Diethyl 6,6'-dicyano-2,2'-bipyridine-4,4'-dicarboxylate

Base Information

• Chemical Name: Diethyl 6,6'-dicyano-2,2'-bipyridine-4,4'-dicarboxylate
• CAS No.: 387869-03-6
• Molecular Formula: C₁₈H₁₄N₄O₄
• Molecular Weight: 350.334
• DSSTox Substance ID: DTXSID70477705
• Wikidata: Q82310558
• Mol file: 387869-03-6.mol

Synonyms:DIETHYL 6,6'-DICYANO-2,2'-BIPYRIDINE-4,4'-DICARBOXYLATE;387869-03-6;DTXSID70477705;J-400884;Diethyl 6,6'-dicyano[2,2'-bipyridine]-4,4'-dicarboxylate

Chemical Property of Diethyl 6,6'-dicyano-2,2'-bipyridine-4,4'-dicarboxylate

Chemical Property:

• Boiling Point: 568.503oC at 760 mmHg
• Flash Point: 297.62oC
• PSA: 125.96000
• Density: 1.356g/cm3
• LogP: 2.24036
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 350.10150494
• Heavy Atom Count: 26
• Complexity: 565

Purity/Quality:

DIETHYL-6,6'-DICYANO-2,2'-BIPYRIDINE-4,4'-DICARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NC(=C1)C2=CC(=CC(=N2)C#N)C(=O)OCC)C#N

Technology Process of Diethyl 6,6'-dicyano-2,2'-bipyridine-4,4'-dicarboxylate

There total 2 articles about Diethyl 6,6'-dicyano-2,2'-bipyridine-4,4'-dicarboxylate 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: 55.0%

potassium cyanide (151-50-8) + 4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine-N,N'-dioxide (387869-02-5) → 6,6'-dicyano-4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine (387869-03-6)

Guidance literature:

4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine-N,N'-dioxide; With dimethyl sulfate; at 100 ℃; for 4h;

potassium cyanide; In water; at -10 ℃; for 4h;

DOI:10.1016/S0040-4020(01)00801-8

Reference yield:

4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine (1762-42-1) → 6,6'-dicyano-4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine (387869-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / peracetic acid / acetic acid / 72 h / 40 °C

2.1: Me₂SO₄ / 4 h / 100 °C

2.2: 55 percent / H₂O / 4 h / -10 °C

With peracetic acid; dimethyl sulfate; In acetic acid;

DOI:10.1016/S0040-4020(01)00801-8

upstream raw materials:

potassium cyanide

4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine-N,N'-dioxide

4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine

Refernces

Functionalized tetradentate ligands for Ru-sensitized solar cells

10.1016/S0040-4020(01)00801-8

The study focuses on the synthesis of functionalized tetradentate ligands for use in Ru-sensitized solar cells, aiming to improve light absorption and prevent cis-isomerization. Key chemicals used include 6,6'-bis(1-H-benzimidazol-2-yl)-4,4'-bis(methoxycarbonyl)-2,2'-bipyridine and a series of new quaterpyridines as tetradentate ligands, along with various reagents such as peracetic acid, dimethyl sulfate, potassium cyanide, and o-phenylenediamine dihydrochloride. These chemicals serve to construct and modify the ligands through a series of reactions, with the goal of creating stable trans-complexes that enhance the efficiency of solar cells by shifting the lowest energy MLCT band and improving light absorption.