(R)-3-3'-Bis(3,5-dimethyl)phenyl-1,1'-bi-2-naphthol

Name: (R)-3-3'-Bis(3,5-dimethyl)phenyl-1,1'-bi-2-naphthol
Brand: ChemScene
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CAS No. 215433-51-5
Cat. No. CS-0086956
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+
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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(R)-3-3'-Bis(3,5-dimethyl)phenyl-1,1'-bi-2-naphthol|CS-0086956

Structure of 215433-51-5

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General Information

CAS No. 215433-51-5
Cat. No. CS-0086956
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 C₃₆H₃₀O₂
Molecular Weight 494.62
Synonym(s) R-3-3'-Bis(3,5-bis(methyl)phenyl)-1,1'-bi-2-naphthol
SMILES OC1=C(C2=C(C=CC=C3)C3=CC(C4=CC(C)=CC(C)=C4)=C2O)C5=C(C=CC=C5)C=C1C6=CC(C)=CC(C)=C6

Description

(R)-3,3'-Bis(3,5-dimethyl)phenyl-1,1'-bi-2-naphthol is a sterically hindered chiral ligand featuring electron-rich aryl substituents that enhance coordination stability in asymmetric catalysis. The para-dimethylphenyl groups provide robust steric shielding around the biaryl axis, preserving enantioselectivity under diverse reaction conditions. This configuration enables precise control in transition metal-catalyzed transformations, particularly in cross-coupling and hydrogenation processes where high enantiomeric purity is essential.

Application

(R)-3,3'-Bis(3,5-dimethyl)phenyl-1,1'-bi-2-naphthol serves as a highly effective chiral ligand in asymmetric catalysis, enabling enantioselective transformations through robust coordination to transition metals. Its sterically hindered biaryl architecture provides exceptional configurational stability and facilitates high enantiomeric excess in palladium- and copper-catalyzed cross-couplings. The electron-rich dimethylphenyl substituents enhance solubility and reactivity while maintaining bench stability, making it well-suited for scalable synthesis and process development in pharmaceutical applications.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 40.46
LogP 9.63888
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

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(R)-3-3'-Bis(3,5-dimethyl)phenyl-1,1'-bi-2-naphthol

CAS No. 215433-51-5

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