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CS-W001157 4
Total: USD 88.00

(1R,2R)-1,2-Bis(2-hydroxyphenyl)ethylenediamine

  • CAS No. 870991-70-1

  • Cat. No. CS-0086383
  • Purity≥97%
  • MDL No.MFCD09751760

*For research and further manufacturing use only, not for direct human use.

(1R,2R)-1,2-Bis(2-hydroxyphenyl)ethylenediamine|CS-0086383

Structure of 870991-70-1

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General Information

  • CAS No. 870991-70-1
  • Cat. No. CS-0086383
  • Purity ≥97%
  • MDL No. MFCD09751760
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₆N₂O₂
  • Molecular Weight 244.29
  • Synonym(s) 2,2'-[(1R,2R)-1,2-Diaminoethylene]bisphenol
  • SMILES OC1=C([C@@H](N)[C@@H](C2=C(O)C=CC=C2)N)C=CC=C1

Description

This chelating ligand features a rigid, enantiopure scaffold with two ortho-hydroxyphenyl groups positioned to enable strong metal coordination. The diamine backbone provides tunable basicity, while the hydroxyl functionalities enhance solubility and facilitate complexation with transition metals under standard conditions.

Application

(1R,2R)-1,2-Bis(2-hydroxyphenyl)ethylenediamine serves as a versatile chiral ligand in transition metal catalysis, particularly in asymmetric synthesis. Its ortho-hydroxyaryl groups enable robust metal coordination and facilitate enantioselective transformations via stable chelation. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthetic workflows. It functions effectively in Pd- and Cu-catalyzed coupling reactions and supports the construction of complex heterocyclic scaffolds with high stereocontrol.

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   92.5
  • LogP   1.7976
  • H_Acceptors   4
  • H_Donors   4
  • Rotatable_Bonds   3

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