685860
(1R,2R)-1,2-Bis(2-hydroxyphenyl)ethylenediamine
95% (HPLC)
Synonym(s):
(1R,2R)-1,2-Bis(2-hydroxyphenyl)-1,2-ethanediamine, (R,R) Diaminopharm Diamine, (R,R) Jik Chin Mother Diamine, (R,R) Mother Diamine
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About This Item
assay
95% (HPLC)
form
powder
optical activity
[α]22/D +62°, c = 1% in chloroform
mp
157-163 °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-/m1/s1
InChI key
MRNPLGLZBUDMRE-ZIAGYGMSSA-N
General description
Application
- Enantiomerically pure trans-3-arylpiperazine-2-carboxylic acid derivatives via diaza-Cope rearrangement (DCR).
- 4,4′-(1,2-Diazaniumylethane-1,2-diyl)dibenzoate trihydrate by treating with terephthalaldehydic acid.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Articles
Chiral vicinal diamines are of tremendous interest to the synthetic chemist as they are found in many chiral catalysts and pharmaceuticals.
Related Content
The Chin group is interested in computational and experimental approaches to understanding stereoselective recognition and catalysis. Their studies in weak forces (H-bonding, electronic and steric effects) has led to a highly efficient method for making limitless varieties of chiral vicinal diamines from the 'mother diamine' that are useful for developing stereoselective organocatalysts or transition metal-based catalysts as well as for developing drugs (Acc Chem Res (2012) p1345). The 'mother diamine' is also useful for making binol, monophos and binap analogs. The Chin group is also interested in using reversible covalent bonds for stereoselective recognition and L to D conversion of natural and non-natural amino acids (EJOC (2012) p229).
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 685860-10G | 04061832759234 |
| 685860-100MG | 04061832987224 |
| 685860-25G | 04061838632814 |
| 685860-1G | 04061826263365 |