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Merck
CN

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

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About This Item

Empirical Formula (Hill Notation):
C14H16N2O2
Molecular Weight:
244.29
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Assay:
95%
Form:
solid
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Quality Segment

assay

95%

form

solid

optical activity

[α]22/D -65°, c = 0.2 in chloroform

mp

157-162 °C

functional group

amine

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

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.



pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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