2,6-Dimethylnicotinic acid

Base Information

• Chemical Name: 2,6-Dimethylnicotinic acid
• CAS No.: 5860-71-9
• Molecular Formula: C8H9 N O2
• Molecular Weight: 151.165
• Hs Code.: 2932190090
• European Community (EC) Number: 874-960-1
• DSSTox Substance ID: DTXSID80471012
• Nikkaji Number: J1.968.570E
• Wikidata: Q72470960
• Mol file: 5860-71-9.mol

Synonyms:2,6-dimethylnicotinic acid;5860-71-9;2,6-DIMETHYL-NICOTINIC ACID;2,6-dimethylpyridine-3-carboxylic Acid;2,6-dimethyl-3-pyridinecarboxylic acid;MFCD06738677;3-Pyridinecarboxylic acid, 2,6-dimethyl-;SCHEMBL181362;methyl 6-methyl nicotinic acid;DTXSID80471012;LZKZDAMNFOVXBN-UHFFFAOYSA-N;BCP27496;AKOS000164199;AB27627;2,6-dimethyl-3-pyridyl carboxylic acid;2,6-dimethyl-nicotinic acid, AldrichCPR;PS-11714;SY042929;A8289;AM20061350;CS-0038247;FT-0769125;EN300-50518;F11654;A831947;J-507515;Z316174648

Chemical Property of 2,6-Dimethylnicotinic acid

Chemical Property:

• Melting Point: 151 °C
• Boiling Point: °Cat760mmHg
• PKA: 2.18±0.25(Predicted)
• Flash Point: °C
• PSA: 50.19000
• Density: 1.417 g/cm³
• LogP: 1.39660
• 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: 158

Purity/Quality:

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

2,6-Dimethylnicotinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C=C1)C(=O)O)C
• Uses: 2,6-Dimethylnicotinic acid

Technology Process of 2,6-Dimethylnicotinic acid

There total 5 articles about 2,6-Dimethylnicotinic 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:

carbon dioxide (124-38-9,18923-20-1) + C7H8FNO3S → 2,6-dimethylpyridine-3-carboxylic acid (5860-71-9)

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-dimethylpyridine-3-carboxylic acid (5860-71-9)

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

Reference yield:

ethyl 2,6-dimethylnicotinate (1721-13-7) → 2,6-dimethylpyridine-3-carboxylic acid (5860-71-9)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

ethyl 2,6-dimethylnicotinate

2,6-dimethyl-3-hydroxypyridine

carbon dioxide

Downstream raw materials:

2-methyl-6-(3-nitro-trans-styryl)-nicotinic acid

2,6-bis-(3-nitro-trans-styryl)-nicotinic acid

2-Methyl-6-styryl-3-nicotinic acid

2,6-dimethylpyridine

Refernces

• 1、 Kato,Noda. "Studies on ketene and its derivatives. LXXVI. Reactions of acetoacetamide and β aminocrotonamide with β diketone, β ketoaldehyde and related compounds". . p. 303 - 309. Retrieved 2007/10/04.