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5-Nitro-1,10-phenanthroline

  • Name 5-Nitro-1,10-phenanthroline
  • CAS 4199-88-6
  • Purity 99%
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Product Details

Cost-effective and customizable 5-Nitro-1,10-phenanthroline 4199-88-6 supplier

  • Molecular Formula: C12H7N3O2
  • Molecular Weight: 225.206
  • Appearance/Colour: Pale yellow or brown solid 
  • Vapor Pressure: 8.08E-12mmHg at 25°C 
  • Melting Point: 202-204 ºC (lit.) 
  • Refractive Index: 1.5700 (estimate) 
  • Boiling Point: 444ºC at 760 mmHg 
  • PKA: pK1:3.232(+1) (25°C) 
  • Flash Point: 222.3 ºC 
  • PSA: 71.60000 
  • Density: 1.444 g/cm3 
  • LogP: 3.21440 

5-Nitro-1,10-phenanthroline(Cas 4199-88-6) Usage

Biochem/physiol Actions

Platinum chelates of a variety of 5-substituted phenanthrolines, including 5-Nitro-1,10-phenanthroline, were tested for cytotoxicity against L1210 murine leukemia cells. Though all tested compounds had very similar DNA-binding affinities, they exhibited a wide range of cytotoxicity.

Purification Methods

Crystallise the phenanthroline from *benzene/pet ether, until anhydrous. It also crystallises from H2O with m 202o, and EtOAc with m 203o. Its pK2 5 varies from 3.20 to 2.69 with varying MeOH/H2O ratios from 0 to 0.95 moles/L, and from 3.20 to 1.95 in varying EtOH/H2O ratios from 0 to 0.94 moles/L [Ram et al. J Prakt Chem 319 719 1977]. It forms complexes with Cu2+, Zn2+, In2+, Fe2+ , Co2+, Ni2+ . [Beilstein 23 III/IV 1682, 23/8 V 425.]

InChI:InChI=1/C12H7N3O2.H2O/c16-15(17)10-7-8-3-1-5-13-11(8)12-9(10)4-2-6-14-12;/h1-7H;1H2

4199-88-6 Relevant articles

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Inglett,Smith

, p. 842 (1950)

-

Synthesis, photophysical properties, and theoretical studies on pyrrole-containing bromo Re(I) complex

Si, Zhenjun,Li, Xiaona,Li, Xiyan,Zhang, Hongjie

, p. 3742 - 3748 (2009)

Two bromo rhenium(I) carbonyl complexes ...

Luminescent ruthenium(II) polypyridyl functionalized gold nanoparticles; Their DNA binding abilities and application as cellular imaging agents

Elmes, Robert B. P.,Orange, Kim N.,Cloonan, Suzanne M.,Williams, D. Clive,Gunnlaugsson, Thorfinnur

, p. 15862 - 15865 (2011)

The synthesis and photophysical and biol...

A shining proposal for the detection of dissolved O2 in aqueous medium: Self-calibrated optical sensing via a covalent hybrid structure of carbon-dots&Ru

Jiang, Yuanyuan,Liu, Liang,Liu, Xuelian,Mao, Li,Wang, Hongjun,Zhao, Yanping

, (2021)

O2 is a life-supporting gas and has been...

Synthesis and characterization of a Eu-containing polymer precursor featuring thenoyltrifluoroacetone and 5-acrylamido-1,10-phenanthroline

Xu, Cun-Jin,Li, Bo-Geng,Wan, Jin-Tao,Bu, Zhi-Yang

, p. 159 - 163 (2011)

A polymerizable ligand, 5-acrylamido-1,1...

Synthesis and characterization of luminescent SiO2@Eu(phen–Si) core–shell nanospheres

Li, Wen-Xian,Zheng, Yu-Shan,Zhang, Hong-Bo,Bao, Jin-Rong,Li, Yi-Lian,Ma, Yang-Yang,Feng, Li-Na,Feng, Shu-Yan

, p. 250 - 259 (2020)

Four core–shell structured nanometre lum...

In situ generation of self-enhanced luminophore by β-lactamase catalysis for highly sensitive electrochemiluminescent aptasensor

Gui, Guo-Feng,Zhuo, Ying,Chai, Ya-Qin,Xiang, Yun,Yuan, Ruo

, p. 5873 - 5880 (2014)

This work described a new electrogenerat...

Preparation and valence tautomeric behavior of a cobaltdioxolene complex with a new TTF-functionalized phenanthroline Ligand

Kanegawa, Shinji,Kang, Soonchul,Sato, Osamu

, p. 700 - 702 (2013)

In this study, a new tetrathiafulvalene-...

SYNTHESIS OF POLYMERS CONTAINING o-PHENANTHROLINE GROUPS AND STUDY OF THEIR COMPLEXING WITH COPPER(II) IONS

Shamshinova, V. V.,Kokorin, A. I.,Kolosova, E. M.,Yaroslavov, A. A.

, p. 2476 - 2479 (1986)

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Memristors Based on an Iridium(III) Complex Containing Viologen for Advanced Synaptic Bionics

Chen, Xintong,Deng, Yongjing,Li, Feiyang,Liu, Shujuan,Tong, Yi,Wang, Yu,Zhao, Qiang,Zhuang, Yanling

, p. 13021 - 13028 (2021)

Memristors with nonvolatile memory prope...

A highly selective off-on red-emitting phosphorescent thiol probe with large stokes shift and long luminescent lifetime

Ji, Shaomin,Guo, Huimin,Yuan, Xiaolin,Li, Xiaohuan,Ding, Haidong,Gao, Peng,Zhao, Chunxia,Wu, Wenting,Wu, Wanhua,Zhao, Jianzhang

, p. 2876 - 2879 (2010)

(Figure presented) An OFF-ON red-emittin...

