(1R)-3,3'-Bis(4-chlorophenyl)[1,1'-binaphthalene]-2,2'-diol

Name: (1R)-3,3'-Bis(4-chlorophenyl)[1,1'-binaphthalene]-2,2'-diol
Brand: ChemScene
Availability: InStock
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CAS No. 851615-05-9
Cat. No. CS-0087963
Purity≥98%
MDL No.None

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(1R)-3,3'-Bis(4-chlorophenyl)[1,1'-binaphthalene]-2,2'-diol|CS-0087963

Structure of 851615-05-9

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General Information

CAS No. 851615-05-9
Cat. No. CS-0087963
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 C₃₂H₂₀Cl₂O₂
Molecular Weight 507.41
Synonym(s) (R)-3,3'-Bis(4-chlorophenyl)-[1,1'-binaphthalene]-2,2'-diol
SMILES OC1=C(C2=C(C=CC=C3)C3=CC(C4=CC=C(Cl)C=C4)=C2O)C5=C(C=CC=C5)C=C1C6=CC=C(Cl)C=C6

Description

This chiral binaphthol derivative features two 4-chlorophenyl groups flanking a rigid biphenyl scaffold, delivering enhanced electron-withdrawing character and improved solubility in organic media. The diol functionality enables robust coordination to transition metals, facilitating use in asymmetric synthesis and catalytic systems requiring defined stereochemistry and steric control.

Application

(1R)-3,3'-Bis(4-chlorophenyl)[1,1'-binaphthalene]-2,2'-diol serves as a chiral scaffold for asymmetric catalysis and ligand development. The binaphthyl backbone provides rigidity and defined stereochemistry, while the 4-chlorophenyl groups enhance electronic modulation and stability. The diol functionality enables coordination to metal centers or derivatization into phosphine or amine ligands, facilitating use in transition-metal-catalyzed reactions such as cross-couplings and enantioselective transformations.

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+P364-P405-P501

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Computational Chemistry Data

TPSA 40.46
LogP 9.712
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Key Words

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(1R)-3,3'-Bis(4-chlorophenyl)[1,1'-binaphthalene]-2,2'-diol

CAS No. 851615-05-9

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