S-3,3'-bis((2-Naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol, commonly referred to as (S)-BINOL, is a chiral biaryl compound that plays a pivotal role in the realm of asymmetric catalysis. S-3,3'-bis((2-Naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol is renowned for its capacity to serve as a chiral ligand in a multitude of metal-catalyzed reactions, such as asymmetric hydrogenation, allylic substitution, and cycloaddition reactions. The unique ability of (S)-BINOL to control the stereochemistry of these reactions results in the production of highly enantioselective products. Furthermore, its applications extend to the synthesis of pharmaceuticals, natural products, and agrochemicals, establishing it as a crucial and widely utilized compound within the domain of organic chemistry.
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Basic information
- Product Name: S-3,3'-bis((2-Naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol
- Synonyms: S-3,3'-bis((2-Naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol;(S)-3,3'-Bis(2-naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'- bi-2,2'-naphthol, 99%e.e.
- CAS NO:1121764-48-4
- Molecular Formula: C40H34O2
- Molecular Weight: 546.7
- EINECS: N/A
- Product Categories: N/A
- Mol File: 1121764-48-4.mol
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Chemical Properties
- Melting Point: N/A
- Boiling Point: N/A
- Flash Point: N/A
- Appearance: /
- Density: N/A
- Refractive Index: N/A
- Storage Temp.: N/A
- Solubility: N/A
- CAS DataBase Reference: S-3,3'-bis((2-Naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol(CAS DataBase Reference)
- NIST Chemistry Reference: S-3,3'-bis((2-Naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol(1121764-48-4)
- EPA Substance Registry System: S-3,3'-bis((2-Naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol(1121764-48-4)
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Safety Data
- Hazard Codes: N/A
- Statements: N/A
- Safety Statements: N/A
- WGK Germany:
- RTECS:
- HazardClass: N/A
- PackingGroup: N/A
- Hazardous Substances Data: 1121764-48-4(Hazardous Substances Data)
1121764-48-4 Usage
Uses
Used in Asymmetric Catalysis:(S)-BINOL is employed as a chiral ligand in various metal-catalyzed reactions for its ability to control the stereochemistry, leading to the production of highly enantioselective products. This makes it an indispensable tool in the synthesis of complex organic molecules with specific chiral configurations.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (S)-BINOL is utilized in the synthesis of chiral drugs, ensuring the production of enantiomerically pure compounds. This is crucial for the development of effective and safe medications, as different enantiomers of a drug can exhibit different biological activities and potencies.
Used in Natural Product Synthesis:
(S)-BINOL is also applied in the synthesis of natural products, which often possess complex chiral structures. Its use in these syntheses aids in the production of biologically active compounds that can be used for therapeutic purposes or as starting points for further chemical modifications.
Used in Agrochemical Synthesis:
In the agrochemical sector, (S)-BINOL is leveraged in the synthesis of chiral pesticides and other agrochemicals. The enantioselective synthesis facilitated by (S)-BINOL ensures the development of more effective and environmentally friendly products by targeting specific pests while minimizing the impact on non-target organisms.
Check Digit Verification of cas no
The CAS Registry Mumber 1121764-48-4 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,1,2,1,7,6 and 4 respectively; the second part has 2 digits, 4 and 8 respectively.Calculate Digit Verification of CAS Registry Number 1121764-48:
(9*1)+(8*1)+(7*2)+(6*1)+(5*7)+(4*6)+(3*4)+(2*4)+(1*8)=124
124 % 10 = 4
So 1121764-48-4 is a valid CAS Registry Number.
1121764-48-4Upstream product
1121764-48-4Downstream Products
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S-3,3'-bis((2-Naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol
