[2,2'-Bipyridine]-4,4'-diyldiphosphonic acid

Base Information

• Chemical Name: [2,2'-Bipyridine]-4,4'-diyldiphosphonic acid
• CAS No.: 194800-56-1
• Molecular Formula: C10H10N2O6P2
• Molecular Weight: 316.14400
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90578980
• Nikkaji Number: J974.449E
• Wikidata: Q82469346
• Mol file: 194800-56-1.mol

Synonyms:194800-56-1;[2,2'-Bipyridine]-4,4'-diyldiphosphonic acid;4,4'-bis(dihydroxyphosphoryl)-2,2'-bipyridine;[2-(4-phosphonopyridin-2-yl)pyridin-4-yl]phosphonic acid;[2,2'-Bipyridine]-4,4'-diylbis(phosphonic acid);{4'-phosphono-[2,2'-bipyridin]-4-yl}phosphonic acid;4,4/'-BIS(DIHYDROXYPHOSPHORYL)-2,2/'-BIPYRIDINE;Phosphonic acid, [2,2'-bipyridine]-4,4'-diylbis-;SCHEMBL1615412;YSCK0327;DTXSID90578980;MFCD11042490;AKOS022175278;CS-W004596;AS-66548;2,2'-bipyridine-4,4'-bisphosphonic acid;[2,2'-Bipyridine]-4,4'-diyldiphosphonicacid;C73701;A919544;J-400463

Chemical Property of [2,2'-Bipyridine]-4,4'-diyldiphosphonic acid

Chemical Property:

• Boiling Point: 741.1oC at 760 mmHg
• PKA: 0.06±0.10(Predicted)
• Flash Point: 402oC
• PSA: 160.46000
• Density: 1.78g/cm3
• LogP: -0.25040
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 316.00141004
• Heavy Atom Count: 20
• Complexity: 396

Purity/Quality:

≥99% ^*data from raw suppliers

[2,2'-Bipyridine]-4,4'-diyldiphosphonicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1P(=O)(O)O)C2=NC=CC(=C2)P(=O)(O)O

Technology Process of [2,2'-Bipyridine]-4,4'-diyldiphosphonic acid

There total 3 articles about [2,2'-Bipyridine]-4,4'-diyldiphosphonic acid 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: 100.0%

tetraethyl 2,2′-bipyridine-4,4′-diyldiphosphonate (174397-53-6) → 4,4′-bis(phosphonic acid)-2,2′-bipyridine (194800-56-1)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.dyepig.2013.12.018

Reference yield:

4,4'-dibromo-2,2'-bipyridine (18511-71-2) → 4,4′-bis(phosphonic acid)-2,2′-bipyridine (194800-56-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Pd(PPh₃)4, PPh₃, NEt₃ / toluene / 6 h / 110 °C

2: CH₂Cl₂ / 24 h / Ambient temperature

3: methanol / Ambient temperature

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine; In methanol; dichloromethane; toluene;

DOI:10.1016/S0040-4039(98)00647-9

Reference yield:

C22H42N2O6P2Si4 → 4,4′-bis(phosphonic acid)-2,2′-bipyridine (194800-56-1)

Guidance literature:

In methanol; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(98)00647-9

upstream raw materials:

4,4'-dibromo-2,2'-bipyridine

tetraethyl 2,2′-bipyridine-4,4′-diyldiphosphonate