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684031

Sigma-Aldrich

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

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C14H14N4O4 · 2HCl
CAS Number:
Molecular Weight:
375.21
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

optical activity

[α]22/D -84.0°, c = 1 in H2O

mp

202-207 °C

functional group

amine
nitro

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

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)

Articles

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

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