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Merck

684147

Sigma-Aldrich

(1S, 2S)-1,2-Di-1-Naphthyl-Ethylendiamin-Dihydrochlorid -dihydrochlorid

97%

Synonym(e):

(S,S)-1,2-Bis-(1-naphthyl)-1,2-ethandiamin -dihydrochlorid

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About This Item

Empirische Formel (Hill-System):
C22H20N2 · 2HCl
CAS-Nummer:
Molekulargewicht:
385.33
MDL-Nummer:
UNSPSC-Code:
12352005
PubChem Substanz-ID:
NACRES:
NA.22

Assay

97%

Form

powder

Optische Aktivität

[α]22/D +258.0°, c = 1 in H2O

mp (Schmelzpunkt)

219-224 °C

SMILES String

Cl[H].Cl[H].N[C@H]([C@@H](N)c1cccc2ccccc12)c3cccc4ccccc34

InChI

1S/C22H20N2.2ClH/c23-21(19-13-5-9-15-7-1-3-11-17(15)19)22(24)20-14-6-10-16-8-2-4-12-18(16)20;;/h1-14,21-22H,23-24H2;2*1H/t21-,22-;;/m0../s1

InChIKey

SHNGCXWOHADIKG-IXOXMDGESA-N

Anwendung

(1S, 2S)-1,2-di-1-Naphthyl-ethylenediamine dihydrochloride can be used to synthesize N,N′-[(1S,2S)-1,2-di-1-naphthyl-ethylene]bis2-propenamide, a chiral monomer, to prepare polymeric chiral stationary phase for HPLC.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Tharanga Payagala et al.
Analytical and bioanalytical chemistry, 399(7), 2445-2461 (2011-01-05)
Three new polymeric chiral stationary phases were synthesized based on (1S,2S)-1,2-bis(2,4,6-trimethylphenyl)ethylenediamine, (1S,2S)-1,2-bis(2-chlorophenyl)ethylenediamine, and (1S,2S)-1,2-di-1-naphthylethylenediamine via a simple free-radical-initiated polymerization in solution. These monomers are structurally related to (1S,2S)-1,2-diphenylethylenediamine which is the chiral monomer used for the commercial P-CAP-DP polymeric chiral

Artikel

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

Verwandter Inhalt

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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