Methyl 2-pyridylacetate

Base Information

• Chemical Name: Methyl 2-pyridylacetate
• CAS No.: 1658-42-0
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29333990
• European Community (EC) Number: 216-759-8
• NSC Number: 72093
• DSSTox Substance ID: DTXSID90168027
• Nikkaji Number: J149.937H
• Wikidata: Q83037544
• Mol file: 1658-42-0.mol

Synonyms:Methyl 2-pyridylacetate;1658-42-0;methyl 2-(pyridin-2-yl)acetate;2-Pyridineacetic acid, methyl ester;2-Pyridylacetic Acid Methyl Ester;methyl 2-pyridin-2-ylacetate;2-Pyridineacetic Acid Methyl Ester;Methyl 2-pyridinylacetate;METHYL PYRIDINE-2-ACETATE;Pyridin-2-yl-acetic acid methyl ester;EINECS 216-759-8;MFCD00006358;methyl pyridin-2-ylacetate;2-[(Methoxycarbonyl)methyl]pyridine;Methyl 2-(2-pyridyl)acetate;Methyl 2-(pyridin-2-yl)acetate;methyl 2-(2-pyridyl)acetate;Methyl 2-Pyridineacetate;Methyl 2-pyridinylacetate #;SCHEMBL78000;Methyl 2-pyridylacetate, 98%;DTXSID90168027;HMS1773O10;NSC72093;NSC 72093;NSC-72093;pyridin-2-ylacetic acid methyl ester;AKOS001200251;PB18397;AC-30972;SY030291;TS-01994;PYRIDINE-2-ACETIC ACID METHYL ESTER;AM20050864;BB 0221055;CS-0020075;FT-0633739;P1268;EN300-23395;A23994;J-522062;J-640110;Z147652450

Chemical Property of Methyl 2-pyridylacetate

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 0.000996mmHg at 25°C
• Refractive Index: n20/D 1.506(lit.)
• Boiling Point: 302.352 °C at 760 mmHg
• PKA: 4.35±0.12(Predicted)
• Flash Point: 83.655 °C
• PSA: 39.19000
• Density: 1.116 g/cm³
• LogP: 0.79710
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-(Pyridin-2-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Methyl 2-pyridylacetate

There total 21 articles about Methyl 2-pyridylacetate 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: 100.0%

methanol (67-56-1) + pyridin-2-yl acetic acid hydrochloride (16179-97-8) → methyl 2-pyridylacetate (1658-42-0)

Guidance literature:

methanol; pyridin-2-yl acetic acid hydrochloride; With chloro-trimethyl-silane; at 0 - 20 ℃; Inert atmosphere;

With sodium hydrogencarbonate; In water;

DOI:10.1016/j.tet.2011.02.027

Reference yield: 95.0%

pyridin-2-yl acetic acid hydrochloride (16179-97-8) → methyl 2-pyridylacetate (1658-42-0)

Guidance literature:

With thionyl chloride; In methanol; at 0 ℃; for 1h;

Reference yield: 81.0%

pyridine N-oxide (694-59-7) + ketene t-butyldimethylsilyl methyl acetal (77086-38-5) → methyl 2-pyridylacetate (1658-42-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; at 25 ℃; for 0.0333333h;

DOI:10.1021/ol501359r

upstream raw materials:

methanol

N-phenyl-2-(pyridin-2-yl)acetamide

2-pyridylmethyllithium

carbon dioxide

Downstream raw materials:

N-(4-nitrophenyl)-2-(pyridin-2-yl)acetamide

methyl 4-imino-3-tolylsulfonyl-4H-quinolizine-1-carboxylate

methyl 4-cyano-3-methylsulfanyl-4-tolylsulfonyl-2-(1H-pyrid-2-ylidene)butenoate

methyl 4-cyano-3-methylsulfanyl-4-tolylsulfonyl-2-(1H-pyrid-2-ylidene)butenoate

Refernces

• 1、 Allen, Annette D.,Fedorov, Andrei V.,Tidwell, Thomas T.,Vukovic, Sinisa. "Hydration of pyridylketenes: Formation of acid enol and dihydropyridine (Eneaminone) transients". . p. 15777 - 15783. Retrieved 2004.
• 2、 -. "METHODS OF USING SPLICING MODULATORS". Paragraph 182. . Retrieved 2019/12/25.
• 3、 Chen, Zhengwang,Liang, Pei,Ma, Xiaoyue,Luo, Haiqing,Xu, Guohai,Liu, Tanggao,Wen, Xiaowei,Zheng, Jing,Ye, Hui. "Catalyst-Free Annulation of 2-Pyridylacetates and Ynals with Molecular Oxygen: An Access to 3-Acylated Indolizines". supporting information. p. 1630 - 1639. Retrieved 2019/01/26.