(R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene

Name: (R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene
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CAS No. 75714-59-9
Cat. No. CS-0031465
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene|CS-0031465

Structure of 75714-59-9

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General Information

CAS No. 75714-59-9
Cat. No. CS-0031465
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₁₆Br₂O₂
Molecular Weight 472.17
Synonym(s) 3,3-DIBROMO-2,2-DIMETHOXY-1,1-BINAPHTHYL
SMILES BrC1=CC2=CC=CC=C2C(C3=C(C=CC=C4)C4=CC(Br)=C3OC)=C1OC.

Description

(R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene is a chiral binaphthyl scaffold featuring bromine substituents at the 3,3' positions and methoxy groups at the 2,2' positions. This configuration imparts high stereochemical stability and enhances electronic modulation for asymmetric catalysis. The molecule exhibits excellent solubility in common organic solvents and maintains integrity under standard bench conditions. It serves as a robust platform for ligand development in transition-metal-catalyzed enantioselective transformations.

Application

(R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene serves as a chiral scaffold for asymmetric catalysis and ligand design, leveraging its rigid binaphthyl framework and orthogonal functional handles. The bromo groups enable palladium-catalyzed cross-coupling reactions, while the methoxy substituents enhance solubility and stability. This compound functions as a versatile building block in the synthesis of enantioselective catalysts and biologically relevant heterocyclic systems.

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 18.46
LogP 7.2022
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

Key Words

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(R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene

CAS No. 75714-59-9

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