(S)-6,6′-Dibromo-1,1′-bi-2-naphthol

Name: (S)-6,6′-Dibromo-1,1′-bi-2-naphthol
Brand: ChemScene
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CAS No. 80655-81-8
Cat. No. CS-0031467
Molecule weight444.12
Purity≥97%
MDL No.MFCD00798290

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(S)-6,6′-Dibromo-1,1′-bi-2-naphthol|CS-0031467

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General Information

CAS No. 80655-81-8
Cat. No. CS-0031467
Purity ≥97%
MDL No. MFCD00798290
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₂Br₂O₂
Molecular Weight 444.12
Synonym(s) (S)-(+)-6,6'-Dibromo-2,2'-dihydroxy-1,1'-binaphthyl
SMILES BrC1=CC=C([C@@]([C@@]2=C(C=CC(Br)=C3)C3=CC=C2O)=C(O)C=C4)C4=C1.

Description

(S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol features a chiral axis stabilized by bromine substitution at the 6 and 6' positions, delivering enhanced stereochemical integrity. This bench-stable derivative integrates readily into asymmetric synthesis workflows, serving as a robust chiral ligand scaffold for transition metal catalysis and enabling precise control in enantioselective transformations.

Application

(S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol serves as a chiral auxiliary and ligand precursor in asymmetric synthesis, leveraging its rigid binaphthyl scaffold for stereocontrol. The bromine substituents enable facile functionalization via palladium-catalyzed cross-coupling reactions, while the axial chirality is stable under standard reaction conditions. Its bench-stable crystalline nature facilitates handling and purification, making it a practical building block for catalytic systems and complex molecular architectures in synthetic organic chemistry.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 40.46
LogP 6.5962
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Key Words

(S)-6,6′-Dibromo-1,1′-bi-2-naphthol sigma(S)-6,6′-Dibromo-1,1′-bi-2-naphthol manufacturer(S)-6,6′-Dibromo-1,1′-bi-2-naphthol price(S)-6,6′-Dibromo-1,1′-bi-2-naphthol structure(S)-6,6′-Dibromo-1,1′-bi-2-naphthol SDSbuy (S)-6,6′-Dibromo-1,1′-bi-2-naphthol(S)-6,6′-Dibromo-1,1′-bi-2-naphthol supplier(S)-6,6′-Dibromo-1,1′-bi-2-naphthol uses(S)-6,6′-Dibromo-1,1′-bi-2-naphthol molecular weightprice of (S)-6,6′-Dibromo-1,1′-bi-2-naphthol(S)-6,6′-Dibromo-1,1′-bi-2-naphthol chemical name formula of (S)-6,6′-Dibromo-1,1′-bi-2-naphthol

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(S)-6,6′-Dibromo-1,1′-bi-2-naphthol

CAS No. 80655-81-8

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