5-Chloro-1,10-phenanthroline

Base Information

• Chemical Name: 5-Chloro-1,10-phenanthroline
• CAS No.: 4199-89-7
• Molecular Formula: C12H7ClN2
• Molecular Weight: 214.654
• Hs Code.: 2933990090
• European Community (EC) Number: 224-098-1
• DSSTox Substance ID: DTXSID2063347
• Nikkaji Number: J208.212H
• Wikidata: Q81990683
• ChEMBL ID: CHEMBL317115
• Mol file: 4199-89-7.mol

Synonyms:5-Chloro-1,10-phenanthroline;4199-89-7;1,10-Phenanthroline, 5-chloro-;C12H7ClN2;CHEMBL317115;5-Chloro-1.10-phenanthroline;EINECS 224-098-1;YSWG278;MLS001360518;SCHEMBL504765;C12-H7-Cl-N2;DTXSID2063347;5-Chloro-[1,10]phenanthroline;HMS3074N22;BDBM50401344;MFCD00004980;AKOS003369128;5-Chloro-1,10-phenanthroline, 98%;CS-W004567;FD10493;NCGC00247286-01;AS-59329;SMR001223955;FT-0714919

Chemical Property of 5-Chloro-1,10-phenanthroline

Chemical Property:

• Vapor Pressure: 3.64E-06mmHg at 25°C
• Melting Point: 123 °C
• Refractive Index: 1.741
• Boiling Point: 397.4 °C at 760 mmHg
• PKA: 4.02±0.10(Predicted)
• Flash Point: 226.4 °C
• PSA: 25.78000
• Density: 1.375 g/cm³
• LogP: 3.43640
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: It is soluble in organic solvents.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 214.0297759
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Chloro-1,10-phenanthroline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC2=CC(=C3C=CC=NC3=C2N=C1)Cl
• Uses: Used to prepare 1,10-phenanthrolinium cation. It is also used to make other chemicals. 5-Chloro-1,10-phenanthroline was used in preparation of:1,10-phenanthrolinium cation, new building block for the design of ionic liquid crystalsplatinum(II)-based metallointercalators

Technology Process of 5-Chloro-1,10-phenanthroline

There total 9 articles about 5-Chloro-1,10-phenanthroline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.5%

5,6-dichloro-5,6-dihydro-1,10-phenanthroline → 5-Chloro-1,10-phenanthroline (4199-89-7)

Guidance literature:

With sodium; In isopropyl alcohol; 0 deg C - RT, 1 h;

Reference yield:

8-amino-6-chloroquinoline (5470-75-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 5-Chloro-1,10-phenanthroline (4199-89-7)

Guidance literature:

With arsenic(V) oxide; sulfuric acid;

DOI:10.1021/ja01231a025

Reference yield:

1,10-Phenanthroline (66-71-7) → 5-Chloro-1,10-phenanthroline (4199-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / hypochlorous acid, NaOAc, NaCl, 40percent Bu₄NOH, pH = 6.5 / H₂O; CHCl₃ / 0.25 h / 0 °C

2: 97.5 percent / sodium metal / propan-2-ol / 0 deg C - RT, 1 h

With tetra(n-butyl)ammonium hydroxide; sodium acetate; sodium; hypochloric acid; sodium chloride; In chloroform; water; isopropyl alcohol;

upstream raw materials:

8-amino-6-chloroquinoline

glycerol

8-nitroquinoline

hydrogenchloride

Downstream raw materials:

(VO)2(Br₂C₆O₄)(C₁₂H₇ClN₂)2⁽²⁺⁾*SO₄^(2-)=[(VO)2(Br₂C₆O₄)(C₁₂H₇ClN₂)2](SO₄)

sulfuric acid

2-phenyl-5-(2-(piperidin-1-yl)ethyloxy)-1,10-phenanthroline

Cu(C₁₂H₇N₂(Cl))(P(C₆H₅)3)2⁽¹⁺⁾*BF₄^(1-)=(Cu(C₁₂H₇N₂(Cl))(P(C₆H₅)3)2)BF₄

Refernces

• 1、 Nabavizadeh, S. Masoud. "Thermodynamic studies of the binding of bidentate nitrogen donors with methyltrioxorhenium (MTO) in CHCl3 solution". . p. 1644 - 1648. Retrieved 2007/10/03.
• 2、 Bock, H.,Haenel, P.. "Electron Transfer and Ion Pairing, 27. Preparation of Semiquinone Ion Pairs by Reduction of Quinones Using Tetraalkylammonium Boranate in Aprotic Salt Solutions: 1,10-Phenanthrolin-5,6-dione". . p. 288 - 300. Retrieved 2007/10/02.