(S)-1,1'-Binaphthyl-2,2'-dicarboxylic acid

Name: (S)-1,1'-Binaphthyl-2,2'-dicarboxylic acid
Brand: ChemScene
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CAS No. 18531-96-9
Cat. No. CS-0090800
Purity≥97%
MDL No.MFCD00185729

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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)-1,1'-Binaphthyl-2,2'-dicarboxylic acid|CS-0090800

Structure of 18531-96-9

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General Information

CAS No. 18531-96-9
Cat. No. CS-0090800
Purity ≥97%
MDL No. MFCD00185729
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₁₄O₄
Molecular Weight 342.35
Synonym(s) None
SMILES O=C(O)C1=CC=C2C=CC=CC2=C1C3=C(C=CC=4C=CC=CC43)C(=O)O

Description

(S)-1,1'-Binaphthyl-2,2'-dicarboxylic acid is a chiral scaffold featuring two carboxylic acid groups at the 2,2' positions of a binaphthyl backbone. This rigid, electron-rich architecture enables selective coordination in asymmetric catalysis and metal complexation. The molecule exhibits high thermal stability and crystalline purity, facilitating reliable use in stereocontrolled synthesis and ligand design.

Application

(S)-1,1'-Binaphthyl-2,2'-dicarboxylic acid serves as a privileged chiral scaffold in asymmetric synthesis, enabling the construction of enantioselective catalysts and ligands. Its rigid binaphthyl backbone provides excellent stereochemical control, while the carboxylic acid groups offer versatile handles for derivatization via esterification, amide formation, or metal coordination. The compound exhibits good bench stability and facilitates purification through crystallization, making it a practical choice for scalable chiral catalyst development in industrial and academic R&D settings.

Safety Information

Download SDS

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 74.6
LogP 5.0564
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Catalysts and Ligands Ligands Double Alcohol Ligands BINOL Ligands

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents Privileged Ligands and Complexes

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

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(S)-1,1'-Binaphthyl-2,2'-dicarboxylic acid

CAS No. 18531-96-9

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