[2,2'-Bipyridine]-6,6'(1H,1'H)-dione

Base Information

• Chemical Name: [2,2'-Bipyridine]-6,6'(1H,1'H)-dione
• CAS No.: 103505-54-0
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.186
• Hs Code.: 2933399990
• Mol file: 103505-54-0.mol

Synonyms:[2,2'-Bipyridine]-6,6'-diol(6CI); NSC 628596

Chemical Property of [2,2'-Bipyridine]-6,6'(1H,1'H)-dione

Chemical Property:

• Melting Point: 325-326ºC
• Boiling Point: 583.3ºC at 760 mmHg
• PKA: 11.45±0.10(Predicted)
• Flash Point: 275.6ºC
• PSA: 66.24000
• Density: 1.336
• LogP: 1.55480
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

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

[2,2''-Bipyridine]-6,6''(1H,1''H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [2,2'-Bipyridine]-6,6'(1H,1'H)-dione

There total 17 articles about [2,2'-Bipyridine]-6,6'(1H,1'H)-dione 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: 97.0%

6,6'-di-tert-butoxy-2,2'-bipyridine → 6,6′‐dihydroxyl‐2,2′‐bipyridine (103505-54-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1002/hlca.202100175

Reference yield: 94.0%

6,6'-dimethoxy-2,2'-bipyridine (39858-88-3) → 1H,1’H-[2,2’]bipyridyl-6,6’-dione (103505-54-0)

Guidance literature:

With hydrogen bromide; acetic acid; In water; at 95 ℃; for 78h;

Reference yield: 94.0%

→ 1H,1’H-[2,2’]bipyridyl-6,6’-dione (103505-54-0)

Guidance literature:

upstream raw materials:

6,6'-diacetoxy-2,2'-bipyridine

[2,2]bipyridinyl

[2,2']bipyridinyl 1,1'-dioxide

6,6'-dimethoxy-2,2'-bipyridine

Refernces

• 1、 Iguchi, Masayuki,Zhong, Heng,Himeda, Yuichiro,Kawanami, Hajime. "Effect of the ortho-Hydroxyl Groups on a Bipyridine Ligand of Iridium Complexes for the High-Pressure Gas Generation from the Catalytic Decomposition of Formic Acid". . p. 17788 - 17793. Retrieved 2017.
• 2、 Hintermann, Lukas,Jandl, Christian,Klein, Philippe,Koller, Sebastian,Ochmann, Lukas,P?thig, Alexander,Reinhardt, Katja,Seitz, Antonia. "New Access Routes to Privileged and Chiral Ligands for Transition-Metal Catalyzed Hydrogen Autotransfer (Borrowing Hydrogen), Dehydrogenative Condensation, and Alkene Isomerization Reactions". . . Retrieved 2021/11/30.
• 3、 Lancefield, Christopher S.,Teunissen, Lucas W.,Weckhuysen, Bert M.,Bruijnincx, Pieter C. A.. "Iridium-catalysed primary alcohol oxidation and hydrogen shuttling for the depolymerisation of lignin". supporting information. p. 3214 - 3221. Retrieved 2018/07/31.