Description

(S)-2,2'-Dihydroxy-1,1'-Binaphthyl-3,3'-Diyldiboronic Acid is a high-value, enantiomerically pure binaphthyl derivative functionalized with boronic acid groups, serving as a sophisticated chiral building block and ligand in advanced organic synthesis. Its core value lies in enabling precise stereochemical control in catalytic and coupling reactions, which is critical for developing complex molecules with defined three-dimensional architectures. This compound is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and specialty materials industries who require high-purity chiral intermediates for asymmetric synthesis and catalysis.

Application

• Asymmetric Catalysis: As a chiral ligand or precursor for transition metal catalysts in enantioselective C-C and C-X bond-forming reactions.
• Pharmaceutical Intermediates: A key chiral synthon in the synthesis of active pharmaceutical ingredients (APIs) requiring high enantiomeric purity.
• Suzuki-Miyaura Cross-Coupling: Utilized as an organoboron reagent for the stereoselective construction of biaryl and conjugated systems.
• Chiral Stationary Phases (CSPs): Immobilized on silica or polymer supports for the separation of enantiomers in analytical and preparative chromatography.
• Molecular Recognition & Sensors: Employed in the design of chiral receptors and fluorescent sensors due to its rigid, pre-organized structure and boronic acid functionality.
• Advanced Material Synthesis: A monomer for constructing chiral polymers, metal-organic frameworks (MOFs), and other functional materials with optical activity.

Basic Information

Product Name	(S)-2,2'-Dihydroxy-1,1'-Binaphthyl-3,3'-Diyldiboronic Acid
CAS No.	957111-27-2
Molecular Formula	C20H14B2O6
Molecular Weight	372.75 g/mol
Synonyms	(S)-3,3'-Diborono-2,2'-dihydroxy-1,1'-binaphthyl; (S)-BINOL-3,3'-diboronic Acid; (S)-1,1'-Bi-2-naphthol-3,3'-diboronic Acid; (S)-3,3'-Bis(boronic acid)-BINOL; (S)-BINOL Diboronic Acid; (S)-2,2'-Dihydroxy-[1,1'-binaphthalene]-3,3'-diyldiboronic Acid; (S)-3,3'-Diborono-BINOL
EINECS	Contact for details

Quality Control

Our (S)-2,2'-Dihydroxy-1,1'-Binaphthyl-3,3'-Diyldiboronic Acid is manufactured under strict quality management systems to ensure batch-to-batch consistency and high enantiomeric purity. Each lot undergoes comprehensive analytical testing, including HPLC for chemical and chiral purity, NMR for structural confirmation, and elemental analysis. Certificates of Analysis (COA) with detailed specifications are provided for every shipment to support your quality assurance and regulatory needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., nitrogen or argon) due to its hygroscopic and moisture-sensitive nature. Allow the container to reach room temperature before opening to minimize moisture condensation.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.