2,6-Dimethylisonicotinic acid

Base Information

• Chemical Name: 2,6-Dimethylisonicotinic acid
• CAS No.: 54221-93-1
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2933399090
• European Community (EC) Number: 696-213-7
• DSSTox Substance ID: DTXSID40403995
• Wikidata: Q72471846
• Mol file: 54221-93-1.mol

Synonyms:2,6-Dimethylisonicotinic acid;54221-93-1;2,6-dimethylpyridine-4-carboxylic Acid;2,6-Dimethyl-isonicotinic acid;2,6-dimethyl-4-pyridinecarboxylic acid;4-PYRIDINECARBOXYLIC ACID, 2,6-DIMETHYL-;MFCD03731176;2,6-DIMETHYLISONICOTINICACID;Oprea1_776810;2,6-dimethyl isonicotinic acid;SCHEMBL1179149;DTXSID40403995;JRJLLMLYUFAZOM-UHFFFAOYSA-N;STL227853;AKOS002665642;AB15854;PS-5417;2,6-Dimethyl-4-pyridine-carboxylic acid;AC-28209;AM804021;SY013015;2,6-dimethylisonicotinic acid, AldrichCPR;2,6-Dimethyl-4-pyridine-carboxylic tau acid;CS-0007511;FT-0646310;EN300-101677;A830044;J-507523;F1371-0184

Chemical Property of 2,6-Dimethylisonicotinic acid

Chemical Property:

• Vapor Pressure: 1.35E-05mmHg at 25°C
• Melting Point: 281 °C
• Refractive Index: 1.553
• Boiling Point: 353.1 °C at 760 mmHg
• PKA: 2.09±0.10(Predicted)
• Flash Point: 167.4 °C
• PSA: 50.19000
• Density: 1.183 g/cm³
• LogP: 1.39660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dimethylisonicotinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)C)C(=O)O

Technology Process of 2,6-Dimethylisonicotinic acid

There total 11 articles about 2,6-Dimethylisonicotinic 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: 78.0%

2,6-dimethylisonicotinonitrile (39965-81-6) → 2,6-dimethylisonicotinic acid (54221-93-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 3h; Heating;

DOI:10.1002/chem.200500619

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + C7H8FNO3S → 2,6-dimethylisonicotinic acid (54221-93-1)

Guidance literature:

With manganese; bis(triphenylphosphine)nickel(II) chloride; 2.9-dimethyl-1,10-phenanthroline; In N,N-dimethyl-formamide; at 20 ℃; for 20h; under 760.051 Torr; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.9b00836

Reference yield:

2,6-dimethyl-3-hydroxypyridine (1122-43-6) → 2,6-dimethylisonicotinic acid (54221-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: fluorosulfonyl fluoride; triethylamine / dichloromethane / 24 h / 20 °C / 760.05 Torr

2: bis(triphenylphosphine)nickel(II) chloride; 2.9-dimethyl-1,10-phenanthroline; manganese / N,N-dimethyl-formamide / 20 h / 20 °C / 760.05 Torr / Schlenk technique; Inert atmosphere; Glovebox

With manganese; bis(triphenylphosphine)nickel(II) chloride; fluorosulfonyl fluoride; 2.9-dimethyl-1,10-phenanthroline; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.9b00836

upstream raw materials:

2,4,6-trimethyl-pyridine

2,6-dimethyl-4-pyridine carboxaldehyde

2,6-dimethylisonicotinonitrile

2-(2,6-dimethyl-[4]pyridyl)-propane-1,3-diol

Downstream raw materials:

2,6-dimethylisonicotinoyl chloride hydrochloride

N-methoxy-N,2,6-trimethylisonicotinamide

methyl 2,6-dimethylpyridine-4-carboxylate

Refernces

• 1、 Charier, Sandrine,Ruel, Odile,Baudin, Jean-Bernard,Alcor, Damien,Allemand, Jean-Francois,Meglio, Adrien,Jullien, Ludovic,Valeur, Bernard. "Photophysics of a series of efficient fluorescent pH probes for dual-emission-wavelength measurements in aqueous solutions". . p. 1097 - 1113. Retrieved 2007/10/03.
• 2、 -. "Not sensitive fluorescence quenching cryptate much new rare earth metal". Page 22-23. . Retrieved 2010/02/14.