[1,1'-binaphthalene]-2,2'-diylbis(diphenylphosphine oxide)

Name: [1,1'-binaphthalene]-2,2'-diylbis(diphenylphosphine oxide)
Brand: ChemScene
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CAS No. 86632-33-9
Cat. No. CS-0198444
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+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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[1,1'-binaphthalene]-2,2'-diylbis(diphenylphosphine oxide)|CS-0198444

Structure of 86632-33-9

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Description

This chiral ligand features two diphenylphosphine oxide groups linked by a binaphthalene backbone, offering high rigidity and defined stereochemistry. It delivers predictable coordination geometry in transition metal complexes, enabling efficient asymmetric catalysis. The structure resists oxidation and maintains integrity under standard reaction conditions.

Application

[1,1'-binaphthalene]-2,2'-diylbis(diphenylphosphine oxide) serves as a robust chiral ligand in transition metal catalysis, particularly in asymmetric synthesis. Its rigid binaphthyl backbone and sterically protected phosphine oxide groups enable high enantioselectivity in Pd- and Rh-catalyzed reactions. The compound exhibits excellent bench stability, facilitates easy purification, and demonstrates broad functional group tolerance in cross-coupling and hydrogenation processes.

General Information

CAS No. 86632-33-9
Cat. No. CS-0198444
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₄H₃₂O₂P₂
Molecular Weight 654.67
Synonym(s) Binapo
SMILES O=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=C(C4=C(P(C5=CC=CC=C5)(C6=CC=CC=C6)=O)C=CC7=C4C=CC=C7)C8=C(C=CC=C8)C=C3

Computational Chemistry Data

TPSA 34.14
LogP 8.9388
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 7

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-P330-P362-P405-P501

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[1,1'-binaphthalene]-2,2'-diylbis(diphenylphosphine oxide)

CAS No. 86632-33-9

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