CAS 135139-00-3

RAC-3,5-Xilil-Binap

Descripción:

RAC-3,5-Xilil-Binap, con el número CAS 135139-00-3, es un ligando quiral comúnmente utilizado en síntesis asimétrica y catálisis. Se deriva del marco de binaftilo, que es conocido por su capacidad para facilitar reacciones enantioselectivas. El prefijo "RAC" indica que el compuesto es una mezcla racémica, que contiene cantidades iguales de ambos enantiómeros, lo que puede influir en su reactividad y selectividad en procesos catalíticos. La presencia de los grupos xililo mejora las propiedades estéricas y electrónicas del ligando, haciéndolo adecuado para diversas reacciones catalizadas por metales, incluyendo acilo cruzado e hidrogenación. Su efectividad en la promoción de la enantioselectividad se atribuye a la disposición espacial de sus sustituyentes, que puede crear un entorno quiral alrededor del centro metálico. Al igual que con muchos compuestos organometálicos, el manejo requiere precaución debido a la posible toxicidad y reactividad. En general, RAC-3,5-Xilil-Binap es una herramienta valiosa en el campo de la química orgánica sintética, particularmente en el desarrollo de moléculas quirales.

Fórmula: C₅₂H₄₈P₂

InChI: InChI=1/C52H48P2/c1-33-21-34(2)26-43(25-33)53(44-27-35(3)22-36(4)28-44)49-19-17-41-13-9-11-15-47(41)51(49)52-48-16-12-10-14-42(48)18-20-50(52)54(45-29-37(5)23-38(6)30-45)46-31-39(7)24-40(8)32-46/h9-32H,1-8H3

SMILES: Cc1cc(C)cc(c1)P(c1cc(C)cc(C)c1)c1ccc2ccccc2c1c1c2ccccc2ccc1P(c1cc(C)cc(C)c1)c1cc(C)cc(C)c1

Sinónimos:

• RAC-2,2'-Bis(di(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl
• Racemic-2,2'-Bis[Di(3,5-Xylyl)phosphino]-1,1'-binaphthyl
• (RAC-Xylyl-Binap)
• (S)-xyl-Binap
• (S)-xylyl-Binap
• 1,1'-Binaphthalene-2,2'-diylbis[bis(3,5-dimethylphenyl)phosphine]
• Phosphine, 1,1'-[1,1'-Binaphthalene]-2,2'-Diylbis[1,1-Bis(3,5-Dimethylphenyl)-
• (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
• (S)-3,5-Xylyl-Binap
• (R)-3,5-Xylyl-Binap
• 1,1'-Binaphthalene-2,2'-Diylbis[Bis(3,5-Dimethylphenyl)Phosphane]
• (S)-XylBINAP
• PHOSPHINE, 1,1''-[(1S)-[1,1''-BINAPHTHALENE]-2,2''-DIYL]BIS[1,1-BIS(3,5-DIMETHYLPHENYL)-
• (S)-3,5-Xylyl-BINAP, (S)-(-)-2,2μ-Bis[di(3,5-xylyl)phoshino]-1,1μ-binaphthyl, (S)-(-)-2,2μ-Bis[bis(3,5-dimethylphenyl)phosphino]-1,1μ-binaphthyl
• (S)-DM-BINAP
• (S)-(-)-2,2'-bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl
• (S)-(-)-2,2''-BIS(DI(3,5-XYLYL)PHOSPHINO)-1,1''-BINAPHTYL (S)-3,5-XYLYL-BINAP
• (S)-(-)-2,2'-Bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl
• (S)-(-)-2,2'-Bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl , 98% ((S)-Xylyl-BINAP)
• (R)-2,2'-Bis(bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthalene
• ethyl 4-oxo-2-(propylamino)furan-3-carboxylate
• (S)-(-)-2,2'-Bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl , ((S)-Xylyl-BINAP)
• (S)-3,5-Xyl-BINAP
• (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl,98%
• (S)-(-)-2,2'-Bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl , ((S)-Xylyl
• 98% (S)-XylBINAP
• (S)-(-)-2,2''-BIS(DI(3,5-XYLYL)PHOSPHINO)-1,1''-BINAPHTHYL (S)-3,5-XYLYL-BINAP
• (S)-(-)-2,2'-Bis(di(3,5-xylyl)phosphino)-1,1'-binaphtyl
• (S)-2,2'-bis(bis(3,5-dimethylphenyl)phosphanyl)-1,1'-binaphthalene
• (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP
• (R)-3,5-Xylyl-binap ,98%
• 4-keto-2-(propylamino)furan-3-carboxylic acid ethyl ester
• 2,2'-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]-1,1'-BINAPHTHYL
• (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl,(S)-XylBINAP
• (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl,98%(S)-3,5-xylyl-BINAP
• Xylbinap

(S)-(-)-XylBINAP

CAS: 135139-00-3

Fórmula: C₅₂H₄₈P₂

Pureza: >97.0%(HPLC)

Forma y color: White to Almost white powder to crystal

Peso molecular: 734.90

Ref: 3B-X0071

(S)-2,2′-Bis[bis(3,5-dimethylphenyl)phosphino]-1,1′-binaphthyl

CAS: 135139-00-3

Fórmula: C₅₂H₄₈P₂

Pureza: 95%

Forma y color: Solid

Peso molecular: 734.8850

Ref: IN-DA003CDF

(S)-2,2’-Bis(bis(3,5-Dimethylphenyl)Phosphino)-1,1’-Binaphthalene

CAS: 135139-00-3

(S)-2,2’-Bis(bis(3,5-Dimethylphenyl)Phosphino)-1,1’-Binaphthalene

Pureza: 98%

Peso molecular: 734.89g/mol

Ref: 54-OR1008658

(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP

CAS: 135139-00-3

(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP

Fórmula: C₅₂H₄₈P₂

Pureza: 98%

Forma y color: white to pale yellow xtl.

Peso molecular: 734.90

Ref: 08-15-0477

(S)-DM-BINAP

CAS: 135139-00-3

Pureza: 95%

Peso molecular: 524.584

Ref: 10-F986610

(S)-(-)-XylBINAP

CAS: 135139-00-3

(S)-(-)-XylBINAP is a ligand that binds to primary amines and aldehydes. It has been shown to be an efficient catalyst for the asymmetric synthesis of β-unsaturated aldehydes. The conformational properties of (S)-(-)-XylBINAP are dependent on the type of secondary amine it is bound to, as well as the substituents on the nitrogen atom. This ligand can bind in two different ways, depending on the type of secondary amine it is bound to: 1) As an axial ligand with both nitrogens pointing up, or 2) As a pseudo-equatorial ligand with one nitrogen pointing up and one down. This difference in binding orientation leads to different steric interactions between (S)-(-)-XylBINAP and its substrate, which affects its ability to catalyze reactions.

Fórmula: C₅₂H₄₈P₂

Pureza: Min. 95%

Peso molecular: 734.9 g/mol

Ref: 3D-KFA13900