35193-70-5 Usage
Description
(R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol, commonly known as (R)-BINOL, is a chiral organic compound characterized by its molecular formula C20H14O2. As a member of the binaphthol class, it features two naphthyl rings with a methoxy group attached to one of the rings, endowing it with a distinctive three-dimensional structure. (R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol plays a pivotal role in organic chemistry, particularly as a chiral auxiliary in asymmetric reactions, which is instrumental in the synthesis of pharmaceuticals and other fine chemicals. The chiral properties of (R)-BINOL are crucial for the production of enantiomerically pure products, underscoring its significance in the realm of synthetic organic chemistry.
Uses
Used in Pharmaceutical Industry:
(R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol is utilized as a chiral auxiliary in the synthesis of pharmaceuticals for its ability to facilitate the production of enantiomerically pure compounds. This is essential in the development of drugs with specific biological activities, as the different enantiomers of a chiral drug can exhibit distinct pharmacological effects.
Used in Organic Synthesis:
In the field of organic synthesis, (R)-BINOL is employed as a chiral ligand for asymmetric reactions, enabling the creation of enantiomerically enriched products. This application is vital for the production of complex organic molecules with high selectivity, which is crucial for the synthesis of biologically active compounds and materials with specific properties.
Used in Catalyst Design:
(R)-2'-Methoxy-[1,1']binaphthalenyl-2-ol is also used in the design of chiral catalysts, which are indispensable in various catalytic asymmetric transformations. These catalysts are employed to enhance the selectivity and efficiency of chemical reactions, leading to the production of desired enantiomerically pure compounds with improved yields and reduced environmental impact.
Used in Analytical Chemistry:
In analytical chemistry, (R)-BINOL serves as a chiral reference standard for the determination of enantiomeric purity and the study of stereochemistry in various compounds. Its unique properties make it a valuable tool for the analysis and characterization of chiral molecules, contributing to a better understanding of their structure and function.
Check Digit Verification of cas no
The CAS Registry Mumber 35193-70-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,5,1,9 and 3 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 35193-70:
(7*3)+(6*5)+(5*1)+(4*9)+(3*3)+(2*7)+(1*0)=115
115 % 10 = 5
So 35193-70-5 is a valid CAS Registry Number.
35193-70-5Relevant articles and documents
Steric effects of nucleophile-radical coupling reaction. Determination of rate constants for the reaction of aryl radicals with 2-naphthoxide anion
Tempesti, Tomas C.,Pierini, Adriana B.,Baumgartner, Maria T.
experimental part, p. 1523 - 1528 (2009/10/30)
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.
Hassine, B. Ben,Gorsane, M.,Pecher, J.,Martin, R. H.
, p. 759 - 770 (2007/10/02)
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).
