CAS 135139-00-3

RAC-3,5-Xilil-Binap

Descrizione:

RAC-3,5-Xilil-Binap, con il numero CAS 135139-00-3, è un ligando chirale comunemente usato nella sintesi asimmetrica e nella catalisi. È derivato dalla struttura binaftilica, nota per la sua capacità di facilitare reazioni enantioselettive. Il prefisso "RAC" indica che il composto è una miscela racemica, contenente quantità uguali di entrambi gli enantiomeri, il che può influenzare la sua reattività e selettività nei processi catalitici. La presenza dei gruppi xililici migliora le proprietà steriche ed elettroniche del ligando, rendendolo adatto per varie reazioni catalizzate da metalli, inclusi accoppiamento incrociato e idrogenazione. La sua efficacia nel promuovere l'enantioselettività è attribuita alla disposizione spaziale dei suoi sostituenti, che può creare un ambiente chirale attorno al centro metallico. Come molti composti organometallici, la manipolazione richiede cautela a causa della potenziale tossicità e reattività. In generale, RAC-3,5-Xilil-Binap è uno strumento prezioso nel campo della chimica organica sintetica, in particolare nello sviluppo di molecole chirali.

Formula: 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

Sinonimi:

• 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

Formula: C₅₂H₄₈P₂

Purezza: >97.0%(HPLC)

Colore e forma: White to Almost white powder to crystal

Peso molecolare: 734.90

Ref: 3B-X0071

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

CAS: 135139-00-3

Formula: C₅₂H₄₈P₂

Purezza: 95%

Colore e forma: Solid

Peso molecolare: 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

Purezza: 98%

Peso molecolare: 734.89g/mol

Ref: 54-OR1008658

(S)-DM-BINAP

CAS: 135139-00-3

Purezza: 95%

Peso molecolare: 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.

Formula: C₅₂H₄₈P₂

Purezza: Min. 95%

Peso molecolare: 734.9 g/mol

Ref: 3D-KFA13900

(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

Formula: C₅₂H₄₈P₂

Purezza: 98%

Colore e forma: white to pale yellow xtl.

Peso molecolare: 734.90

Ref: 08-15-0477