Ethyl 2-pyridylacetate

Base Information

• Chemical Name: Ethyl 2-pyridylacetate
• CAS No.: 2739-98-2
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 29333999
• European Community (EC) Number: 220-365-1
• NSC Number: 82347
• UNII: 3YNQ9EN6RL
• DSSTox Substance ID: DTXSID90181817
• Nikkaji Number: J157K
• Wikidata: Q63408947
• Mol file: 2739-98-2.mol

Synonyms:Ethyl 2-pyridylacetate;2739-98-2;ethyl 2-(pyridin-2-yl)acetate;Ethyl pyridine-2-acetate;ethyl 2-pyridin-2-ylacetate;Ethyl 2-pyridineacetate;2-Pyridineacetic acid, ethyl ester;2-Pyridineacetic Acid Ethyl Ester;ethyl 2-(2-pyridyl)acetate;2-Pyridylacetic Acid Ethyl Ester;3YNQ9EN6RL;(2-Pyridinyl)acetic acid ethyl ester;Ethyl (pyridin-2-yl)acetate;ETHYL PYRIDIN-2-YLACETATE;EINECS 220-365-1;Pyridine-2-Acetic Acid Ethyl Ester;MFCD00006359;NSC-82347;2-(2-pyridyl)acetic acid ethyl ester;7739-98-2;Ethyl 2-pyridinylacetate;ethyl pyrid-2-ylacetate;UNII-3YNQ9EN6RL;Ethyl 2-pyridinylacetate #;Pyridine-2-acetic acid ethyl;ETHYL-2-PYRIDYLACETATE;SCHEMBL134991;ethyl 2-(2-pyridinyl)acetate;Ethyl 2-pyridylacetate, 98%;Ethyl-2-(pyridine-2-yl)acetate;DTXSID90181817;NSC82347;STR02169;NSC 82347;AKOS009158905;AB00728;FG-0449;SY001136;AM20051029;CS-0020135;FT-0613398;FT-0625979;PYRIDIN-2-YL-ACETIC ACID ETHYL ESTER;A23996;EN300-126993;J-016755;Q63408947;Z1143356340

Chemical Property of Ethyl 2-pyridylacetate

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.00104mmHg at 25°C
• Melting Point: 136-137 °C
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 301.7 °C at 760 mmHg
• PKA: 4.45±0.12(Predicted)
• Flash Point: 95.1 °C
• PSA: 39.19000
• Density: 1.086 g/cm³
• LogP: 1.18720
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

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

Ethyl 2-pyridylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC=CC=N1
• Uses: Ethyl 2-pyridineacetate is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.

Technology Process of Ethyl 2-pyridylacetate

There total 23 articles about Ethyl 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: 93.0%

2-chloropyridine (109-09-1) + bromo(2-ethoxy-2-oxoethyl)zinc (5764-82-9) → ethyl 2-(pyridinyl-2)acetate (2739-98-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; C₃₈H₆₂P₂; In tetrahydrofuran; at 20 ℃; for 40h; Inert atmosphere;

DOI:10.1002/anie.202016048

Reference yield: 89.0%

α-picoline (109-06-8) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl 2-(pyridinyl-2)acetate (2739-98-2)

Guidance literature:

α-picoline; Diethyl carbonate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

at 20 ℃; for 0.5h;

DOI:10.1039/c4ob01694g

Reference yield: 71.0%

2-iodopyridine (5029-67-4) + ethyl potassium malonate (6148-64-7) → ethyl 2-(pyridinyl-2)acetate (2739-98-2)

Guidance literature:

With magnesium chloride; copper(I) bromide; In ethanol; Heating;

DOI:10.1002/jlcr.1289

upstream raw materials:

2-pyridylmethyllithium

Diethyl carbonate

pyridine-2-acetonitrile

ethanol

Downstream raw materials:

4-oxo-3-pyridin-2-yl-4H-quinolizine-1-carboxylic acid ethyl ester

2,4-di-[2]pyridyl-glutaric acid diethyl ester

2-pyridineacetic acid

ethanol

Refernces

• 1、 Hu, Zhiyong,Wei, Xiao-Jing,Handelmann, Jens,Seitz, Ann-Katrin,Rodstein, Ilja,Gessner, Viktoria H.,Goo?en, Lukas J.. "Coupling of Reformatsky Reagents with Aryl Chlorides Enabled by Ylide-Functionalized Phosphine Ligands". supporting information. p. 6778 - 6783. Retrieved 2021/02/01.
• 2、 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.