(S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol

Name: (S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol
Brand: ChemScene
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CAS No. 1228600-99-4
Cat. No. CS-0086747
Purity≥98%
MDL No.None

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(S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol|CS-0086747

Structure of 1228600-99-4

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General Information

CAS No. 1228600-99-4
Cat. No. CS-0086747
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 C₃₆H₂₆F₁₂O₂
Molecular Weight 718.57
Synonym(s) S-3,3'-bis(3,5-bis(trifluoroMethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol
SMILES OC(C(C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)=C2)=[C@]([C@]3=C(CCCC4)C4=CC(C5=CC(C(F)(F)F)=CC(C(F)(F)F)=C5)=C3O)C6=C2CCCC6

Description

This chiral bisphenol features two electron-deficient trifluoromethyl-substituted aryl groups flanking a rigid octahydrobiaryl scaffold, delivering enhanced steric bulk and redox stability. The (S)-configuration imparts high enantioselectivity in asymmetric catalysis, enabling precise control in transition-metal-mediated transformations.

Application

(S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol serves as a sterically demanding, electron-deficient chiral ligand scaffold. Its fully saturated biaryl backbone enhances bench stability and solubility, while the perfluorinated aryl groups provide strong π-acidity and ortho-effect-driven rigidity. The molecule enables highly enantioselective transition-metal-catalyzed transformations, particularly in asymmetric hydrogenation and C–C bond-forming reactions, owing to its well-defined chiral pocket and functional group tolerance under standard synthetic conditions.

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 11.9316
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Key Words

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(S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol

CAS No. 1228600-99-4

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