1a,9b-Dihydrooxireno[2,3-f][1,10]phenanthroline

Base Information

• Chemical Name: 1a,9b-Dihydrooxireno[2,3-f][1,10]phenanthroline
• CAS No.: 65115-91-5
• Molecular Formula: C12H8 N2 O
• Molecular Weight: 196.208
• Hs Code.: 2933990090
• European Community (EC) Number: 626-220-2
• DSSTox Substance ID: DTXSID80983665
• Nikkaji Number: J340.042E
• Mol file: 65115-91-5.mol

Synonyms:1,10-phenanthroline 5,6-oxide

Chemical Property of 1a,9b-Dihydrooxireno[2,3-f][1,10]phenanthroline

Chemical Property:

• Vapor Pressure: 1.68E-06mmHg at 25°C
• Melting Point: 183 °C (dec.)(lit.)
• Boiling Point: 408.2°C at 760 mmHg
• Flash Point: 136°C
• PSA: 37.78000
• Density: 1.378g/cm³
• LogP: 1.31140
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 196.063662883
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

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

5,6-Epoxy-5,6-dihydro-[1,10]phenanthroline 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C3=C(C=CC=N3)C4C2O4)N=C1
• Uses: 5,6-Epoxy-5,6-dihydro-[1,10]phenanthroline may be used to synthesize N-(3-azidopropyl)-1,10-phenanthrolin-5-amine (az-phen), via reaction with 3-azidopropylamine which is then subjected to dehydration by treatment with sodium hydride. It can also be used to synthesize (1,10-phenanthrolin-5-yl)-1-thio-β-D-glucopyranoside by reacting with 1-thio-β-D-glucopyranose sodium salt in dry ethanol.

Technology Process of 1a,9b-Dihydrooxireno[2,3-f][1,10]phenanthroline

There total 5 articles about 1a,9b-Dihydrooxireno[2,3-f][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: 98.0%

1,10-phenanthroline hydrate (5144-89-8) → 5,6-epoxy-5,6-dihydro-[1,10]phenanthroline (65115-91-5)

Guidance literature:

With industrial bleach (pH 8.2-8.3 with conc. HCl); tetra(n-butyl)ammonium hydrogensulfate; In chloroform; water;

DOI:10.1016/S0040-4020(01)88497-0

Reference yield: 95.0%

1,10-Phenanthroline (66-71-7) → 5,6-epoxy-5,6-dihydro-[1,10]phenanthroline (65115-91-5)

Guidance literature:

With sodium hypochlorite; tetra(n-butyl)ammonium hydrogensulfate; In chloroform; water; for 1h;

Reference yield:

1,10-Phenanthroline (66-71-7) → 5,6-dichloro-5,6-dihydro-1,10-phenanthroline + 5,6-epoxy-5,6-dihydro-[1,10]phenanthroline (65115-91-5)

Guidance literature:

With sodium hypochlorite; In chloroform; water;

DOI:10.1016/S0040-4039(97)00212-8

upstream raw materials:

1,10-Phenanthroline

1,10-phenanthroline hydrate

Downstream raw materials:

trans-5-(4-methoxyanilino)-6-hydroxy-5,6-dihydro-1,10-phenanthroline

5-cyano-1,10-phenanthroline

1,10-Phenanthroline

5-(4-acetamidophenylsulfanyl)-1,10-phenanthroline

Refernces

• 1、 Dixon, Eileen N.,Snow, Michael Z.,Bon, Jennifer L.,Whitehurst, Alison M.,Degraff, Benjamin A.,Trindle, Carl,Demas, James N.. "Environmental sensitivity of Ru(II) complexes: The role of the accessory ligands". . p. 3355 - 3365. Retrieved 2012.
• 2、 Kidwai, Saqib,Park, Chan-Yong,Mawatwal, Shradha,Tiwari, Prabhakar,Jung, Myung Geun,Gosain, Tannu Priya,Kumar, Pradeep,Alland, David,Kumar, Sandeep,Bajaj, Avinash,Hwang, Yun-Kyung,Song, Chang Sik,Dhiman, Rohan,Lee, Ill Young,Singh, Ramandeep. "Dual mechanism of action of 5-Nitro-1,10-phenanthroline against mycobacterium tuberculosis". supporting information. . Retrieved 2017/11/04.