Ethyl (2R)-2-fluoropropanoate

Base Information

• Chemical Name: Ethyl (2R)-2-fluoropropanoate
• CAS No.: 72959-94-5
• Molecular Formula: C5H9FO2
• Molecular Weight: 120.12200
• Hs Code.: 2916199590
• European Community (EC) Number: 812-202-3
• DSSTox Substance ID: DTXSID90426538
• Wikidata: Q82239430
• Mol file: 72959-94-5.mol

Synonyms:72959-94-5;ETHYL (2R)-2-FLUOROPROPANOATE;Propanoic acid, 2-fluoro-, ethyl ester, (R)-;SCHEMBL820314;DTXSID90426538;XCA95994;MFCD28054290;ETHYL (R)-2-FLUOROPROPANOATE;ETHYL(2R)-2-FLUOROPROPANOATE;AT11652;(2R)-2-Fluoro-propanoic acid ethyl ester;EN300-7285740

Chemical Property of Ethyl (2R)-2-fluoropropanoate

Chemical Property:

• PSA: 26.30000
• LogP: 0.90750
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 120.05865769
• Heavy Atom Count: 8
• Complexity: 82.5

Purity/Quality:

Ethyl(2R)-2-Fluoropropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C)F
• Isomeric SMILES: CCOC(=O)[C@@H](C)F

Technology Process of Ethyl (2R)-2-fluoropropanoate

There total 7 articles about Ethyl (2R)-2-fluoropropanoate 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: 99.0%

(S)-Ethyl lactate (687-47-8) → (R)-(+)-ethyl 2-fluoropropionate (72959-94-5,127306-59-6)

Guidance literature:

With fluorosulfonyl fluoride; triethylamine hydrofluoride; In acetonitrile; at 20 ℃; for 1 - 20h; under 3750.38 Torr; Product distribution / selectivity;

Reference yield: 25.0%

(R)-2-Fluoro-3-(toluene-4-sulfonyloxy)-propionic acid ethyl ester (102712-70-9) → (R)-(+)-ethyl 2-fluoropropionate (72959-94-5,127306-59-6)

Guidance literature:

With cyanoborane; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 60 - 70 ℃; for 24h;

DOI:10.1016/S0022-1139(00)80530-8

Reference yield:

(S)-ethyl 2-(methylsulfonyloxy)propanoate (63696-99-1) → (R)-(+)-ethyl 2-fluoropropionate (72959-94-5,127306-59-6)

Guidance literature:

With ion-exchange resin - form>; In pentane; for 24h; Heating;

upstream raw materials:

(S)-ethyl 2-(methylsulfonyloxy)propanoate

(R)-2-Fluoro-3-(toluene-4-sulfonyloxy)-propionic acid ethyl ester

(S)-Ethyl lactate

fluoromalonic acid diethyl ester

Downstream raw materials:

(2R)-2-fluoropropanol

Refernces

• 1、 -. "PROCESS FOR PREPARING 2-FLUOROPROPIONALDEHYDE". Page/Page column 30. . Retrieved 2016/03/12.
• 2、 -. "DEHYDROXYLATED FLUORINATING AGENT". Page/Page column 18. . Retrieved 2009/03/07.