Skip to Content
Merck
All Photos(1)

Key Documents

365246

Sigma-Aldrich

2-Nitrophenyl selenocyanate

97.5%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
O2NC6H4SeCN
CAS Number:
Molecular Weight:
227.08
Beilstein:
1309777
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97.5%

mp

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

InChI key

LHBLJWULWKQRON-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

2-Nitrophenyl selenocyanate is a chromophoric selenium compound.

Application

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Shaoman Zhou et al.
Journal of medicinal chemistry, 49(20), 6120-6128 (2006-09-29)
All stereoisomers of adenine and guanine methylene-3-fluoromethylenecyclopropane analogues of nucleosides 9a, 9b, 10a, 10b, 11a, 11b, 12a, and 12b were synthesized and their antiviral activities were evaluated. A highly convergent approach permitted the synthesis of all these analogues using a
M Arnó et al.
Steroids, 43(3), 305-314 (1984-03-01)
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.
Antioxidants & redox signaling, 3(4), 651-656 (2001-09-14)
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
Synthesis and radical oxidation of steroidal 1-oxo-5α-alcohols.
Khripach VA, et al.
ARKIVOC (Gainesville, FL, United States), 9, 20-28 (2008)
Wenyi Zheng et al.
Analytical chemistry, 89(14), 7586-7592 (2017-06-24)
p-Xyleneselenocyanate (p-XSC) is one of the most investigated selenium compounds in cancer-prevention and -therapy. Despite the potent anticancer property, there is still no proper method to perform the quantitative analysis of p-XSC in plasma. In this investigation, we aimed at

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service