Lot numbers can be found on the outside label of a product:
N,N'-Bis(2-hydroxybenzyl)ethylenediamine
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CAS No. 18653-98-0
- Cat. No. CS-0087100
- Purity≥96%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 18653-98-0
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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
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.
Synthesis
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Route1
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In-stock
94-93-9 - ~99%
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In-stock
18653-98-0
References
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Voronova, Krisztina; Purgel, Mihaly; Udvardy, Antal; Benyei, Attila C.; Katho, Agnes; Joo, Ferenc Organometallics, 2013 , vol. 32, # 15 p. 4391 - 4401
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Route2
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In-stock
89-95-2 - ~%
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In-stock
18653-98-0
References
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Sharma, Vibha; Khan European Journal of Medicinal Chemistry, 2001 , vol. 36, # 7-8 p. 651 - 658
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Route3
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93731-55-6 - ~84%
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In-stock
18653-98-0
References
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Rivera, Augusto; Quevedo, Rodolfo; Navarro, Miguel A.; Maldonado, Mauricio Synthetic Communications, 2004 , vol. 34, # 13 p. 2479 - 2485
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H303-H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 64.52
- LogP 1.9772
- H_Acceptors 4
- H_Donors 4
- Rotatable_Bonds 7
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Key Words
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