(S)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol

Name: (S)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol
Brand: ChemScene
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CAS No. 309934-84-7
Cat. No. CS-0086966
Purity≥97%
MDL No.MFCD27920534

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(S)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol|CS-0086966

Structure of 309934-84-7

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General Information

CAS No. 309934-84-7
Cat. No. CS-0086966
Purity ≥97%
MDL No. MFCD27920534
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₀H₃₈O₂
Molecular Weight 550.73
Synonym(s) S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-bi-2-naphthol
SMILES OC1=[C@]([C@]2=C(C=CC=C3)C3=CC(C4=CC=C(C(C)(C)C)C=C4)=C2O)C5=C(C=CC=C5)C=C1C6=CC=C(C(C)(C)C)C=C6

Description

(S)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol is a sterically hindered chiral ligand featuring two electron-rich naphthol units linked by a biaryl bond. The para-tert-butyl substituents enhance solubility and stability while minimizing aggregation. This configuration enables effective asymmetric induction in transition-metal-catalyzed reactions, particularly in enantioselective C–C bond formation processes.

Application

(S)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol serves as a sterically hindered chiral ligand in asymmetric catalysis, enabling high enantioselectivity in transition metal-catalyzed reactions. Its robust biaryl backbone and bulky tert-butyl groups confer excellent thermal stability and resistance to racemization. The molecule functions effectively in palladium- and ruthenium-catalyzed asymmetric transformations, facilitating efficient synthesis of enantiomerically enriched intermediates for pharmaceutical and agrochemical 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 11.0002
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Key Words

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(S)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol

CAS No. 309934-84-7

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