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Key Documents

D216402

Sigma-Aldrich

2,2′-Dipyridylamine

98%

Synonym(s):

bipyam

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About This Item

Empirical Formula (Hill Notation):
C10H9N3
CAS Number:
Molecular Weight:
171.20
Beilstein:
127131
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

bp

222 °C/50 mmHg (lit.)

mp

90-92 °C (lit.)

SMILES string

N(c1ccccn1)c2ccccn2

InChI

1S/C10H9N3/c1-3-7-11-9(5-1)13-10-6-2-4-8-12-10/h1-8H,(H,11,12,13)

InChI key

HMMPCBAWTWYFLR-UHFFFAOYSA-N

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Application

2,2′-Dipyridylamine (bipyam) can be used:
  • As a bidentate N-donor ligand in the synthesis of various metal complexes.
  • To synthesize Pd-polyoxovanadates, heterogeneous catalyst for the oxidation of benzylic hydrocarbons.

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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Chao Tu et al.
Inorganic chemistry, 42(19), 5795-5797 (2003-09-16)
A novel hexadentate ligand, N,N,N',N',N",N"-hexa(2-pyridyl)-1,3,5-tris(aminomethyl)benzene (L), was designed and synthesized. The X-ray structure analysis reveals that the three dipyridylamine (DPA) groups of L are almost perpendicular to the central trimethylenebenzene, and two of them are spacially close to each other
Manganese (II) complexes of the quinolone family member flumequine: Structure, antimicrobial activity and affinity for albumins and calf-thymus DNA
Barmpa A, et al.
Polyhedron, 145, 166-175 (2018)
Heather R Lucas et al.
Journal of the American Chemical Society, 132(37), 12927-12940 (2010-08-24)
The kinetics, thermodynamics, and coordination dynamics are reported for O(2) and CO 1:1 binding to a series of pseudo-tetradentate ligand-copper(I) complexes ((D)LCu(I)) to give Cu(I)/O(2) and Cu(I)/CO product species. Members of the (D)LCu(I) series possess an identical tridentate core structure
Runyu Tan et al.
Inorganic chemistry, 51(13), 7039-7049 (2012-06-13)
A novel multidentate ligand with 2,2'-dipyridylamine functionalities, 1,8-bis[4-(2,2'-dipyridylamino)phenylacetylenyl]anthracene (1), has been synthesized through a double Sonogashira coupling reaction and characterized by NMR spectroscopic, elemental, and X-ray diffraction analyses. Compound 1 can bind to either one metal center as a tetradentate
Y Kobayashi et al.
Xenobiotica; the fate of foreign compounds in biological systems, 30(7), 683-692 (2000-08-30)
1. The effect of 2,2'-dipyridyl ketone and 2,2'-dipyridyl amine on the induction of hepatic microsomal cytochrome P450 (P450) and heme oxygenase was compared, and their effects on five different P450 isoforms (P4501A1, 3A2, 2B1, 2E1 and 2C11) in rat were

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