(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, CAS No. 76189-56-5

Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

North America

South America

Africa

Europe

Asia

Oceania

76189-56-5

Catalog No. EBD2197560

CAS 76189-56-5

Name (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

Get Quote

Basic Information

Synonyms: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (S)-BINAP S-(-)-BINAP (S)-(-)-BINAP (S)-(-)-2,2'-Bis(diphenylphospho)-1,1'-Dinaphthalene S-(-)-1,1'-binaphthyl-2,2'-diphemylphosphine S-(+)-1,1'-Binaphthyl-2,2'-diphemylphosphine (S)-(-)-2,2'-Bis(diphenylphosphosino)-1,1'-binaphthyl S-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl S-2,2'-Bis(Diphenylphosphino)-1,1'-Binaphthyl

Molecular Formula: C44H32P2

Molecular Weight: 622.67

MDL Number: MFCD00010805

Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > Optoelectronic Functional Compounds Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands

Product Description:

(S)-1,1'-Bi-2-naphthol diphenylphosphine, commonly known as (S)-BINAP, is a chiral, atropisomeric diphosphine ligand. It is a white to off-white crystalline solid with the molecular formula C44H32P2. The compound is characterized by its axial chirality derived from the restricted rotation of the two naphthyl groups, which provides a well-defined, rigid chiral environment. (S)-BINAP is one of the most influential and widely used chiral ligands in asymmetric catalysis, particularly in transition metal-catalyzed hydrogenation, isomerization, and carbon-carbon bond-forming reactions. Its primary application is in the synthesis of enantiomerically pure pharmaceuticals, agrochemicals, and fine chemicals. The ligand forms highly effective complexes with metals like ruthenium (Ru), rhodium (Rh), and palladium (Pd), enabling the production of chiral compounds with high enantioselectivity and yield. Notable industrial processes utilizing (S)-BINAP include the synthesis of the anti-inflammatory drug Naproxen and the antibiotic Levofloxacin. Beyond its role as a catalyst ligand in synthesis, (S)-BINAP and its metal complexes are also studied in the field of materials science, particularly for their potential in chiral photophysics and as components in organic light-emitting diodes (OLEDs) due to their luminescent properties. It is air-sensitive and should be handled under an inert atmosphere.

Physical Properties

Melting Point: 238-240 °C(lit.)

Boiling Point: 724.3 °C at 760 mmHg

Flash Point: 419 °C

Refractivity: -235 ° (C=0.3, Toluene)

Analytical Data

Appearance: white to light yellow crystal powder