(1S,2S)-2-fluorocyclopropanecarboxylic acid

Base Information

• Chemical Name: (1S,2S)-2-fluorocyclopropanecarboxylic acid
• CAS No.: 105919-34-4
• Molecular Formula: C₄H₅FO₂
• Molecular Weight: 104.081
• Hs Code.: 29161900
• European Community (EC) Number: 813-065-2,852-129-4
• DSSTox Substance ID: DTXSID901262266
• Nikkaji Number: J790.393F
• Mol file: 105919-34-4.mol

Synonyms:cis-2-fluorocyclopropanecarboxylic acid

Chemical Property of (1S,2S)-2-fluorocyclopropanecarboxylic acid

Chemical Property:

• Boiling Point: 202.3±33.0 °C(Predicted)
• PKA: 3.78±0.20(Predicted)
• PSA: 37.30000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 0.42900
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 104.02735756
• Heavy Atom Count: 7
• Complexity: 102

Purity/Quality:

97% ^*data from raw suppliers

cis-2-FluorocyclopropanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C1F)C(=O)O
• Isomeric SMILES: C1[C@H]([C@H]1F)C(=O)O

Technology Process of (1S,2S)-2-fluorocyclopropanecarboxylic acid

There total 2 articles about (1S,2S)-2-fluorocyclopropanecarboxylic acid 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: 10.0%

2-chloro-2-fluorocyclopropane carboxylic acid (137081-42-6) → (+/-)-trans-2-fluorocyclopropanecarboxylic acid (105919-34-4,127199-13-7,127199-14-8,130340-04-4,149326-84-1,167073-07-6,167073-08-7)

Guidance literature:

With hydrogen; ethylenediamine; nickel; In ethanol; at 80 ℃; under 15001.2 Torr;

DOI:10.1016/S0022-1139(00)80369-3

Reference yield:

tert-butyl 2-fluoro-cyclopropane-1-carboxylate (152237-14-4,152237-15-5) → (+/-)-trans-2-fluorocyclopropanecarboxylic acid (105919-34-4,127199-13-7,127199-14-8,130340-04-4,149326-84-1,167073-07-6,167073-08-7) + (±)-cis-2-fluorocyclopropanecarboxylic acid (167073-07-6,167073-08-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 1.5h; Heating / reflux;

Reference yield: 93.0%

(+/-)-trans-2-fluorocyclopropanecarboxylic acid (105919-34-4,127199-13-7,127199-14-8,130340-04-4,149326-84-1,167073-07-6,167073-08-7) → (rac-(1R,2S)-2-fluorocyclopropyl)methanol (169884-67-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 16h;

DOI:10.3762/bjoc.16.182

upstream raw materials:

2-chloro-2-fluorocyclopropane carboxylic acid

tert-butyl 2-fluoro-cyclopropane-1-carboxylate

Downstream raw materials:

2-Fluoro-cyclopropanecarboxylic acid ((R)-1-phenyl-ethyl)-amide

(±)-trans-2-fluorocyclopropanecarbonyl chloride

(rac-(1R,2S)-2-fluorocyclopropyl)methanol