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MilliporeSigma

684031

Sigma-Aldrich

(1S, 2S)-1,2-Bis(4-nitrophenyl)ethylenediamine dihydrochloride

97%

Sinónimos:

(1S, 2S)-1,2-Bis(4-nitrophenyl)-1,2-ethanediamine dihydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C14H14N4O4 · 2HCl
Número de CAS:
Peso molecular:
375.21
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

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

Categorías relacionadas

Application

(1S, 2S)-1,2-Bis(4-nitrophenyl)ethylenediamine dihydrochloride can be used to prepare a fluorous Fe-salen complex, which is used as a catalyst in the asymmetric epoxidation of C-C double bonds.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

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Visite la Librería de documentos

Unprecedented Asymmetric Epoxidation of Isolated Carbon-Carbon Double Bonds by a Chiral Fluorous Fe (III) Salen Complex: Exploiting Fluorophilic Effect for Catalyst Design
Kobayashi Y, et al.
European Journal of Organic Chemistry, 2019(13), 2401-2408 (2019)

Artículos

Chiral vicinal diamines are of tremendous interest to the synthetic chemist as they are found in many chiral catalysts and pharmaceuticals.

Contenido relacionado

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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