ethyl 4-chloro-2-oxo-2H-chromene-3-carboxylate

Base Information

• Chemical Name: ethyl 4-chloro-2-oxo-2H-chromene-3-carboxylate
• CAS No.: 213181-26-1
• Molecular Formula: C₁₂H₉ClO₄
• Molecular Weight: 252.654
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID80382997
• Wikidata: Q82174524
• Mol file: 213181-26-1.mol

Synonyms:ethyl 4-chloro-2-oxo-2H-chromene-3-carboxylate;213181-26-1;ethyl 4-chloro-2-oxochromene-3-carboxylate;Cyto5E3;Maybridge3_003265;Oprea1_580811;SCHEMBL22103901;DTXSID80382997;HMS1440E09;IDI1_014652;ethyl4-chloro-2-oxo-2H-chromene-3-carboxylate

Chemical Property of ethyl 4-chloro-2-oxo-2H-chromene-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.58E-06mmHg at 25°C
• Boiling Point: 390.8°Cat760mmHg
• Flash Point: 168.2°C
• PSA: 56.51000
• Density: 1.39g/cm³
• LogP: 2.62310
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 252.0189365
• Heavy Atom Count: 17
• Complexity: 375

Purity/Quality:

Ethyl4-chloro-2-oxo-2H-chromene-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C2=CC=CC=C2OC1=O)Cl

Technology Process of ethyl 4-chloro-2-oxo-2H-chromene-3-carboxylate

There total 4 articles about ethyl 4-chloro-2-oxo-2H-chromene-3-carboxylate 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: 94.0%

ethyl 4-hydroxy-2-oxo-2H-chromene-3-carboxylate (1821-20-1) → 4-chloro-2-oxo-2H-chromene-3-carboxylic acid ethyl ester (213181-26-1)

Guidance literature:

With triethylamine; trichlorophosphate; at 60 ℃; for 3h;

DOI:10.1002/jhet.5570350322

Reference yield:

→ 4-chloro-2-oxo-2H-chromene-3-carboxylic acid ethyl ester (213181-26-1)

Guidance literature:

With chloroform; phosphorus pentachloride; Zersetzen mit Eis;

Reference yield:

diethyl malonate (105-53-3) → 4-chloro-2-oxo-2H-chromene-3-carboxylic acid ethyl ester (213181-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Na / 1.) Et₂O, 2.) Et₂O, reflux, 16 h

2: 94 percent / POCl₃, Et₃N / 3 h / 60 °C

With sodium; triethylamine; trichlorophosphate;

DOI:10.1002/jhet.5570350322

upstream raw materials:

ethyl 4-hydroxy-2-oxo-2H-chromene-3-carboxylate

diethyl malonate

O-acetylsalicyloyl chloride