3-Bromo-1,10-phenanthroline

Base Information

• Chemical Name: 3-Bromo-1,10-phenanthroline
• CAS No.: 66127-01-3
• Molecular Formula: C12H7BrN2
• Molecular Weight: 259.105
• Hs Code.: 29339900
• European Community (EC) Number: 613-900-9
• DSSTox Substance ID: DTXSID20447074
• Nikkaji Number: J1.063.372I
• Wikidata: Q72449017
• Mol file: 66127-01-3.mol

Synonyms:3-bromo-1,10-phenanthroline;66127-01-3;MFCD08276287;3-bromo-phenanthroline;SCHEMBL913400;YSSJ1673;DTXSID20447074;OADZHFGJIVKDJN-UHFFFAOYSA-N;AKOS015899825;CS-W004585;AC-24455;DS-16938;SY033984;B2632;FT-0646449;A21232;C76078

Chemical Property of 3-Bromo-1,10-phenanthroline

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 3.55E-06mmHg at 25°C
• Melting Point: 173 °C
• Refractive Index: 1.757
• Boiling Point: 397.8 °C at 760 mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 194.4 °C
• PSA: 25.78000
• Density: 1.616 g/cm³
• LogP: 3.54550
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• 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

3-Bromo-1,10-phenanthroline ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C3=NC=C(C=C3C=C2)Br)N=C1

Technology Process of 3-Bromo-1,10-phenanthroline

There total 2 articles about 3-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: 60.0%

1,10-Phenanthroline (66-71-7) → 3-bromophenanthroline (66127-01-3) + 3,8-dibromo-1,10-phenathroline (100125-12-0)

Guidance literature:

With bromine; In nitrobenzene;

DOI:10.1039/b103150n

Reference yield: 17.0%

1,10-phenanthroline hydrochloride (3829-86-5,22802-96-6) → 3-bromophenanthroline (66127-01-3) + 3,8-dibromo-1,10-phenathroline (100125-12-0)

Guidance literature:

With bromine; In nitrobenzene; at 130 - 140 ℃; for 3h;

DOI:10.1016/0040-4039(95)00572-T

Reference yield: 90.0%

3-bromophenanthroline (66127-01-3) + (3-(3,5-bis(2,4-difluorophenyl)phenyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 3-(3-(3,5-bis(2,4-difluorophenyl)phenyl)phenyl)-1,10-phenanthroline

Guidance literature:

With palladium diacetate; potassium carbonate; tricyclohexylphosphine; In ethanol; water; toluene; at 90 ℃; Inert atmosphere;

DOI:10.1039/c6tc05436f

upstream raw materials:

1,10-phenanthroline hydrochloride

1,10-Phenanthroline

Downstream raw materials:

3-anisyl-1,10-phenanthroline

8-anisyl-2-mesityl-1,10-phenanthroline

2-(2,4,6-Trimethylphenyl)-3-(trimethylsilanylethynyl)-[1,10]phenanthroline

2-(2,4,6-Trimethylphenyl)-3-(trimethylsilanylethynyl)-1,2-dihydro-[1,10]phenanthroline

Refernces

• 1、 Ge, Ziyi,Hayakawa, Teruaki,Ando, Shinji,Ueda, Mitsuru,Akiike, Toshiyuki,Miyamoto, Hidetoshi,Kajita, Toru,Kakimoto, Masa-aki. "Synthesis and properties of 3,8-bis[4-(9H-carbazol-9-yl)phenyl]-1,10- phenanthroline for phosphorescent OLEDs". . p. 262 - 263. Retrieved 2008/09/20.
• 2、 Tzalis, Dimitrios,Tor, Yitzhak,Failla, Salvatorre,Siegel, Jay S.. "Simple One-Step Synthesis of 3-Bromo- and 3,8-Dibromo-1,10-Phenanthroline: Fundamental Building Blocks in the Design of Metal Chelates". . p. 3489 - 3490. Retrieved 2007/10/02.