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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

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

Related Categories

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)

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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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