Photophysical properties of lanthanide complexes with 5-nitro-1,10- phenanthroline

Xu, Cunjin

, p. 631 - 635 (2010)

Five novel lanthanide (Eu3+, Tb3+, Sm 3+...

A novel white-luminescent ternary europium hybrids with phenanthroline functionalized periodic mesoporous organosilicas (PMOs) and 2-methyl-9- hydroxyphenalenone

Yan, Bing,Gu, Yan-Jing

, p. 75 - 78 (2013)

The molecular linkage (phenSi) is modifi...

Europium (III) complex functionalized Si-MCM-41 hybrid materials with visible-light-excited luminescence

Gu, Yan-Jing,Yan, Bing

, p. 96 - 102 (2013)

The synthesis of organics 9-hydroxyphena...

Meta Selective C-H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction

Chaturvedi, Jagriti,Haldar, Chabush,Bisht, Ranjana,Pandey, Gajanan,Chattopadhyay, Buddhadeb

supporting information, p. 7604 - 7611 (2021/05/26)

An electrostatically directed meta boryl...

Molecular engineering for optical properties of 5-substituted-1,10-phenanthroline-based Ru(ii) complexes

Beley, Marc,Blanchard-Desce, Mireille,Chevreux, Sylviane,Gros, Philippe C.,Lawson-Daku, Latévi Max,Lemercier, Gilles,Mongin, Olivier,Moreau, Juliette,Rousset, Elodie

, p. 10119 - 10132 (2021/08/03)

A series of homo- and heteroleptic Ru(ii...

Ionic iridium (III) complex containing viologen units and preparation method and application thereof

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Paragraph 0035-0036; 0039, (2021/04/03)

The invention discloses an ionic iridium...

4199-88-6 Process route

1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

5-Nitro-1,10-phenanthroline
4199-88-6

5-Nitro-1,10-phenanthroline

Conditions
Conditions Yield
With sulfuric acid; nitric acid; at 160 ℃; for 3h;
100%
With sulfuric acid; nitric acid; at 160 ℃;
99%
With sulfuric acid; nitric acid; at 160 ℃; for 3h;
99%
With sulfuric acid; nitric acid; at 160 ℃; for 3h;
99%
With sulfuric acid; nitric acid; at 160 ℃; for 3h; Inert atmosphere;
91.5%
With fuming sulphuric acid; nitric acid; at 160 - 170 ℃;
91%
With sulfuric acid; nitric acid; at 0 - 150 ℃; for 3h;
90%
With sulfuric acid; nitric acid; for 3h; Inert atmosphere; Schlenk technique; Reflux;
90%
With sulfuric acid; nitric acid; at 160 ℃; for 3h;
88%
With sulfuric acid; nitric acid; In water; at 170 ℃; for 3h;
86%
1,10-Phenanthroline; With sulfuric acid; nitric acid; In water; at 100 - 110 ℃;
With sodium hydroxide; In water; at 20 ℃; pH=6 - 7;
68%
With sulfuric acid; nitric acid; at 120 ℃; for 3h;
65%
With sulfuric acid; nitric acid; at 100 - 110 ℃; for 2h;
63%
With sulfuric acid; nitric acid; at 90 ℃; for 30h;
63%
With sulfuric acid; nitric acid;
60%
1,10-Phenanthroline; With sulfuric acid; sulfur trioxide; nitric acid;
With sodium hydrogencarbonate;
60%
With sulfuric acid; nitric acid; at 170 ℃; for 0.5h;
56%
With sulfuric acid; nitric acid; at 150 - 170 ℃; for 3h;
24%
With sulfuric acid; nitric acid;
With sulfuric acid; nitric acid; at 160 - 170 ℃; for 2h;
With sulfuric acid; nitric acid;
With sulfuric acid; nitric acid; In water;
With sulfuric acid; nitric acid; for 3h; Reflux;
With sulfuric acid; nitric acid;
With sulfuric acid; nitric acid; at 170 ℃;
With sulfuric acid; nitric acid;
With sulfuric acid; nitric acid; Reflux;
With sulfuric acid; nitric acid; at 165 ℃; for 3h;
With sulfuric acid; nitric acid; at 165 ℃; for 4h;
With sulfuric acid; nitric acid; at 160 ℃; for 3h;
With sulfuric acid; nitric acid; at 165 ℃; for 2h;
1,10-phenanthroline-5-carboxylic acid
630067-06-0

1,10-phenanthroline-5-carboxylic acid

5-Nitro-1,10-phenanthroline
4199-88-6

5-Nitro-1,10-phenanthroline

Conditions
Conditions Yield
With nitronium tetrafluoborate; silver carbonate; In N,N-dimethyl acetamide; at 90 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;
81%

4199-88-6 Upstream products

  • 66-71-7
    66-71-7

    1,10-Phenanthroline

  • 42606-38-2
    42606-38-2

    8-amino-5-nitroquinoline

  • 56-81-5
    56-81-5

    glycerol

  • 7664-93-9
    7664-93-9

    sulfuric acid

4199-88-6 Downstream products

  • 54258-41-2
    54258-41-2

    1,10-phenanthroline-5-amine

  • 168646-53-5
    168646-53-5

    5-nitro-6-amino-1,10-phenanthroline

  • 111047-29-1
    111047-29-1

    2-iodo-N-1,10-phenanthrolin-5-ylacetamide

  • 229622-33-7
    229622-33-7

    [Cu(5-nitro-1,10-phenanthroline)(salicylaldehydate)]NO3

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