CAS 76189-55-4

(+)-BINAP

Description:

(+)-BINAP, or 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, is a chiral bidentate ligand widely used in asymmetric catalysis. It features a binaphthyl backbone, which provides a rigid, planar structure that enhances its ability to coordinate with metal centers, particularly transition metals. The presence of two diphenylphosphino groups allows for effective chelation, facilitating various catalytic reactions, including hydrogenation and cross-coupling processes. (+)-BINAP is characterized by its high enantioselectivity, making it valuable in synthesizing chiral compounds. Its chirality arises from the stereogenic centers in the binaphthyl moiety, which can exist in different configurations, with the (+) designation indicating a specific optical activity. The compound is typically soluble in organic solvents, and its stability and reactivity can be influenced by the metal complex it forms. Overall, (+)-BINAP is a crucial tool in modern synthetic organic chemistry, particularly in the development of pharmaceuticals and fine chemicals.

Formula: C₄₄H₃₂P₂

InChI: InChI=1/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H

InChI key: InChIKey=MUALRAIOVNYAIW-UHFFFAOYSA-N

SMILES: P(C1=C(C2=C(C=C1)C=CC=C2)C3=C(P(C4=CC=CC=C4)C5=CC=CC=C5)C=CC6=C3C=CC=C6)(C7=CC=CC=C7)C8=CC=CC=C8

Synonyms:

• (+)-(1R)-[1,1′-Binaphthalene]-2,2′-diylbis[diphenylphosphine]
• (+)-Binap
• (R)-(+)-2,2'-Bis(diphenylphospho)-1,1'-Dinaphthalene
• (R)-(+)-2,2'-Bis(diphenylphosphosino)-1,1'-binaphthyl
• (R)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
• (R)-Bis(diphenylphosphino)-1,1′-binaphthyl
• 1,1'-Binaphthalene-2,2'-Diylbis(Diphenylphosphane)
• 1,1′-[(1R)-[1,1′-Binaphthalene]-2,2′-diyl]bis[1,1-diphenylphosphine]
• Phosphine, (1R)-[1,1′-binaphthalene]-2,2′-diylbis[diphenyl-
• Phosphine, 1,1′-[(1R)-[1,1′-binaphthalene]-2,2′-diyl]bis[1,1-diphenyl-
• Phosphine, [1,1′-binaphthalene]-2,2′-diylbis[diphenyl-, (R)-
• R-(+)-1,1'-Binaphthyl-2,2'-diphemyl phosphine
• R-Binap
• S(-)-2,2'-BIS(diphenylphosphino)-1,1'-binaphthalene
• R-2,2'-Bis(Diphenylphosphino)-1,1'-Binaphthyl
• R-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
• R-(+)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE
• S(-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)
• RACEMIC-BINAP
• (R)-(+)-2,2BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL
• RAC-BINAP
• RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL
• (+/-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)
• (+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE
• R(+)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)
• (+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
• 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
• RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL

(R)-(+)-BINAP

CAS: 76189-55-4

Formula: C₄₄H₃₂P₂

Purity: min. 99.0 ee%

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 622.69

Ref: 3B-B1406

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% (R)-(+)-BINAP

CAS: 76189-55-4

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% (R)-(+)-BINAP

Formula: C₄₄H₃₂P₂

Purity: 98%

Color and Shape: white to off-white pwdr.

Molecular weight: 622.70

Ref: 08-15-0150

(R)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl

CAS: 76189-55-4

Formula: C₄₄H₃₂P₂

Purity: 93%

Color and Shape: Solid

Molecular weight: 622.6724

Ref: IN-DA00ICPQ

(R)-(+)-2,2''-Bis(diphenylphosphino)-1,1''- binaphthyl

CAS: 76189-55-4

Formula: C₄₄H₃₂P₂

Molecular weight: 622.69

Ref: 7W-GE7825

(R)-(+)-2,2'-Bis(diphenylphosphino)-[1,1']-binaphthyl

CAS: 76189-55-4

(R)-(+)-2,2'-Bis(diphenylphosphino)-[1,1']-binaphthyl

Formula: C₄₄H₃₂P₂

Purity: 99% (99.5%ee)

Color and Shape: white powder

Molecular weight: 622.67g/mol

Ref: 54-OR43631

(R)-BINAP

CAS: 76189-55-4

Formula: C₄₄H₃₂P₂

Molecular weight: 622.69

Ref: 4Z-B-153005

(R)-BINAP

CAS: 76189-55-4

(R)-BINAP is an analytical reagent that is used for the determination of tiglic acid in reaction solution. This reagent acts as a chelate ligand and binds to nitrogen atoms, which are required for the formation of tiglic acid. The reaction is based on kinetic data, which show that (R)-BINAP has potent inhibitory properties. It also shows a kinetic data, which indicates that the inhibition is reversible and competitive. The mechanism of this inhibition is not well understood, but it may be due to a solid catalyst or trifluoroacetic acid.

Formula: C₄₄H₃₂P₂

Color and Shape: White Off-White Powder

Molecular weight: 622.67 g/mol

Ref: 3D-FB18600

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

CAS: 76189-55-4

Formula: C₄₄H₃₂P₂

Purity: 97%

Color and Shape: Solid, Chunks or Flakes or Powder

Molecular weight: 622.688

Ref: 10-F051165

(R)-BINAP

Controlled Product

CAS: 76189-55-4

Applications Chiral ligand for metal mediated asymmetric catalysis.
References Ito, H., et al.: Nat. Chem., 2, 972 (2010), Lam, K., et al.: Eur. J. Med. Chem., 45, 5527 (2010),

Formula: C₄₄H₃₂P₂

Color and Shape: Neat

Molecular weight: 622.67

Ref: TR-B386850