(S)-3,3′-Dibromo-2,2′-dimethoxy-1,1′-binaphthyl

Name: (S)-3,3′-Dibromo-2,2′-dimethoxy-1,1′-binaphthyl
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CAS No. 75714-60-2
Cat. No. CS-W009629
Purity≥97%
MDL No.None

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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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(S)-3,3′-Dibromo-2,2′-dimethoxy-1,1′-binaphthyl|CS-W009629

Structure of 75714-60-2

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General Information

CAS No. 75714-60-2
Cat. No. CS-W009629
Purity ≥97%
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) (R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthyl
SMILES BrC1=C(OC)C(C2=C(OC)C(Br)=CC3=CC=CC=C32)=C4C(C=CC=C4)=C1

Description

(S)-3,3′-Dibromo-2,2′-dimethoxy-1,1′-binaphthyl is a chiral binaphthyl scaffold featuring bromine substituents at the 3,3′ positions and methoxy groups at the 2,2′ positions. This configuration imparts enhanced steric bulk and electronic modulation, making it ideal for asymmetric catalysis and ligand design. The molecule exhibits bench-stable handling characteristics and facilitates precise stereocontrol in transition metal-catalyzed transformations.

Application

(S)-3,3′-Dibromo-2,2′-dimethoxy-1,1′-binaphthyl serves as a stereochemically defined chiral scaffold for asymmetric synthesis, enabling the construction of functionalized binaphthyl derivatives via Pd-catalyzed cross-coupling. The bromo groups facilitate reliable C–C bond formation under standard conditions, while the methoxy substituents enhance solubility and stability. This compound functions as a robust building block in ligand and catalyst development, offering predictable reactivity and ease of purification in bench-scale 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-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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(S)-3,3′-Dibromo-2,2′-dimethoxy-1,1′-binaphthyl

CAS No. 75714-60-2

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