2,2'-Bis[di(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl

Name: 2,2'-Bis[di(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl
Brand: ChemScene
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CAS No. 145416-77-9
Cat. No. CS-0086513
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2,2'-Bis[di(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl|CS-0086513

Structure of 145416-77-9

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General Information

CAS No. 145416-77-9
Cat. No. CS-0086513
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅₂H₄₈P₂
Molecular Weight 734.89
Synonym(s) None
SMILES CC1=CC([P]C2=C(C3=C(C=CC=C4)C4=CC=C3[P]C5=CC(C)=CC(C)=C5)C6=C(C=CC=C6)C=C2)=CC(C)=C1

Description

This bidentate phosphine ligand features two electron-rich phosphino groups flanked by sterically shielded 3,5-dimethylphenyl rings, enabling robust coordination to transition metals. The binaphthyl backbone imparts axial chirality and enhances stability in catalytic systems. Ideal for asymmetric synthesis under standard conditions.

Application

2,2'-Bis[di(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl serves as a highly effective chiral ligand in transition metal-catalyzed asymmetric synthesis. Its sterically shielded phosphine groups enable robust coordination to palladium and ruthenium, facilitating enantioselective C–C and C–heteroatom bond formations. The binaphthyl backbone provides rigidity and high enantiomeric control, while the 3,5-dimethylphenyl substituents enhance solubility and stability under reaction conditions. Ideal for catalytic applications requiring high turnover and reproducible stereocontrol.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 0
LogP 8.15228
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 5

Key Words

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2,2'-Bis[di(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl

CAS No. 145416-77-9

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