2-Ethoxypyridine

Base Information

• Chemical Name: 2-Ethoxypyridine
• CAS No.: 14529-53-4
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• Hs Code.: 29333990
• European Community (EC) Number: 238-553-7
• UNII: 4G3BKY7JKQ
• DSSTox Substance ID: DTXSID70162967
• Nikkaji Number: J132.822K
• Wikidata: Q72472042
• ChEMBL ID: CHEMBL3274301
• Mol file: 14529-53-4.mol

Synonyms:2-Ethoxypyridine;14529-53-4;Pyridine, 2-ethoxy-;MFCD00023464;4G3BKY7JKQ;EINECS 238-553-7;AI3-60422;2-Ethoxy pyridine;2-Ethoxy-pyridine;ethyl 2-pyridinyl ether;UNII-4G3BKY7JKQ;SCHEMBL152133;CHEMBL3274301;DTXSID70162967;AKOS005258151;CS-W017767;SB52293;AC-23102;AS-31090;A3158;AM20061677;E0870;FT-0612224;AC-907/25014179;Q-100167

Chemical Property of 2-Ethoxypyridine

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 2.53mmHg at 25°C
• Melting Point: 122 °C
• Refractive Index: 1.4960
• Boiling Point: 164.9 °C at 760 mmHg
• PKA: 4.09±0.12(Predicted)
• Flash Point: 57.5 °C
• PSA: 22.12000
• Density: 0.999 g/cm³
• LogP: 1.48030
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 75.3

Purity/Quality:

99% ^*data from raw suppliers

2-Ethoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22-10
• Safety Statements: 26-36-37-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC1=CC=CC=N1

Technology Process of 2-Ethoxypyridine

There total 31 articles about 2-Ethoxypyridine 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: 95.0%

5-bromo-2-ethoxypyridine (55849-30-4) → 2-ethoxypyridine (14529-53-4)

Guidance literature:

With sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.01.053

Reference yield: 92.0%

2-(phenylsulfonyl)pyridine (24244-60-8) + sodium ethanolate (141-52-6) → 2-ethoxypyridine (14529-53-4) + sodium benzenesulfonate (873-55-2)

Guidance literature:

In ethanol; for 19h; Heating;

DOI:10.3987/R-1986-11-3019

Reference yield: 86.0%

2-aminopyridine (504-29-0) + orthoformic acid triethyl ester (122-51-0) → 2-ethoxypyridine (14529-53-4)

Guidance literature:

With tert.-butylnitrite; at 50 - 60 ℃; for 1h;

upstream raw materials:

2-aminopyridine

ethyl nitrite

2-hydroxypyridin

ethyl iodide

Downstream raw materials:

5-bromo-2-ethoxypyridine

2-Pyridone

ethene

4-Amino-2-ethoxy-pyridin

Refernces

• 1、 Kornblum,Coffey. "-". . p. 3449. Retrieved 1966.
• 2、 -. "Preparation method of ortho-alkoxy substituted pyridine compound". Paragraph 0061-0062. . Retrieved 2021/09/08.
• 3、 Kassanova, Assiya Zh.,Krasnokutskaya, Elena A.,Beisembai, Perizat S.,Filimonov, Victor D.. "A Novel Convenient Synthesis of Pyridinyl and Quinolinyl Triflates and Tosylates via One-Pot Diazotization of Aminopyridines and Aminoquinolines in Solution". . p. 256 - 262. Retrieved 2016/01/15.