(R)-3,3'-Diiodo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene

Name: (R)-3,3'-Diiodo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene
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CAS No. 189518-78-3
Cat. No. CS-0086435
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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(R)-3,3'-Diiodo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene|CS-0086435

Structure of 189518-78-3

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General Information

CAS No. 189518-78-3
Cat. No. CS-0086435
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀I₂O₄
Molecular Weight 626.22
Synonym(s) R-3,3'-diiodo-2,2'-bis(MethoxyMethoxy)1,1'-Binaphthalene
SMILES IC1=CC2=CC=CC=C2C(C3=C(C=CC=C4)C4=CC(I)=C3OCOC)=C1OCOC.

Description

(R)-3,3'-Diiodo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene features a chiral binaphthyl scaffold with iodine atoms at the 3,3′-positions and methoxymethoxy groups flanking the 2,2′-positions. This configuration delivers enhanced solubility and stability in polar solvents, enabling efficient coupling reactions under mild conditions. The stereochemical integrity of the (R) enantiomer ensures consistent asymmetric induction in catalytic transformations.

Application

(R)-3,3'-Diiodo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene serves as a robust chiral scaffold for asymmetric catalysis and transition-metal-coupled transformations. The methoxymethoxy groups provide enhanced solubility and stability while enabling selective deprotection under mild acidic conditions. The diiodo functionality facilitates Pd-catalyzed cross-coupling reactions, offering efficient access to complex binaphthyl-based architectures in medicinal chemistry and catalyst design.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 36.92
LogP 6.8346
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 7

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(R)-3,3'-Diiodo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene

CAS No. 189518-78-3

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