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569593

Sigma-Aldrich

4,4′-Dimethyl-2,2′-dipyridyl

99.5%, purified by sublimation

Synonym(s):

2,2′-Bi(γ-picoline), 4,4′-Dimethyl-2,2′-bipyridine

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About This Item

Empirical Formula (Hill Notation):
C12H12N2
CAS Number:
Molecular Weight:
184.24
Beilstein/REAXYS Number:
128995
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

99.5%

form

solid

purified by

sublimation

mp

169-174 °C (lit.)

SMILES string

Cc1ccnc(c1)-c2cc(C)ccn2

InChI

1S/C12H12N2/c1-9-3-5-13-11(7-9)12-8-10(2)4-6-14-12/h3-8H,1-2H3

InChI key

NBPGPQJFYXNFKN-UHFFFAOYSA-N

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Application

4,4′-Dimethyl-2,2′-dipyridyl (dmbipy) may be used as a ligand in the synthesis of :
  • carbonato-bridged triangular trinuclear compounds and tetranuclear hydroxo-bridged compounds
  • dmbipy-copper bridged complexes, which show variation in crystal geometries, thermal and magnetic properties

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Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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"Crystal Chemistry of the 4,4`-Dimethyl-2,2`bipyridine/Copper Bromide System"
Willett.DR, et al
Inorganic Chemistry, 40(17), 4342-4352 (2001)
"Ferromagnetic trinuclear carbonato-bridged and tetranuclear hydroxo-bridged Cu (II) compounds with 4, 4'-dimethyl-2, 2'-bipyridine as ligand. X-ray structure, spectroscopy and magnetism"
Albada VAN, et al.
Inorgorganica Chimica Acta, 331(01), 208- 215 (2002)
Maxime Mourer et al.
Bioorganic & medicinal chemistry, 20(6), 2035-2041 (2012-03-01)
Various polycharged calix[4]arenes were assayed as anti-mycobacterial agents against Mycobacterium tuberculosis, H(37)Rv strain. The sulfonate, carboxylate and phosphonate anionic species displayed no activity. Cationic derivatives integrating four aminoethyl groups at the upper rim and two 6,6'-dimethyl-2,2'-bipyridyl- or 4,4'-dimethyl-2,2'-bithiazolyl subunits at
Yang-Hui Luo et al.
Dalton transactions (Cambridge, England : 2003), 43(44), 16937-16942 (2014-10-11)
A new iron(II) complex based on the 4,4'-dimethyl-2,2'-bipyridine ligand [Fe(4,4'-dmbpy)3(ClO4)(SCN)·3H2O (1·3H2O)] has been prepared and characterized. Structural studies and Hirshfeld surface analysis for complex 1·3H2O at three different temperatures (300, 240 and 130 K) are described. The UV-vis absorption spectrum
Tommy Siu-Ming Tang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(30), 10729-10740 (2015-06-23)
The synthesis, characterization, photophysics, lipophilicity, and cellular properties of new phosphorescent ruthenium(II) polypyridine complexes functionalized with a dibenzocyclooctyne (DIBO) or amine moiety [Ru(N^N)2 (L)](PF6 )2 are reported (L=4-(13-N-(3,4:7,8-dibenzocyclooctyne-5-oxycarbonyl) amino-4,7,10-trioxa-tridecanyl-aminocarbonyl-oxy-methyl)-4'-methyl-2,2'-bipyridine bpy-DIBO, N^N=2,2'-bipyridine bpy (1 a), 1,10-phenanthroline phen (2 a); L=4-(13-amino-4,7,10-trioxa-tridecanylaminocarbonyl-oxy-methyl)-4'-methyl-2,2'-bipyridine bpy-NH2 , N^N=bpy

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