BINAP
Title: BINAP
CAS Registry Number: 98327-87-8
CAS Name: [1,1¢-Binaphthalene]-2,2¢-diylbis[diphenylphosphine]
Additional Names: 2,2¢-bis(diphenylphosphino)-1,1¢-binaphthyl
Molecular Formula: C44H32P2
Molecular Weight: 622.67
Percent Composition: C 84.87%, H 5.18%, P 9.95%
Literature References: Axially disymmetric bis(triaryl)phosphine ligand. Synthesis: A. Miyashita et al., J. Am. Chem. Soc. 102, 7932 (1980); preparative scale synthesis of enantiomers: eidem, Tetrahedron 40, 1245 (1984). Review of asymmetric synthesis by metal-BINAP catalysts: S. Akutagawa, Appl. Catal. A 128, 171-207 (1995). Review of industrial applications: H. Kumobayashi, Rec. Trav. Chim. 115, 201-210 (1996); idem et al., Synlett 2001, S1 1055-1064.
 
Derivative Type: (R)-(+)-Form
CAS Registry Number: 76189-55-4
Properties: Crystals from benzene/ethanol, mp 240-241°. [a]D25 +229° (c = 0.32 in benzene).
Melting point: mp 240-241°
Optical Rotation: [a]D25 +229° (c = 0.32 in benzene)
 
Derivative Type: (S)-(-)-Form
CAS Registry Number: 76189-56-5
Properties: Crystals from benzene/ethanol, mp 241-242°. [a]D25 -229° (c = 0.31 in benzene).
Melting point: mp 241-242°
Optical Rotation: [a]D25 -229° (c = 0.31 in benzene)
 
Use: Chiral ligand for metal mediated asymmetric catalysis.

Others monographs:
Anecortave AcetateFurazabolBis(triphenylphosphine)dicarbonylnickelTriphenyltin Hydroxide
ConessineUscharidinPhenglutarimide1-Naphthol-8-amino-3,6-disulfonic Acid
Heptanal Sodium BisulfiteCalcium HypophosphiteBoron Tribromideβ-Resorcylic Acid
Lunularic AcidChromous BromideIpecac5,6-Dimethylbenzimidazole
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