35193-70-5

Basic information

• Product Name: (R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol
• Synonyms: (R)-(+)-2-Hydroxy-2'-methoxy-1,1'-binaphthalene;(R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol
• CAS NO: 35193-70-5
• Molecular Formula: C₂₁H₁₆O₂
• Molecular Weight: 300.35
• Mol File: 35193-70-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 435.28 °C at 760 mmHg
• Flash Point: 227.213 °C
• Appearance: /
• Density: 1.224 g/cm³
• CAS DataBase Reference: (R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol(35193-70-5)
• EPA Substance Registry System: (R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol(35193-70-5)

Safety Data

• Hazardous Substances Data: 35193-70-5(Hazardous Substances Data)

Usage

General Description

(R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol, also known as (R)-BINOL, is a chiral organic compound with the molecular formula C20H14O2. It is a type of binaphthol, which is a class of compounds known for their use as chiral ligands in asymmetric synthesis. (R)-BINOL has two naphthyl rings and a methoxy group attached to one of the naphthyl rings, giving it a unique three-dimensional structure. (R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol is important in the field of organic chemistry, as it is used as a chiral auxiliary in a variety of asymmetric reactions, including in the production of pharmaceuticals and other fine chemicals. The chiral nature of (R)-BINOL allows for the formation of enantiomerically pure products in these reactions, making it an important tool in synthetic organic chemistry.

Upstream product

• 32721-21-4 1-iodo-2-methoxynapthalene 
• 135-19-3 β-naphthol 
• 75685-01-7 2,2'-dimethoxy-1,1'-binaphthyl 
• 105748-49-0 Carbamic acid 2'-methoxy-[1,1']binaphthalenyl-2-yl ester 

Downstream Products

• 79547-82-3 (Ra)-1-(2-methoxynaphthalen-1-yl)naphthalen-2-ol 
• 111015-47-5 2-Hydroxy-2-phenyl-propionic acid 2'-methoxy-[1,1']binaphthalenyl-2-yl ester 
• 132353-64-1 (R)-2-Phenyl-propionic acid 2'-methoxy-[1,1']binaphthalenyl-2-yl ester 
• 180311-31-3 (Benzhydrylidene-amino)-acetic acid 2'-methoxy-[1,1']binaphthalenyl-2-yl ester 
• 282536-67-8 (R)-(+)-2-(bis(4-trifluoromethylphenyl)phosphinyl)-2'-methoxy-1,1'-binaphthyl 
• 282536-66-7 (R)-(+)-2-(bis(3-trifluoromethylphenyl)phosphinyl)-2'-methoxy-1,1'-binaphthyl 
• 909022-87-3 1-[2-(2'-methoxy-[1,1']binaphthalenyl-2-ylethynyl)-phenyl]-4,4-dimethyl-3-phenyl-pent-1-yn-3-ol 
• 909022-88-4 2-[2-(4,4-dimethyl-3-phenyl-pent-1-ynyl)-phenylethynyl]-2'-methoxy-[1,1']binaphthalenyl 
• 909022-85-1 2-methoxy-2'-[2-[(trimethylsilyl)ethynyl]phenyl]-ethynyl-1,1'-binaphthyl 
• 909022-86-2 2-(2-(ethynylphenyl)ethynyl)-2'-methoxy-1,1'-binaphthyl 
• 132353-61-8 Phenyl-acetic acid 2'-methoxy-[1,1']binaphthalenyl-2-yl ester 

Relevant articles and documents

Steric effects of nucleophile-radical coupling reaction. Determination of rate constants for the reaction of aryl radicals with 2-naphthoxide anion

The absolute rate constants for the reaction of different aryl radicals with 2-naphthoxide anion were determined using an indirect method, a competition of the coupling reaction with the H-atom abstraction. We here show that the radical-ambident nucleophi

SYNTHESES ASYMETRIQUES ET SYNTHESES ASYMETRIQUES POTENTIELLES D' α-AMINO ALCOOLS: HYDROXYAMINATION D' OLEFINES PAR LA METHODE DE SHARPLESS.

Optically active α-amino alcohols have been synthesized by Sharpless' method with (-)-10,11-dihydroquinine 2 and (R)-(-)-pantolactone 8 as chiral inducers.Five secondary (dl) alcohols : 3,4,5,6,7 and (dl) 2-hydroxyheptahelicene 1 have also been used to prepare the intermediate diastereomeric (dl) α-hydroxy carbamates 9.The highest inductions were obtained with (-)-10,11-dihydroquinine and (E)-stilbene (e.e. >/=98percent and with (dl) 2-hydroxyheptahelicene and (E)-stilbene (d.e. >/=98percent).