Propanedioic acid, fluoro-, monoethyl ester

Base Information

• Chemical Name: Propanedioic acid, fluoro-, monoethyl ester
• CAS No.: 100701-49-3
• Molecular Formula: C5H7FO4
• Molecular Weight: 150.107
• DSSTox Substance ID: DTXSID00597662
• Mol file: 100701-49-3.mol

Synonyms:100701-49-3;Propanedioic acid, fluoro-, monoethyl ester;3-Ethoxy-2-fluoro-3-oxopropanoate;Propanedioic acid, 2-fluoro-, 1-ethyl ester;DTXSID00597662

Chemical Property of Propanedioic acid, fluoro-, monoethyl ester

Chemical Property:

• PSA: 66.43000
• LogP: -1.36250
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 149.02501183
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

3-Ethoxy-2-fluoro-3-oxopropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)[O-])F

Technology Process of Propanedioic acid, fluoro-, monoethyl ester

There total 3 articles about Propanedioic acid, fluoro-, monoethyl ester 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: 84.0%

fluoromalonic acid diethyl ester (685-88-1) → 3-ethoxy-2-fluoro-3-oxopropionic acid (100701-49-3)

Guidance literature:

With potassium hydroxide; In ethanol; 1.) r.t., 3 h, 2.) 40 deg C, 90 min;

DOI:10.1039/p19960002633

Reference yield: 70.0%

fluoromalonic acid diethyl ester (685-88-1) → 2-Fluoro-malonic acid monoethyl ester (94721-39-8,100701-49-3)

Guidance literature:

With disodium hydrogenphosphate; potassium dihydrogenphosphate; Candida cylindraceae; at 40 - 41 ℃; for 6h; pH=7.3;

DOI:10.1246/cl.1984.1811

Reference yield:

fluoromalonic acid diethyl ester (685-88-1) → 2-Fluoro-malonic acid monoethyl ester (94721-39-8,100701-49-3) + 2-Fluoro-malonic acid monoethyl ester

Guidance literature:

With Na₂HPO₄-KH₂PO₄ buffer solution; at 40 - 41 ℃; for 6h; Yields of byproduct given. Title compound not separated from byproducts; lipase MY (Candida cylindracea), pH 7.3;

DOI:10.1021/jo00357a010

upstream raw materials:

fluoromalonic acid diethyl ester

Downstream raw materials:

fluoro-phenyl-acetic acid ethyl ester

ethyl fluoro-[4-methoxyphenyl]acetate

Ethyl 4-chloro-α-fluorophenylacetate

ethyl 2-(4-bromophenyl)-2-fluoroacetate

Refernces

• 1、 -. "7-(piperazin-1-yl)-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-5-ones for the treatment of thrombotic disorders". Page/Page column 49. . Retrieved 2016/05/02.
• 2、 -. "ORGANIC COMPOUNDS". Paragraph 0109. . Retrieved 2013/07/31.