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365246

Sigma-Aldrich

2-Nitrophenyl-selenocyanat

97.5%

Synonym(e):

1-Nitro-2-selenocyanatobenzene, o-Nitrophenyl selenocyanate, o-Nitrophenyl selenocyanide, o-Nitrophenylselenyl cyanide

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About This Item

Lineare Formel:
O2NC6H4SeCN
CAS-Nummer:
51694-22-5
Molekulargewicht:
227.08
Beilstein:
1309777
EG-Nummer:
257-350-4
MDL-Nummer:
MFCD00043146
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24862498
NACRES:
NA.22

Qualitätsniveau

200

Assay

97.5%

mp (Schmelzpunkt)

140-142 °C (lit.)

SMILES String

[O-][N+](=O)c1ccccc1[Se]C#N

InChI

1S/C7H4N2O2Se/c8-5-12-7-4-2-1-3-6(7)9(10)11/h1-4H

InChIKey

LHBLJWULWKQRON-UHFFFAOYSA-N

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Allgemeine Beschreibung

2-Nitrophenyl selenocyanate is a chromophoric selenium compound.

Anwendung

2-Nitrophenyl selenocyanate (o-nitrophenyl selenocyanate) may be used:
  • to study the mechanism of its reaction with the zinc/thiolate clusters of metallothionein
  • in the preparation of 2,3-seco-5 α-cholestane-2,3-diol
  • in the preparation of 4α-methyl-2,3-seco-5 α-cholestane-2,3-diol
  • in the preparation of 2-nitrophenylselenyl derivative
  • in the synthesis of 3α-[(2-Nitrophenyl)seleno]androsta-1,5-dien-17β-ol

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Journal of medicinal chemistry, 49(20), 6120-6128 (2006-09-29)
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The reaction of 2,3-seco-5 alpha-cholestane-2,3-diol and 4 alpha-methyl-2,3-seco-5 alpha-cholestane-2,3-diol with o-nitrophenyl selenocyanate was studied. The diols were synthesized from cholesterol.
Y Chen et al.
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Zinc/thiolate (cysteine) coordination occurs in a very large number of proteins. These coordination sites are thermodynamically quite stable. Yet the redox chemistry of thiolate ligands confers extraordinary reactivities on these sites. The significance of such ligand-centered reactions is that they
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