[3,3'-Bipyridine]-5-carboxylic acid

Base Information

• Chemical Name: [3,3'-Bipyridine]-5-carboxylic acid
• CAS No.: 1970-81-6
• Molecular Formula: C₁₁H₈N₂O₂
• Molecular Weight: 200.197
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90406239
• Wikidata: Q82211136
• Mol file: 1970-81-6.mol

Synonyms:[3,3'-Bipyridine]-5-carboxylic acid;1970-81-6;3,3'-Bipyridine-5-carboxylic acid;5-pyridin-3-ylpyridine-3-carboxylic Acid;5-(pyridin-3-yl)pyridine-3-carboxylic acid;[3,3']Bipyridinyl-5-carboxylic acid;[3,3'-Bipyridine]-5-carboxylicacid;5-(Pyridin-3-yl)nicotinic acid;EC-000.1769;SCHEMBL1690466;DTXSID90406239;5-(Pyridin-3-yl)-nicotinic acid;AMY22936;BAA97081;MFCD06254786;3,3/'-Bipyridine-5-carboxylic acid;AKOS002664489;DS-6222;SB74629;CS-0156826;C73750;EN300-237949;A813888;J-516396;F2167-1025

Chemical Property of [3,3'-Bipyridine]-5-carboxylic acid

Chemical Property:

• Melting Point: 253-254 °C
• Boiling Point: 451.6°Cat760mmHg
• PKA: 3.05±0.10(Predicted)
• Flash Point: 226.9°C
• PSA: 63.08000
• Density: 1.302g/cm³
• LogP: 1.84180
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.058577502
• Heavy Atom Count: 15
• Complexity: 233

Purity/Quality:

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

[3,3'-Bipyridine]-5-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C2=CC(=CN=C2)C(=O)O
• Uses: [3,3''-Bipyridine]-5-carboxylic acid is a useful ligand for the synthesis transition metal complexes.

Technology Process of [3,3'-Bipyridine]-5-carboxylic acid

There total 5 articles about [3,3'-Bipyridine]-5-carboxylic 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: 55.9%

methyl <3,3'-bipyridine>-5-carboxylate (113893-00-8) → 5-(3-pyridyl)pyridine-3-carboxylic acid (1970-81-6)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 0.5h;

Reference yield:

[3,3']-bipyridinyl-5-carboxylic acid ethyl ester (484673-69-0) → 5-(3-pyridyl)pyridine-3-carboxylic acid (1970-81-6)

Guidance literature:

With lithium hydroxide; In methanol; water; at 0 - 20 ℃; for 0.5h;

Reference yield:

ethyl 5-bromo-3-pyridinecarboxylate (20986-40-7) → 5-(3-pyridyl)pyridine-3-carboxylic acid (1970-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium phosphate; palladium diacetate; triphenylphosphine / 1,4-dioxane; water / 95 °C / Inert atmosphere

2: lithium hydroxide / water; methanol / 0.5 h / 0 - 20 °C

With potassium phosphate; palladium diacetate; triphenylphosphine; lithium hydroxide; In 1,4-dioxane; methanol; water;

upstream raw materials:

ethyl 5-bromo-3-pyridinecarboxylate

3-pyridylboronic acid

[3,3']-bipyridinyl-5-carboxylic acid ethyl ester

methyl <3,3'-bipyridine>-5-carboxylate

Refernces

• 1、 -. "POLYVIOLOGEN BORONIC ACID QUENCHERS FOR USE IN ANALYTE SENSORS". . . Retrieved 2015/07/02.