Methyl 4-methylpicolinate

Base Information

• Chemical Name: Methyl 4-methylpicolinate
• CAS No.: 13509-13-2
• Molecular Formula: C8H9 N O2
• Molecular Weight: 151.165
• Hs Code.: 2933399090
• European Community (EC) Number: 860-135-3
• DSSTox Substance ID: DTXSID00448302
• Wikidata: Q82267277
• Mol file: 13509-13-2.mol

Synonyms:Methyl 4-methylpicolinate;13509-13-2;Methyl 4-methylpyridine-2-carboxylate;2-Pyridinecarboxylic acid, 4-methyl-, methyl ester;2-Pyridinecarboxylicacid,4-methyl-,methylester(9CI);MFCD09265118;4-Methylpyridine-2-carboxylic acid methyl ester;Methyl 4-methyl-2-pyridinecarboxylate;Methyl4-methylpicolinate;SCHEMBL131790;DTXSID00448302;QHZGJQWANGVCLB-UHFFFAOYSA-N;BCP16377;AKOS016005744;DS-2539;SY284479;CS-0040863;FT-0728476;Methyl 4-methylpyridine-2-carboxylate, 97%;W17537;2-pyridinecarboxylic acid,4-methyl-,methyl ester;A887754

Chemical Property of Methyl 4-methylpicolinate

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.51
• Boiling Point: 260.732°C at 760 mmHg
• PKA: 2.52±0.10(Predicted)
• Flash Point: 111.487°C
• PSA: 39.19000
• Density: 1.105g/cm³
• LogP: 1.17660
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

NLT 98% ^*data from raw suppliers

Methyl4-methylpicolinate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1)C(=O)OC

Technology Process of Methyl 4-methylpicolinate

There total 11 articles about Methyl 4-methylpicolinate 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: 99.0%

→ 4-methylpyridine-2-carboxylic acid methyl ester (13509-13-2)

Guidance literature:

With tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield: 88.0%

methanol (67-56-1) + methyl pyridine-2-carboxylate (2459-07-6,260998-83-2) → 4-methylpyridine-2-carboxylic acid methyl ester (13509-13-2) + 6-methoxy-pyridine-2-carboxylic acid methyl ester (26256-72-4)

Guidance literature:

With sulfuric acid; for 0.166667h; Product distribution; Mechanism; Irradiation;

DOI:10.1246/cl.1980.131

Reference yield: 24.0%

methanol (67-56-1) + 4-methylpicolinic acid (4021-08-3) → 4-methylpyridine-2-carboxylic acid methyl ester (13509-13-2)

Guidance literature:

With thionyl chloride; for 16h; Reflux;

DOI:10.1002/adsc.201200938

upstream raw materials:

methanol

4-methylpicolinic acid

methyl pyridine-2-carboxylate

2,4-lutidine

Downstream raw materials:

1-(3-benzyl-5-pyrazin-2-ylmethylphenyl)-3-(4-methylpyridin-2-yl)-propane-1,3-dione

(4-methyl-2-pyridinyl)methanol

2-chloromethyl-4-methyl-pyridine-hydrochloride

1-{[2-(2-hydroxypropan-2-yl)pyridin-4-yl]methyl}-5-{3-[4-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-yl}-1,2-dihydropyridin-2-one

Refernces

• 1、 Frogneux, Xavier,Von Wolff, Niklas,Thuéry, Pierre,Lefèvre, Guillaume,Cantat, Thibault. "CO2 Conversion into Esters by Fluoride-Mediated Carboxylation of Organosilanes and Halide Derivatives". supporting information. p. 2930 - 2934. Retrieved 2016/03/25.
• 2、 Prat, Irene,Font, David,Company, Anna,Junge, Kathrin,Ribas, Xavi,Beller, Matthias,Costas, Miquel. "Fe(PyTACN)-catalyzed cis-dihydroxylation of olefins with hydrogen peroxide". supporting information. p. 947 - 956. Retrieved 2013/05/08.