 
• 99747-67-8 2,2'-bis(benzyloxy)-1,1'-binaphthalene 

Downstream Products

• 1027004-21-2 methyl 4-(1-(2-(benzyloxy)naphthalen-1-yl)naphthalen-2-yloxy)butanoate 
• 108-88-3 toluene 
• 602-09-5 1,1'-bi-2-naphthol 

Relevant articles and documents

Facile and regioselective dealkylation of alkyl aryl ethers using niobium(V) pentachloride

A simple and facile method for the cleavage of carbon-oxygen bonds promoted by niobium pentachloride(V) is described. Excellent yields and regioselectivities were observed with various alkyl aryl ethers to give the phenols. NMR studies revealed the formation of monoaryloxy niobium salt(V), and a neighboring-group effect may play a significant role in the regioselectivity. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Practical and Scalable Kinetic Resolution of BINOLs Mediated by a Chiral Counterion

BINOLs are valuable and widely used building blocks, chiral ligands, and catalysts that are effective across a remarkable range of different chemical transformations. Here we demonstrate that an ammonium salt catalyzed kinetic resolution of racemic BINOLs with benzyl tosylate proceeds with s up to 46. This is a scalable and practical process that can be applied across >30 different C2- and non-C2-symmetric BINOLs. Implementation of this method enables the enantioselective synthesis of a wide range of BINOL derivatives with over 99:1 e.r.

A simple and regioselective carbon-oxygen bond cleavage using Niobium(V)

A simple and convenient method for the differentiation of alkoxy groups on aromatic rings is described. Niobium(V) is found to possess a strong Lewis acid property to transform alkyl arylethers smoothly to the corresponding phenols in high yields. The excellent regioselectivity was also observed in dialkoxy benzene derivatives under mild conditions.