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(S)-T-BINAP

ALDRICH/693030

Synonym: (S)-(−)-2,2′-p-tolyl-phosphino)-1,1′-binaphthyl; (S)-Tol-BINAP

CAS Number: 100165-88-6
Empirical Formula (Hill Notation): C48H40P2
Molecular Weight: 678.78
MDL Number: MFCD01311709
Linear Formula: C48H40P2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-693030-500MG 500 mg
$73.90
1/EA
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form solid
InChI 1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3
InChI key IOPQYDKQISFMJI-UHFFFAOYSA-N
mp 250-255 °C
optical activity [α]20/D -156°, c = 0.5 in benzene
Quality Level 100 
Application: (S)-T-BINAP reacts with silver nitrate to form (S)-Tol-BINAP·AgNO3, which can catalyze the enantioselective allylation reaction of aldehydes to form enantiopure secondary alcohols. It may be used as a chiral ligand in the palladium catalyzed asymmetric double carbohydroamination of iodoarenes to form α-aminoamides. It can also catalyze the asymmetric N-allylation reaction of ortho-tert-butylanilide derivatives with diallyl carbonate to form chiral N-allyl ortho-tert-butylanilides.
Application: Takasago Ligands and Complexes for Asymmetric Reactions 
Legal Information: Sold in collaboration with Takasago for research purposes only.
Packaging: 100 mg in glass bottle
Packaging: 500 mg in amber glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
mp 250-255 °C
UNSPSC 12352005

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