Skip to Content
Merck
All Photos(1)

Documents

758388

Sigma-Aldrich

Pyrazino[2,3-f][1,10]phenanthroline

99% (HPLC)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C14H8N4
CAS Number:
217-90-3
Molecular Weight:
232.24
MDL number:
MFCD18447748
UNSPSC Code:
12352103
PubChem Substance ID:
329766739
NACRES:
NA.23

Assay

99% (HPLC)

form

solid

mp

310-315 °C

SMILES string

c1cnc2c(c1)c3nccnc3c4cccnc24

InChI

1S/C14H8N4/c1-3-9-11(15-5-1)12-10(4-2-6-16-12)14-13(9)17-7-8-18-14/h1-8H

InChI key

IBOSPAWVGHGUAV-UHFFFAOYSA-N

Related Categories

General description

Pyrazino[2,3-f][1,10]phenanthroline is a ligand which is used in the synthesis of copper(I)- phenanthroline complexes which are used in molecular device technology and in solar-energy conversion. It functions as an electron acceptor and the electron density is delocalized on the quinoxaline ring. The absorption and emission properties and the excited state lifetimes of these phenanthroline based copper complexes can be fine-tuned easily.

Application

  • As an electron accepting ligand in metal complexes which are used in solar cells.
  • Used in the synthesis of ruthenium (II) complexes which are used as DNA probes.

Features and Benefits

Imparts improved directionality of electron transfer in excited copper complexes.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Synthesis, spectroscopic and electrochemical characterization of copper (I) complexes with functionalized pyrazino [2, 3-f]-1, 10-phenanthroline.
Barrientos, L., Araneda, C., Loeb, B., & Crivelli, I. G.
Polyhedron, 27(4), 1287-1295 (2008)
Yujie Sun et al.
Inorganic chemistry, 47(14), 6427-6434 (2008-06-25)
A series of ruthenium(II) complexes possessing ligands with an extended pi system were synthesized and characterized. The complexes are derived from [Ru(bpy)3](2+) (1, bpy = 2,2'-bipyridine) and include [Ru(bpy)2(tpphz)](2+) (2, tpphz = tetrapyrido[3,2-a:2',3'-c:3'',2''-h:2''',3'''-j]phenazine), [Ru(bpy)2(dppx)](2+) (3, dppx = 7,8-dimethyldipyrido[3,2-a:2',3'-c]phenazine), [Ru(bpy)2(dppm2)](2+) (4
Ge; Hu; Wei;et al.
Journal of Luminescence, 131, 238-243 (2011)

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