Description

(S)-(+)-1,1'-Binaphthol-2,2'-Bis(Trifluoromethanesulfonate) is a high-value, enantiomerically pure chiral building block and ligand precursor critical for asymmetric synthesis. This compound matters because its triflate groups are excellent leaving groups, enabling efficient cross-coupling reactions to construct complex, axially chiral molecules with high stereoselectivity. It is essential for researchers and process chemists in the pharmaceutical, agrochemical, and advanced materials sectors who require reliable, high-purity intermediates for developing novel active ingredients and functional molecules.

Application

• Asymmetric Catalysis: As a precursor for synthesizing chiral BINAP, BINOL, and related privileged ligands used in hydrogenation, cross-coupling, and other enantioselective transformations.
• Pharmaceutical Intermediates: Key building block in the synthesis of chiral active pharmaceutical ingredients (APIs), especially those containing biaryl atropisomers.
• Agrochemical Synthesis: Used in the research and development of chiral herbicides, fungicides, and pesticides where specific stereochemistry is required for bioactivity.
• Material Science: Enables the creation of chiral polymers, liquid crystals, and molecular devices with unique optical and electronic properties.
• Cross-Coupling Reactions: Serves as a superior electrophile in Suzuki-Miyaura, Negishi, and other palladium-catalyzed cross-coupling reactions due to the high reactivity of the triflate groups.
• Academic & Process R&D: A vital reagent for methodological development in organic chemistry and scale-up studies for commercial processes.

Basic Information

Product Name	(S)-(+)-1,1'-Binaphthol-2,2'-Bis(Trifluoromethanesulfonate)
CAS No.	128544-05-8
Molecular Formula	C₂₂H₁₂F₆O₆S₂
Molecular Weight	574.45 g/mol
Synonyms	(S)-BINOL-Bis(triflate); (S)-(+)-1,1'-Bi-2-naphthol 2,2'-Bis(trifluoromethanesulfonate); (S)-2,2'-Bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl; (S)-BINOL Ditriflate; (S)-1,1'-Binaphthalene-2,2'-diyl bis(trifluoromethanesulfonate); (S)-BINOL-OTf; (S)-2,2'-Di(triflyloxy)-1,1'-binaphthyl; (S)-BINOL Triflate
EINECS	Contact for details

Quality Control

Our (S)-(+)-1,1'-Binaphthol-2,2'-Bis(Trifluoromethanesulfonate) is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high enantiomeric purity, critical for sensitive asymmetric synthesis. We provide comprehensive Certificates of Analysis (COA) with each batch, detailing key parameters such as chiral purity (HPLC), chemical purity, and identity confirmation. Our quality systems are designed to meet the stringent requirements of pharmaceutical R&D and cGMP starting material standards where applicable.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) for long-term storage or after opening to prevent hydrolysis of the reactive triflate groups.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0% ee
Melting Point	Contact for details
Heavy Metals	< 10 ppm
Residual Solvents (GC)	Complies with ICH guidelines
Water Content (KF)	< 0.5%

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