(S)-3,3'-Diphenyl-1,1'-binaphthalene-2,2'-diol

Name: (S)-3,3'-Diphenyl-1,1'-binaphthalene-2,2'-diol
Brand: ChemScene
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CAS No. 102490-05-1
Cat. No. CS-0028346
Purity≥97%
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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(S)-3,3'-Diphenyl-1,1'-binaphthalene-2,2'-diol|CS-0028346

Structure of 102490-05-1

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General Information

CAS No. 102490-05-1
Cat. No. CS-0028346
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₂H₂₂O₂
Molecular Weight 438.52
Synonym(s) S-3,3'-Bis(phenyl)-1,1'-bi-2-naphthol
SMILES OC1=C(C2=CC=CC=C2)C=C3C=CC=CC3=C1C4=C(O)C(C5=CC=CC=C5)=CC6=CC=CC=C46

Description

This chiral diol features two naphthalene units linked by a binaphthyl backbone, bearing hydroxyl groups at the 2,2′-positions. The (S)-stereoisomer delivers high enantioselectivity in asymmetric synthesis, enabling precise stereocontrol in catalytic transformations. Its rigid, planar structure enhances stability and facilitates coordination with transition metals. This bench-stable, moisture-tolerant ligand integrates efficiently into complex reaction systems.

Application

(S)-3,3'-Diphenyl-1,1'-binaphthalene-2,2'-diol serves as a chiral scaffold for asymmetric catalysis and ligand design, leveraging its rigid binaphthyl backbone and orthogonal hydroxyl groups. The molecule exhibits excellent bench stability and facilitates stereoselective transformations in transition-metal-catalyzed reactions. Its defined (S) configuration ensures consistent enantiocontrol, making it a reliable building block for catalyst development and functionalized heterocycle synthesis.

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 8.4052
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

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(S)-3,3'-Diphenyl-1,1'-binaphthalene-2,2'-diol

CAS No. 102490-05-1

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