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(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene

CAS 76189-55-4C44H32P2Chemical Synthesis

(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene (CAS 76189-55-4) is a chiral phosphine ligand with the molecular formula C44H32P2 and a molecular weight of 622.67 g/mol. This BINAP derivative is crucial in asymmetric synthesis, facilitating enantioselective transformations. It is widely employed as a catalyst ligand in various organic reactions, particularly those requiring high stereochemical control and efficient chiral induction, making it indispensable in fine chemical and pharmaceutical development.

IUPAC
(R)-(+)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine),(R)-(+)-BINAP
Synonyms
76189-55-4C44H32P2(R)-(+)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine)(R)-(+)-BINAP
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(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene (C44H32P2) — chemical structure, CAS 76189-55-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisBINAPsChemical SynthesisChiral CatalystsLigandsand Reagents
01 /Applications

Asymmetric Catalysis

Serves as a privileged chiral ligand in transition metal-catalyzed asymmetric reactions, such as hydrogenations, C-C bond formations, and isomerizations, enabling the synthesis of enantiomerically enriched products.

Chiral Synthesis

Facilitates the stereoselective synthesis of complex molecules, particularly in the pharmaceutical industry, where specific enantiomers are often required for biological activity.

Organometallic Chemistry

Used as a coordinating ligand in the preparation of various chiral organometallic complexes, exploring their catalytic properties and reaction mechanisms.

02 /Properties
Molecular weight622.67
Empirical formulaC44H32P2
Assay97%
Optical activity[α]19/D +233°, c = 0.3 in toluene
Optical purityee: 99% (HPLC)
Melting point239-241 °C(lit.)
03 /Safety & handling
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
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
76189-55-4
MDL number
MFCD00010805
PubChem substance
24848869
Beilstein registry
5321443
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 (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene used for?

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This compound is primarily used as a chiral ligand in asymmetric catalysis, facilitating enantioselective synthesis in organic chemistry, particularly for pharmaceutical intermediates and fine chemicals.

What is the CAS number and molecular formula for (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene?

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The CAS number is 76189-55-4, and the empirical formula is C44H32P2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this compound with an assay of 97% and optical purity of ee: 99% (HPLC). We do not represent it as USP, BP, or EP grade.

How should (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene be handled safely?

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Handling requires appropriate personal protective equipment including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter due to potential hazards. It is classified under WGK Germany 3, indicating high hazard.

How is this chemical packed and exported?

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We ensure secure and compliant packaging for domestic and international export, adhering to all relevant shipping regulations for fine chemicals.

How can I request a quote or sample?

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Please contact our sales team through our website or by phone to request a quote or a sample of (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene.

Need (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene in a specific grade or volume?