86688-06-4 Usage
Description
R-1,1'-BINAPHTHALENE-2,2'-DIIODO, commonly known as BINAP, is a chiral ligand extensively utilized in asymmetric synthesis. As a member of the BINAP family, it plays a crucial role in various catalytic reactions, particularly in metal-catalyzed processes such as hydrogenation, hydroformylation, and allylic substitution. The distinctive structure and properties of BINAP make it an indispensable tool in organic synthesis, especially for the production of pharmaceuticals and fine chemicals with high enantioselectivity. Furthermore, BINAP has garnered interest for its potential applications in materials science and polymer chemistry.
Uses
Used in Pharmaceutical Industry:
BINAP is employed as a chiral ligand in the synthesis of pharmaceuticals, enabling the production of enantiomerically pure compounds. Its high enantioselectivity ensures that the desired enantiomer is synthesized preferentially, which is crucial for the efficacy and safety of many drugs, as different enantiomers can have different biological activities.
Used in Fine Chemicals Industry:
In the fine chemicals industry, BINAP is used as a chiral ligand for the synthesis of high-quality specialty chemicals with precise stereochemistry. This is vital for the development of fragrances, flavors, dyes, and other high-value products where stereochemistry can significantly impact the properties and performance of the final product.
Used in Materials Science:
BINAP has potential applications in materials science, where its unique structure and properties can contribute to the development of new materials with specific characteristics. This can include the creation of materials with tailored optical, electronic, or mechanical properties for various high-tech applications.
Used in Polymer Chemistry:
BINAP is also studied for its potential use in polymer chemistry, where it can be employed to synthesize polymers with controlled stereochemistry. This can lead to the development of new polymers with improved properties or novel functions, such as enhanced mechanical strength, specific interactions with biological systems, or responsive behavior to environmental stimuli.
Check Digit Verification of cas no
The CAS Registry Mumber 86688-06-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,6,6,8 and 8 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 86688-06:
(7*8)+(6*6)+(5*6)+(4*8)+(3*8)+(2*0)+(1*6)=184
184 % 10 = 4
So 86688-06-4 is a valid CAS Registry Number.
86688-06-4Relevant articles and documents
Synthesis of New Axially Chiral Iodoarenes
Bekkaye, Mathieu,Masson, Géraldine
, p. 302 - 312 (2016)
A new family of axially chiral iodoarenes derived from commercially available (R)-1,1′-binaphthyl-2,2′-diamine have been synthesized and employed as catalysts in Kita's enantioselective oxidative spirolactonization of propanoic acid tethered 1-naphthol. Through this study, we explored the relationship between the hypervalent iodoarene geometry and enantioselectivity, contributing to the current understanding of axial-to-central chirality transfer in organoiodine(III) catalysis.
Axially Chiral Bis-Cycloplatinated Binaphthalenes and Octahydro-Binaphthalenes for Efficient Circularly Polarized Phosphorescence in Solution-Processed Organic Light-Emitting Diodes
Wang, Lei,Xiao, Hui,Qu, Lang,Song, Jintong,Zhou, Weilan,Zhou, Xiangge,Xiang, Haifeng,Xu, Zong-Xiang
supporting information, p. 13557 - 13566 (2021/09/11)
A new series of axially chiral binuclear Pt(II) complexes with bridging ligands of binaphthalenes and octahydro-binaphthalenes and auxiliary ligands of β-diketones were designed and prepared. These complexes, identified by spectral and electrochemical met
Chiral binaphthalenes bearing two pyridine ligands attached via acetylene spacers. Synthesis and coordination study
Kasak, Peter,Brath, Henrich,Krascsenicsova-Polakova, Katarina,Kickova, Anna,Moldovan, Natalia,Putala, Martin
, p. 1139 - 1157 (2008/09/19)
An effective methodology has been developed for the synthesis of enantiopure 2,2′-dialkynylated 1,1′-binaphthalene derivatives. Enantiopure 2,2′-diiodo-1,1′-binaphthalene (10) provided 2,2′-diethynyl-1,1′-binaphthalene (16) in the Negishi alkynylation sup
