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(S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol

CAS 119707-74-3C20H12Br2O2Chemical Synthesis

(S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol (CAS: 119707-74-3) is a chiral organic compound with the molecular formula C20H12Br2O2 and a molecular weight of 444.12 g/mol. As a derivatised BINOL, it is a critical building block in asymmetric synthesis and a valuable chiral ligand for various catalytic applications. Its specific stereochemistry makes it suitable for stereoselective reactions in organic chemistry.

IUPAC
(S)-3,3′-Dibromo-1,1′-Binaphthalene-2,2′-diol,(S)-3,3′-Dibromo-1,1′-bi-2-naphthol,(S)-3,3′-Dibromo-BINOL,(S)-Dibromo-1,1′-Bi-2,2′-naphthol,(S)-Dibromo-1,1′-Binaphthalene-2,2′-diol,(S)-Dibromo-BINOL,(S)-Dibromo-1,1-Binaphthol,(S)-Dibromo-bi-2-naphthol
Synonyms
119707-74-3C20H12Br2O2(S)-3,3′-Dibromo-1,1′-Binaphthalene-2,2′-diol(S)-3,3′-Dibromo-1,1′-bi-2-naphthol(S)-3,3′-Dibromo-BINOL(S)-Dibromo-1,1′-Bi-2,2′-naphthol(S)-Dibromo-1,1′-Binaphthalene-2,2′-diol(S)-Dibromo-BINOL(S)-Dibromo-1,1-Binaphthol(S)-Dibromo-bi-2-naphthol
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(S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol (C20H12Br2O2) — chemical structure, CAS 119707-74-3; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisBINOLsChemical SynthesisChiral CatalystsLigandsand Reagents
01 /Applications

Chiral Ligand in Asymmetric Catalysis

This dibrominated BINOL derivative serves as a privileged chiral ligand in transition metal-catalysed asymmetric reactions. It facilitates the synthesis of enantiomerically enriched compounds, crucial for pharmaceutical and fine chemical production.

Building Block for Chiral Auxiliaries

It acts as a precursor for the development of new chiral auxiliaries and catalysts. The bromo substituents offer sites for further functionalisation, enabling the creation of diverse chiral environments.

Research and Development

Used in academic and industrial research laboratories for exploring novel synthetic methodologies and developing stereoselective transformations. Its well-defined structure aids in understanding reaction mechanisms.

02 /Properties
Molecular weight444.12
Empirical formulaC20H12Br2O2
Assay96%
Melting point256-260 °C
03 /Safety & handling
GHS hazard pictogram: Environmental hazard (GHS09)
Environmental hazard
Warning

Hazard statements

  • H410Very toxic to aquatic life with long-lasting effects

Precautionary statements

  • P273Avoid release to the environment
  • P501Dispose of contents and container per local regulations
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Transport (UN / ADR)UN 3077 9 / PGIII
Water hazard class (WGK, DE)3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
119707-74-3
MDL number
MFCD03093629
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol used for?

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This compound is primarily used as a chiral ligand in asymmetric catalysis and as a building block for synthesising other chiral molecules and auxiliaries in research and development settings.

What are the CAS number and formula for (S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol?

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The CAS number is 119707-74-3 and the empirical formula is C20H12Br2O2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies (S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol with an assay of 96%. We do not represent this product as meeting pharmacopoeial standards (USP, BP, EP) unless explicitly stated.

How should (S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol be handled?

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Handle with care using appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. This compound is classified as hazardous to the aquatic environment.

Is this chemical packed and shipped internationally?

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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals. (S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol is shipped under UN 3077, Class 9, Packing Group III regulations.

How can I request a sample or quote for this product?

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Please contact our sales team via the website or direct email to request a sample or a quotation for (S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol.

Need (S)-(−)-3,3′-Dibromo-1,1′-bi-2-naphthol in a specific grade or volume?