908338-44-3

Basic information

• Product Name: (1S)-3,3μ-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1μ-binaphthalene-2,2μ-diol
• Synonyms: (1S)-3,3μ-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1μ-binaphthalene-2,2μ-diol;(S)-3,3μ-Bis(2,4,6-triisopropylphenyl)-1,1μ-bi-2-naphthol;(S)-3,3'-Bis(2,4,6-triisopropylphenyl)-1,1'-bi-2-naphthol 96%, >=95.5% (HPLC);(S)-3,3'-Bis(2,4,6-triisopropylphenyl)-[1,1'-binapthalene]-2,2'-diol;(S)-3,3'-Bis(2,4,6-triisopropylphenyl)-1,1'-bi-2-naphthol, 99%e.e.
• CAS NO: 908338-44-3
• Molecular Formula: C₅₀H₅₈O₂
• Molecular Weight: 691.02
• Mol File: 908338-44-3.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 696.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.061±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 8.14±0.50(Predicted)
• CAS DataBase Reference: (1S)-3,3μ-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1μ-binaphthalene-2,2μ-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-3,3μ-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1μ-binaphthalene-2,2μ-diol(908338-44-3)
• EPA Substance Registry System: (1S)-3,3μ-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1μ-binaphthalene-2,2μ-diol(908338-44-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 908338-44-3(Hazardous Substances Data)

Usage

Description

(1S)-3,3μ-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1μ-binaphthalene-2,2μ-diol, also known as (S)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol, is a complex organic compound with a binaphthalene core and triisopropylphenyl groups attached to the 3,3' positions. This chiral molecule is characterized by its unique stereochemistry and structural features, making it a valuable building block in organic synthesis and a potential candidate for various applications in different industries.

Uses

Used in Chemical Synthesis:
(1S)-3,3μ-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1μ-binaphthalene-2,2μ-diol is used as a reactant for the preparation of BINOL-based chiral N-triflyl thiophosphoramides. These chiral Bronsted acid catalysts are essential for the asymmetric synthesis of α-substituted cycloalkanones through enantioselective hydrolysis of alicyclic silyl enol ethers. The use of this compound in chemical synthesis allows for the creation of enantiomerically pure products, which are crucial in various applications, such as pharmaceuticals and agrochemicals, where the stereochemistry of a molecule can significantly impact its biological activity.
Used in Pharmaceutical Industry:
Due to its chiral nature and unique structural features, (1S)-3,3μ-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1μ-binaphthalene-2,2μ-diol can be used as a starting material or intermediate in the synthesis of chiral pharmaceuticals. The ability to create enantiomerically pure compounds is particularly important in drug development, as the different enantiomers of a drug can have different pharmacological properties, including differences in potency, efficacy, and safety.
Used in Chiral Catalysts:
(1S)-3,3μ-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1μ-binaphthalene-2,2μ-diol can also be used in the development of chiral catalysts for various asymmetric reactions. These catalysts play a crucial role in the synthesis of enantiomerically pure compounds, which are often required in the production of specialty chemicals, fragrances, and agrochemicals.