N,N'-Bis(2-hydroxybenzyl)ethylenediamine

Name: N,N'-Bis(2-hydroxybenzyl)ethylenediamine
Brand: ChemScene
Availability: InStock
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CAS No. 18653-98-0
Cat. No. CS-0087100
Purity≥96%
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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N,N'-Bis(2-hydroxybenzyl)ethylenediamine|CS-0087100

Structure of 18653-98-0

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Description

N,N'-Bis(2-hydroxybenzyl)ethylenediamine features a bifunctional ligand framework with two phenolic hydroxyl groups positioned ortho to the amine linkages. This architecture enables strong chelation of metal ions, particularly in aqueous or protic environments. The molecule exhibits enhanced solubility and stability under standard bench conditions, facilitating its use in coordination chemistry and catalytic systems requiring precise metal control.

Application

N,N'-Bis(2-hydroxybenzyl)ethylenediamine serves as a versatile chelating ligand in transition metal catalysis, enabling efficient coordination to metals such as Cu(II), Ni(II), and Zn(II). Its ortho-hydroxyl groups enhance metal binding affinity and stability, facilitating use in asymmetric synthesis and oxidation reactions. The molecule exhibits good bench stability and ease of purification, making it suitable for iterative synthetic workflows. Functions effectively in both homogeneous catalysis and metal-assisted C–H functionalization protocols.

General Information

CAS No. 18653-98-0
Cat. No. CS-0087100
Purity ≥96%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₀N₂O₂
Molecular Weight 272.34
Synonym(s) None
SMILES OC1=C(CNCCNCC2=C(O)C=CC=C2)C=CC=C1

Computational Chemistry Data

TPSA 64.52
LogP 1.9772
H_Acceptors 4
H_Donors 4
Rotatable_Bonds 7

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H303-H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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N,N'-Bis(2-hydroxybenzyl)ethylenediamine

CAS No. 18653-98-0

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