Methyl isonicotinate

Base Information

• Chemical Name: Methyl isonicotinate
• CAS No.: 2459-09-8
• Molecular Formula: C7H7NO2
• Molecular Weight: 137.138
• Hs Code.: 29333990
• European Community (EC) Number: 219-546-8
• NSC Number: 18257
• UNII: AH74GPR4IK
• DSSTox Substance ID: DTXSID9062433
• Nikkaji Number: J39.099B
• Wikipedia: Methyl_isonicotinate
• Wikidata: Q63398365
• ChEMBL ID: CHEMBL2251612
• Mol file: 2459-09-8.mol

Synonyms:Methyl isonicotinate;2459-09-8;Methyl Pyridine-4-carboxylate;4-Pyridinecarboxylic acid, methyl ester;Isonicotinic acid methyl ester;4-Carbomethoxypyridine;Methylisonicotinate;4-Methoxycarbonylpyridine;Methyl 4-pyridinecarboxylate;Isonicotinic acid, methyl ester;4-Picolinic acid methyl ester;AH74GPR4IK;NSC-18257;MFCD00006427;Propylbenzoate;Pyridine-4-carboxylic Acid Methyl Ester;isonicotinic acid methyl;UNII-AH74GPR4IK;Methyl isonicotinate, 98%;methylpyridine-4-carboxylate;SCHEMBL180574;CHEMBL2251612;DTXSID9062433;CS-D1405;NSC18257;STR01059;EINECS 219-546-8;NSC 18257;STL301861;4-pyridinecarboxylic acid methyl ester;AKOS000121257;AC-3093;AM84831;PS-3636;Pyridine-4-carboxylic acid, methyl ester;FT-0627427;FT-0628745;FT-0651801;I0141;EN300-15483;A23906;W-107298;Q63398365;F0001-0836

Chemical Property of Methyl isonicotinate

Chemical Property:

• Appearance/Colour: clear orange to brown liquid
• Vapor Pressure: 0.255mmHg at 25°C
• Melting Point: 8-8.5 °C(lit.)
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 205.1 °C at 760 mmHg
• PKA: pK1:3.26(＋1) (25°C)
• Flash Point: 77.8 °C
• PSA: 39.19000
• Density: 1.137 g/cm³
• LogP: 0.86820
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Ethyl Acetate
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

Methyl isonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: COC(=O)C1=CC=NC=C1
• Uses: Methyl Isonicotinate induces increased walking and take-off behaviour in western flower thrips, Frankliniella occidentalis. Methyl Isonicotinate induces increased walking and take-off behavior in western flower thrips, Frankliniella occidentalis. Methyl isonicotinate can be used in:The preparation of various photosensitizers for applications in dye-sensitized solar cells (DSSCs).Synthesizing luminophore for luminescent metal-organic framework (MOF).Nonaqueous redox flow batteries as pyridine-based anolyte material that undergoes two reversible reductions in solutions with Li-ion electrolytes.

Technology Process of Methyl isonicotinate

There total 42 articles about Methyl isonicotinate 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: 98.0%

methyl isonicotinate N-oxide (3783-38-8) → 4-pyridinecarboxylic acid, methyl ester (2459-09-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 0.0166667h; Ambient temperature;

DOI:10.1055/s-1989-27349

Reference yield: 96.0%

pyridine-4-carbaldehyde (872-85-5) + methanol (67-56-1) → 4-pyridinecarboxylic acid, methyl ester (2459-09-8)

Guidance literature:

With water; iodine; sodium nitrite; at 20 - 70 ℃; chemoselective reaction;

DOI:10.1055/s-0029-1217121

Reference yield: 95.0%

pyridine-4-carboxylic acid (55-22-1) + methanol (67-56-1) → 4-pyridinecarboxylic acid, methyl ester (2459-09-8)

Guidance literature:

With sulfuric acid; for 24h; Heating;

DOI:10.1021/jo01307a024

upstream raw materials:

pyridine-4-carboxylic acid

methanol

isonicotinoyl chloride hydrochloride

diazomethane

Downstream raw materials:

2-(pyridin-2-yl)-1-(pyridin-4-yl)ethanone

2,2-dimethyl-5-(4-pyridyl)pentane-3,5-dione

methyl 1-(3-methylbenzyl)piperidine-4-carboxylate

1-benzylpiperidine-4-carboxylic acid methyl ester

Refernces

• 1、 Wang, Huanbing,Yan, Yi,Li, Bao,Bi, Lihua,Wu, Lixin. "Hierarchical self-assembly of surfactant-encapsulated and organically grafted polyoxometalate complexes". . p. 4273 - 4282. Retrieved 2011.
• 2、 Liu, Kuan-Guan,Cai, Xiao-Qing,Li, Xian-Chuan,Qin, Da-An,Hu, Mao-Lin. "Arene-ruthenium(II) complexes containing 5-fluorouracil-1-methyl isonicotinate: Synthesis and characterization of their anticancer activity". . p. 78 - 83. Retrieved 2012.
• 3、 Wang, Congcong,Zhang, Yu-Fang,Guo, Shimeng,Zhao, Quan,Zeng, Yanping,Xie, Zhicheng,Xie, Xin,Lu, Boxun,Hu, Youhong. "GPR52 Antagonist Reduces Huntingtin Levels and Ameliorates Huntington's Disease-Related Phenotypes". . p. 941 - 957. Retrieved 2020/11/30.
• 4、 Gao, Han,Li, Jia-Qi,Kang, Peng-Wei,Chigan, Jia-Zhu,Wang, Huan,Liu, Lu,Xu, Yin-Sui,Zhai, Le,Yang, Ke-Wu. "N-acylhydrazones confer inhibitory efficacy against New Delhi metallo-β-lactamase-1". . . Retrieved 2021/07/07.