5-Bromo-1,10-phenanthroline

Base Information

• Chemical Name: 5-Bromo-1,10-phenanthroline
• CAS No.: 40000-20-2
• Molecular Formula: C12H7BrN2
• Molecular Weight: 259.105
• Hs Code.: 2933990090
• European Community (EC) Number: 254-742-7
• DSSTox Substance ID: DTXSID00885793
• Nikkaji Number: J236.164G
• Wikidata: Q72449023
• Mol file: 40000-20-2.mol

Synonyms:5-Bromo-1,10-phenanthroline;40000-20-2;1,10-Phenanthroline, 5-bromo-;EINECS 254-742-7;C12H7BrN2;MFCD00046903;Bromo-1,10-phenanthroline;SCHEMBL504434;C12-H7-Br-N2;DTXSID00885793;AMY32747;AKOS015899695;CS-W004584;DS-6619;B0429;B5567;FT-0722483;C75023;A846124

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

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 8.5E-07mmHg at 25°C
• Melting Point: 119°C(lit.)
• Refractive Index: 1.757
• Boiling Point: 417.6 °C at 760 mmHg
• PKA: 3.98±0.10(Predicted)
• Flash Point: 206.3 °C
• PSA: 25.78000
• Density: 1.616g/cm³
• LogP: 3.54550
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 257.97926
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-1,10-phenanthroline >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=C3C=CC=NC3=C2N=C1)Br
• Uses: 5-bromo-1,10-phenanthroline can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.

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

There total 7 articles about 5-Bromo-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: 81.0%

1,10-Phenanthroline (66-71-7) → 5-bromo-1,10-phenanthroline (40000-20-2)

Guidance literature:

With fuming sulfuric acid; bromine; at 140 ℃; for 24h;

DOI:10.1021/acs.cgd.6b01211

Reference yield:

5-bromo-8-aminoquinoline (53472-18-7) + trimethyleneglycol (504-63-2) → 5-bromo-1,10-phenanthroline (40000-20-2)

Guidance literature:

With 2,4,6-trimethyl-pyridine; palladium diacetate; trifluoroacetic acid; at 150 ℃; for 12h; under 760.051 Torr;

Reference yield:

8-amino-6-bromoquinoline (57339-57-8) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 5-bromo-1,10-phenanthroline (40000-20-2)

Guidance literature:

With arsenic(V) oxide; sulfuric acid;

DOI:10.1021/ja01231a025

upstream raw materials:

5-bromo-8-aminoquinoline

glycerol

8-amino-6-bromoquinoline

1,10-Phenanthroline

Downstream raw materials:

C₅₄H₄₄N₂O₆

5-(phenylethynyl)-1,10-phenanthroline

C₁₂H₇N₂C₂C₆H₄C(C₆H₄CO₂CH₃)3

5-ethynyl-1,10-phenanthroline

Refernces

• 1、 Yang, Weixi,Nakano, Tamaki. "Synthesis of poly(1,10-phenanthroline-5,6-diyl)s having a π-stacked, helical conformation". . p. 17269 - 17272. Retrieved 2015.
• 2、 Martin, Aaron,Byrne, Aisling,Burke, Christopher S.,Forster, Robert J.,Keyes, Tia E.. "Peptide-bridged dinuclear Ru(II) complex for mitochondrial targeted monitoring of dynamic changes to oxygen concentration and ROS generation in live mammalian cells". . p. 15300 - 15309. Retrieved 2014.
• 3、 Girardot,Lemercier,Mulatier,Chauvin,Baldeck,Andraud. "Novel ruthenium(II) and zinc(II) complexes for two-photon absorption related applications". . p. 3421 - 3426. Retrieved 2007.
• 4、 Pe?a, Bruno,Barhoumi, Rola,Burghardt, Robert C.,Turro, Claudia,Dunbar, Kim R.. "Confocal fluorescence microscopy studies of a fluorophore-labeled dirhodium compound: Visualizing metal-metal bonded molecules in lung cancer (A549) cells". . p. 7861 - 7864. Retrieved 2014.
• 5、 Anzola, Marcello,Winssinger, Nicolas. "Turn On of a Ruthenium(II) Photocatalyst by DNA-Templated Ligation". supporting information. p. 334 - 342. Retrieved 2018/11/25.