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301779

Sigma-Aldrich

5-Chloro-1,10-phenanthroline

98%

Synonym(s):

5-Chloro-1,10-diazaphenanthrene, 5-Chloro-o-phenanthroline

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About This Item

Empirical Formula (Hill Notation):
C12H7ClN2
CAS Number:
4199-89-7
Molecular Weight:
214.65
MDL number:
MFCD00004980
UNSPSC Code:
12352100
PubChem Substance ID:
24858209
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

124-126 °C (lit.)

SMILES string

Clc1cc2cccnc2c3ncccc13

InChI

1S/C12H7ClN2/c13-10-7-8-3-1-5-14-11(8)12-9(10)4-2-6-15-12/h1-7H

InChI key

XDUUQOQFSWSZSM-UHFFFAOYSA-N

Application

5-Chloro-1,10-phenanthroline was used in preparation of:
  • 1,10-phenanthrolinium cation, new building block for the design of ionic liquid crystals
  • platinum(II)-based metallointercalators

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

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

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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Thomas Cardinaels et al.
Langmuir : the ACS journal of surfaces and colloids, 27(5), 2036-2043 (2011-01-22)
The 1,10-phenanthrolinium cation is introduced as a new building block for the design of ionic liquid crystals. 1,10-Phenanthroline, 5-methyl-1,10-phenanthroline, 5-chloro-1,10-phenanthroline, and 4,7-diphenyl-1,10-phenanthroline were quaternized by reaction with 1,3-dibromopropane or 1,2-dibromoethane. The resulting cations were combined with dodecyl sulfate or dioctyl
Sharon Kemp et al.
Journal of inorganic biochemistry, 101(7), 1049-1058 (2007-06-05)
Fifteen platinum(II)-based metallointercalators have been synthesised that utilise substituted 1,10-phenanthroline (phen) ligands, including 5-chloro-1,10-phenanthroline (5-Cl-phen), 5-methyl-1,10-phenanthroline (5-CH3-phen), 5-amino-1,10-phenanthroline (5-NH2-phen), 5-nitro-1,10-phenanthroline (5-NO2-phen) and dipyrido[3,2-d:2',3'-f]quinoxaline (dpq), and achiral ethylenediamine (en) and the chiral ancillary ligands 1S,2S-diaminocyclohexane (S,S-dach) and 1R,2R-diaminocyclohexane (R,R-dach). Their cytotoxicity

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