(R)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol

Name: (R)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol
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CAS No. 55515-98-5
Cat. No. CS-0086972
Purity≥98%
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+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(R)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol|CS-0086972

Structure of 55515-98-5

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General Information

CAS No. 55515-98-5
Cat. No. CS-0086972
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₁₈O₂
Molecular Weight 314.38
Synonym(s) 3,3'-Dimethyl-1,1'-binaphthalene-2-2'-diol
SMILES OC1=C(C2=C(C=CC=C3)C3=CC(C)=C2O)C4=C(C=CC=C4)C=C1C

Description

(R)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol features a chiral binaphthyl backbone with methyl substitutions at the 3,3' positions, enhancing steric bulk and rigidity. This configuration imparts high enantioselectivity in asymmetric catalysis, particularly in transition metal complexes and organocatalytic systems. The diol moiety enables efficient coordination to metals, facilitating applications in stereoselective synthesis. Bench-stable and moisture-tolerant, it integrates seamlessly into synthetic workflows requiring robust chiral ligands.

Application

(R)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol serves as a chiral scaffold for asymmetric synthesis, enabling enantioselective catalysis through its rigid binaphthyl backbone and strategically positioned hydroxyl groups. The methyl substitutions enhance steric definition and improve bench stability, while the diol functionality facilitates metal coordination and derivatization. This compound functions effectively in transition-metal-catalyzed reactions and provides a robust platform for ligand development in industrial-scale asymmetric transformations.

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 5.68804
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

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(R)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol

CAS No. 55515-98-5

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