4,4'-Bis(diethylmethylphosphonate)-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Bis(diethylmethylphosphonate)-2,2'-bipyridine
• CAS No.: 176220-38-5
• Molecular Formula: C20H30N2O6P2
• Molecular Weight: 456.416
• Mol file: 176220-38-5.mol

Synonyms:Phosphonicacid, [[2,2'-bipyridine]-4,4'-diylbis(methylene)]bis-, tetraethyl ester (9CI);[[2,2'-Bipyridine]-4,4'-diylbis(methylene)]bis[phosphonic acid] tetraethylester;

Chemical Property of 4,4'-Bis(diethylmethylphosphonate)-2,2'-bipyridine

Chemical Property:

• Boiling Point: 594.461 °C at 760 mmHg
• PKA: 4.35±0.30(Predicted)
• Flash Point: 313.319 °C
• PSA: 116.46000
• Density: 1.202 g/cm³
• LogP: 5.67580

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Bis(diethylmethylphosphonate)-2,2''-bipyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4'-Bis(diethylmethylphosphonate)-2,2'-bipyridine

There total 14 articles about 4,4'-Bis(diethylmethylphosphonate)-2,2'-bipyridine 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%

4,4'-bis(bromomethyl)-2,2'-bipyridine (134457-14-0,134457-15-1) + triethyl phosphite (122-52-1) → 4,4'-bis(diethylphosphonomethyl)-2,2'-bipyridine (176220-38-5)

Guidance literature:

at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ic4014976

Reference yield: 93.0%

4,4’-bis(chloromethyl)-2,2’-bipyridine (138219-98-4) + triethyl phosphite (122-52-1) → 4,4'-bis(diethylphosphonomethyl)-2,2'-bipyridine (176220-38-5)

Guidance literature:

at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.02.027

Reference yield: 64.0%

phosphonic acid diethyl ester (762-04-9) + 4,4'-bis(bromomethyl)-2,2'-bipyridine (134457-14-0,134457-15-1) → 4,4'-bis(diethylphosphonomethyl)-2,2'-bipyridine (176220-38-5)

Guidance literature:

In chloroform; at 85 ℃; for 6h;

DOI:10.1002/chem.201703989

upstream raw materials:

triethyl phosphate

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

triethyl phosphite

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

Downstream raw materials:

4,4'-bis(4-(hexyloxy)styryl)-2,2'-bipyridine

4,4'-bis(4-tert-butylstyryl)-2,2'-bipyridyl

(E,E′)-4,4′-bisstyryl-2,2′-bipyridine

Refernces

• 1、 Seo, Jinhyung,Jeong, Mingyeong,Na, Seo Yeong,Lee, Eugin,Kim, Yang-Rae,Park, Byoungchoo,Kim, Byeong Hyo. "Synthesis and characterization of novel heteroleptic Ru(II) bipyridine complexes for dye-sensitized solar cell applications". . p. 1445 - 1452. Retrieved 2019/07/29.
• 2、 Lee, Jihoon,Seo, Jinhyung,Choi, Yong Rack,Oh, Hyunju,Huh, Jun Nyeong,Park, Byoungchoo,Tak, Jungae,Kim, Byeong Hyo. "Synthesis and Characterization of Heteroleptic Ru(II) Complexes Based on 4,4′-Bis((E)-styryl)-2,2′-bipyridine as Ancillary Ligand and Application for Dye-Sensitized Solar Cells". . . Retrieved 2018/06/11.