684031
(1S, 2S)-1,2-Bis(4-nitrophenyl)ethylenediamine dihydrochloride
97%
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Quality Level
Assay
97%
form
powder
optical activity
[α]22/D -84.0°, c = 1 in H2O
mp
202-207 °C
SMILES string
Cl.Cl.N[C@H]([C@@H](N)c1ccc(cc1)[N+]([O-])=O)c2ccc(cc2)[N+]([O-])=O
InChI
1S/C14H14N4O4.2ClH/c15-13(9-1-5-11(6-2-9)17(19)20)14(16)10-3-7-12(8-4-10)18(21)22;;/h1-8,13-14H,15-16H2;2*1H/t13-,14-;;/m0../s1
InChI key
PDPYGNJVCKPVGM-AXEKQOJOSA-N
Related Categories
Application
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
Regulatory Information
Certificates of Analysis (COA)
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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).
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