79547-82-3

Basic information

• Product Name: (S)-(-)-2-HYDROXY-2'-METHOXY-1,1'-BI-NAPHTHOL
• Synonyms: AURORA KA-7211;(S)-(-)-2-HYDROXY-2'-METHOXY-1,1'-BI-NAPHTHOL;(R)-(+)-2-HYDROXY-2'-METHOXY-1,1'-BI-NAPHTHOL;(R)-()-2-Hydroxy-2'-methoxy-1,1'-bi-naphthol98%;Zinc01557545;(1R)- 2'-Methoxy-[1,1'-binaphthalen]-2-ol];(R)-2-Hydroxy-2'-methoxy-1,1'-binaphthyl;(R)-2-Hydroxy-2
• CAS NO: 79547-82-3
• Molecular Formula: C₂₁H₁₆O₂
• Molecular Weight: 300.35
• Mol File: 79547-82-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 107-109℃
• Boiling Point: 435.28 °C at 760 mmHg
• Flash Point: 227.213 °C
• Appearance: /
• Density: 1.224
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.711
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-(-)-2-HYDROXY-2'-METHOXY-1,1'-BI-NAPHTHOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-HYDROXY-2'-METHOXY-1,1'-BI-NAPHTHOL(79547-82-3)
• EPA Substance Registry System: (S)-(-)-2-HYDROXY-2'-METHOXY-1,1'-BI-NAPHTHOL(79547-82-3)

Safety Data

• Hazardous Substances Data: 79547-82-3(Hazardous Substances Data)

Usage

General Description

(S)-(-)-2-Hydroxy-2'-methoxy-1,1'-bi-naphthol, also known as (-)-BINOL, is a chiral compound with two naphthol groups. It is commonly used as a chiral ligand in asymmetric synthesis and catalysis to control the stereochemistry of reactions. (-)-BINOL is often employed in asymmetric catalysis for the synthesis of pharmaceuticals, agrochemicals, and other important organic molecules. Its unique structure and chirality make it a valuable tool in modern organic chemistry, allowing for the efficient and selective formation of complex chiral molecules.

InChI:InChI=1/C21H20O4/c1-25-19-13-11-15-7-3-5-9-17(15)21(19,24)20(23)16-8-4-2-6-14(16)10-12-18(20)22/h2-13,16-17,22-24H,1H3/t16?,17?,20?,21-/m1/s1

Upstream product

• 35193-70-5 2-hydroxy-2'-methoxy-1,1'-binaphthyl 
• 602-09-5 1,1'-bi-2-naphthol 
• 100-39-0 benzyl bromide 
• 1024-41-5 benzyl tosylate 
• 620-05-3 iodomethylbenzene 

Downstream Products

• 18531-94-7 (R)-1,1'-Bi-2-naphthol 

Relevant articles and documents

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.

Preparative Resolution of Racemates on a Chiral Liquid Chromatography Column

A 2 in. x 30 in. liquid chromatography column packed with a chiral stationary phase derived from (R)-phenylglycine has been found capable of resolving gram or larger samples of a variety of racemates.Nine such resolutions are presented.The racemates resol