173831-50-0 Usage
Description
(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL, also known as (R)-BINAP, is a chiral ligand derived from binaphthyl, a central structure in various organic compounds. It is characterized by its colorless solid appearance and is known for its unique stereochemistry, which makes it a valuable compound in the field of asymmetric catalysis.
Uses
Used in Chemical Synthesis:
(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL is used as an intermediate in the symmetric synthesis of BINOL-terpyridine ligands, which are essential in the development of novel catalysts for various chemical reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL is used as a key component in the synthesis of 3or 3,3′-di-substituted products. These products can be obtained easily via ortho-metallation and subsequent treatment with an electrophile, leading to the formation of the corresponding BINOL derivatives. These derivatives are valuable in the development of new drugs and pharmaceutical compounds.
Used in Asymmetric Catalysis:
(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL is used as a chiral ligand in asymmetric catalysis, a field that focuses on the selective synthesis of enantiomerically pure compounds. Its unique stereochemistry allows for the creation of catalysts that can selectively produce one enantiomer over the other, which is crucial in the development of drugs with fewer side effects and improved efficacy.
Used in Research and Development:
(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL is also used in research and development for the exploration of new synthetic routes and the development of novel catalysts. Its versatile structure and unique properties make it an attractive candidate for further investigation and application in various chemical processes.
Reaction
Starting material for the preparation of a variety of 3,3'-substituted binaphthols.
Check Digit Verification of cas no
The CAS Registry Mumber 173831-50-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,3,8,3 and 1 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 173831-50:
(8*1)+(7*7)+(6*3)+(5*8)+(4*3)+(3*1)+(2*5)+(1*0)=140
140 % 10 = 0
So 173831-50-0 is a valid CAS Registry Number.
173831-50-0Relevant articles and documents
Molecular recognition of aliphatic diamines by 3,3′- di(trifluoroacetyl)-1,1′-bi-2-naphthol
Yu, Shanshan,Plunkett, Winston,Kim, Michael,Wu, Elaine,Sabat, Michal,Pu, Lin
, p. 12671 - 12680 (2013)
The fluorescent responses of 3,3′-di(trifluoroacetyl)-1,1′-bi- 2-naphthol toward a variety of amines have been studied. It was found that the aliphatic primary 1,2- and 1,5-diamines can greatly enhance the fluorescence of this compound, but under the same conditions, primary, secondary, and tertiary monoamines cannot turn on the fluorescence of this compound. In addition, this compound was shown to be an enantioselective and diastereoselective fluorescent sensor for chiral diamines. UV absorption and NMR spectroscopic methods have been used to study the interaction of the sensor with amines. These studies have demonstrated that the intramolecular OH···O=C hydrogen bonding of the sensor is important for both the reactivity of its trifluoroacetyl group with the amines and its fluorescent responses. The interaction of both of the two amine groups of a diamine molecule with the sensor is essential for the observed fluorescent sensitivity and selectivity.
Synthesis of (±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively
Fu, Zhengjiang,Cao, Xihan,Hao, Guangguo,Shi, Quanqing,Cai, Hu
, p. 831 - 836 (2020/09/09)
3,3′-Biphenyl-2,2′-binaphthols (BINOLs) are precursors of phosphoric acids that are widely used as ligands and catalysts in organic reactions. In this report, two routes for the synthesis of (±)-3,3′-diphenyl BINOLs via (±)-3,3′ bis-halogenated BINOLs int
BINOL derivatives with aggression-induced emission
Shi, Lei,Li, Kun,Cui, Peng-Cheng,Li, Ling-Ling,Pan, Sheng-Lin,Li, Meng-Yang,Yu, Xiao-Qi
supporting information, p. 4413 - 4416 (2018/07/25)
As fluorescent probes, the small Stokes shift and ACQ effect limit the application of BINOL derivatives. Herein, a new series of BINOL derivatives were synthesized which could be turned from ACQ to AIE fluorophores by changing the electron withdrawing group. Among these compounds, BIN-COP exhibits an obvious AIE property with low cytotoxicity. The bioimaging performance indicated that the designed fluorophores could be successfully used for bioimaging.