685879

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

95%

• Synonym(s): (1S,2S)-1,2-Bis(2-hydroxyphenyl)-1,2-ethanediamine, (S,S) Jik Chin Mother Diamine, (S,S) Diaminopharm Diamine, (S,S) Mother Diamine
• Empirical Formula (Hill Notation): C₁₄H₁₆N₂O₂
• Molecular Weight: 244.29
• MDL number: MFCD09751761
• UNSPSC Code: 12352116
• PubChem Substance ID: 24885691
• NACRES: NA.22

Properties

• Assay: 95%
• form: solid
• optical activity: [α]22/D -65°, c = 0.2 in chloroform
• mp: 157-162 °C
• SMILES string: N[C@H]([C@@H](N)c1ccccc1O)c2ccccc2O
• InChI: 1S/C14H16N2O2/c15-13(9-5-1-3-7-11(9)17)14(16)10-6-2-4-8-12(10)18/h1-8,13-14,17-18H,15-16H2/t13-,14-/m0/s1
• InChI key: MRNPLGLZBUDMRE-KBPBESRZSA-N

Description

General description

1,2-Bis(2-hydroxyphenyl)ethylenediamine is a chiral diamine, which acts as a key precursor (mother diamine) in the synthesis of alkyl, aryl, and heterocyclic diamines (daughter diamines), used for various synthetic applications.

Application

(1S,2S)-1,2-Bis(2-hydroxyphenyl)ethylenediamine can be used:

• As a starting material for the synthesis of Schiff base complexes of gold(III), bearing potent anticancer activity.
• As a stereoinductor in the synthesis of quinoline and isoquinoline based 1,2-diamines; that are employed as catalysts in the preparation of warfarin and coumachlor in water.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves