CAS 135139-00-3

RAC-3,5-Xilil-Binap

Descrição:

RAC-3,5-Xilil-Binap, com o número CAS 135139-00-3, é um ligante quiral comumente utilizado em síntese assimétrica e catálise. É derivado da estrutura de binaftila, que é conhecida por sua capacidade de facilitar reações enantiosseletivas. O prefixo "RAC" indica que o composto é uma mistura racêmica, contendo quantidades iguais de ambos os enantiômeros, o que pode influenciar sua reatividade e seletividade em processos catalíticos. A presença dos grupos xililo melhora as propriedades estéricas e eletrônicas do ligante, tornando-o adequado para várias reações catalisadas por metais, incluindo acoplamento cruzado e hidrogenação. Sua eficácia em promover a enantiosseletividade é atribuída ao arranjo espacial de seus substituintes, que pode criar um ambiente quiral ao redor do centro metálico. Assim como muitos compostos organometálicos, o manuseio requer cautela devido à potencial toxicidade e reatividade. No geral, RAC-3,5-Xilil-Binap é uma ferramenta valiosa no campo da química orgânica sintética, particularmente no desenvolvimento de moléculas quirais.

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)

Cor e Forma: 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%

Cor e Forma: 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)-DM-BINAP

CAS: 135139-00-3

Pureza: 95%

Peso molecular: 524.584

Ref: 10-F986610

(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%

Cor e Forma: white to pale yellow xtl.

Peso molecular: 734.90

Ref: 08-15-0477

(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