4,7-Dimethoxy-1,10-phenanthroline

Base Information

• Chemical Name: 4,7-Dimethoxy-1,10-phenanthroline
• CAS No.: 92149-07-0
• Molecular Formula: C14H12 N2 O2
• Molecular Weight: 240.261
• Hs Code.: 29339900
• European Community (EC) Number: 626-185-3
• DSSTox Substance ID: DTXSID70440237
• Nikkaji Number: J2.419.721B
• Wikidata: Q72468184
• Mol file: 92149-07-0.mol

Synonyms:4,7-dimethoxy-1,10-phenanthroline

Chemical Property of 4,7-Dimethoxy-1,10-phenanthroline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 197-212 °C
• Refractive Index: 1.667
• Boiling Point: 373.121°C at 760 mmHg
• PKA: 6.45±0.10(Predicted)
• Flash Point: 135.888°C
• PSA: 44.24000
• Density: 1.251g/cm³
• LogP: 2.80020
• Storage Temp.: 2-8°C
• Sensitive.: air sensitive
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 240.089877630
• Heavy Atom Count: 18
• Complexity: 259

Purity/Quality:

97% ^*data from raw suppliers

4,7-Dimethoxy-1,10-phenanthroline, 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-41-50
• Safety Statements: 26-39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C=CC3=C(C=CN=C3C2=NC=C1)OC
• Uses: Ligand for Cu-catalzyed N-arylation of imidazoles

Technology Process of 4,7-Dimethoxy-1,10-phenanthroline

There total 8 articles about 4,7-Dimethoxy-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: 90.0%

methanol (67-56-1) + 4,7-dichloro-1,10-phenanthroline (5394-23-0) → 4,7-dimethoxy-1,10-phenanthroline (92149-07-0)

Guidance literature:

With sodium; at 65 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c7cc03903d

Reference yield: 86.0%

4,7-dichloro-1,10-phenanthroline (5394-23-0) + sodium methylate (124-41-4) → 4,7-dimethoxy-1,10-phenanthroline (92149-07-0)

Guidance literature:

In methanol; at 80 ℃; for 17.5h; Inert atmosphere;

DOI:10.1021/jacs.0c00727

Reference yield: 70.0%

1,10-phenanthroline-4,7-diol (3922-40-5) + methyl iodide (74-88-4) → 4,7-dimethoxy-1,10-phenanthroline (92149-07-0)

Guidance literature:

1,10-phenanthroline-4,7-diol; With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja302177z

upstream raw materials:

4,7-dichloro-1,10-phenanthroline

sodium methylate

methanol

1,2-diamino-benzene

Downstream raw materials:

1-(hexyloxy)-4-methoxybenzene

1,4-dimethoxybezene

(C₁₂H₆N₂(OCH₃)2)3Ru⁽²⁺⁾