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301817

Sigma-Aldrich

5,6-Dimethyl-1,10-phenanthroline

97%

Synonym(s):

5,6-Dimethyl-o-phenanthroline

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About This Item

Empirical Formula (Hill Notation):
C14H12N2
CAS Number:
3002-81-1
Molecular Weight:
208.26
Beilstein/REAXYS Number:
160918
EC Number:
221-100-2
MDL number:
MFCD00004983
UNSPSC Code:
12352100
PubChem Substance ID:
24858212
NACRES:
NA.22

Quality Level

100

assay

97%

mp

266-269 °C (lit.)

SMILES string

Cc1c(C)c2cccnc2c3ncccc13

InChI

1S/C14H12N2/c1-9-10(2)12-6-4-8-16-14(12)13-11(9)5-3-7-15-13/h3-8H,1-2H3

InChI key

BRPQDJPJBCQFSR-UHFFFAOYSA-N

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Application

5,6-Dimethyl-1,10-phenanthroline was employed as ligand in the preparation of:
  • novel tetrahedral copper(I) mixed-ligand complexes
  • mixed ligand Ru(II) complexes
  • 5,6-bis(bromomethyl)-1,10-phenanthroline via bromination with N-bromosuccinimide

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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’.

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Self-assembled fullerene-derivative monolayers on a gold substrate using phenanthroline-Au interactions.
Dominguez O, et al.
Langmuir, 14(4), 821-824 (1998)
Mixed ligand ruthenium (II) complexes of 5, 6-dimethyl-1, 10-phenanthroline: the role of ligand hydrophobicity on DNA binding of the complexes.
Uma MP, et al.
Inorgorganica Chimica Acta, 359(14), 4601-4612 (2006)
Valentina Gandin et al.
Journal of medicinal chemistry, 56(18), 7416-7430 (2013-08-24)
Novel tetrahedral copper(I) mixed-ligand complexes of the type [Cu(X)(N(∩)N)(PCN)], 3-10, where X = Cl or Br, N(∩)N = 2,2'-bipyridine (bipy), 1,10-phenanthroline (phen), 5,6-dimethyl-1,10-phenanthroline (dmp), and dipyrido-[3,2-d:2',3'-f]-quinoxaline (dpq), and PCN = tris-(2-cyanoethyl)phosphine, have been synthetized and characterized by NMR, ESI-MS, and

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