2'-Amino[1,1'-binaphthalen]-2-ol

Name: 2'-Amino[1,1'-binaphthalen]-2-ol
Brand: ChemScene
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CAS No. 134532-03-9
Cat. No. CS-0103131
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+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2'-Amino[1,1'-binaphthalen]-2-ol|CS-0103131

Structure of 134532-03-9

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General Information

CAS No. 134532-03-9
Cat. No. CS-0103131
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 C₂₀H₁₅NO
Molecular Weight 285.34
Synonym(s) 2-AMINO-2'-HYDROXY-1 1'-BINAPHTHALENE
SMILES OC1=CC=C2C(C=CC=C2)=C1C3=C(N)C=CC4=C3C=CC=C4

Description

2'-Amino[1,1'-binaphthalen]-2-ol features a rigid binaphthyl scaffold with strategically positioned amino and phenolic hydroxyl groups. This arrangement enables strong chelation in asymmetric catalysis and facilitates directional π-stacking interactions. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, making it well-suited for ligand design in transition metal complexes.

Application

2'-Amino[1,1'-binaphthalen]-2-ol serves as a versatile chiral scaffold for asymmetric synthesis, featuring a rigid binaphthyl backbone with ortho-hydroxyl and amino functionalities. The phenolic OH enables metal coordination and hydrogen bonding, while the amino group facilitates derivatization and acts as a directing group in transition-metal-catalyzed reactions. Its bench-stable nature and compatibility with standard coupling protocols make it a practical building block for ligands, catalysts, and functionalized heterocycles in medicinal chemistry and catalysis.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H303-H318-H410
Precautionary Statements : P280-P391-P501

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Computational Chemistry Data

TPSA 46.25
LogP 4.9478
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Key Words

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2'-Amino[1,1'-binaphthalen]-2-ol

CAS No. 134532-03-9

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