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

Base Information

• Chemical Name: (1S,2S)-2-fluorocyclopropanecarboxylic acid
• CAS No.: 127199-14-8
• Molecular Formula: C4H5FO2
• Molecular Weight: 104.081
• Hs Code.: 2916200090
• European Community (EC) Number: 813-065-2,852-129-4
• DSSTox Substance ID: DTXSID901262266
• Nikkaji Number: J790.393F
• Mol file: 127199-14-8.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.: 2-8°C
• 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:

98% ^*data from raw suppliers

(1S,2S)-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 17 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: 90.0%

(1S,2S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-2-fluorocyclopropanecarboxylate → (1S,2S)-2-fluorocyclopropane-1-carboxylic acid (127199-14-8,167073-07-6,167073-08-7)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 4 - 20 ℃; for 72h; Inert atmosphere;

DOI:10.1021/jo501219n

Reference yield: 84.0%

C10H9FO4S → (1S,2S)-2-fluorocyclopropane-1-carboxylic acid (127199-14-8,167073-07-6,167073-08-7)

Guidance literature:

With magnesium; In methanol; at 4 - 20 ℃; for 3h;

Reference yield: 73.0%

(1S,2S)-2-Fluoro-cyclopropanecarboxylic acid ((R)-1-phenyl-ethyl)-amide (127199-12-6,167073-06-5) → (1S,2S)-2-fluorocyclopropane-1-carboxylic acid (127199-14-8,167073-07-6,167073-08-7)

Guidance literature:

With hydrogenchloride; at 100 - 110 ℃; for 5h;

DOI:10.1021/jm00046a019

upstream raw materials:

2-chloro-2-fluorocyclopropane carboxylic acid

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

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

cis-ethyl 2-fluorocyclopropanecarboxylate

Downstream raw materials:

tert-butyl N-<(1R,2S)-2-fluorocyclopropyl>carbamate

(±)-trans-2-fluorocyclopropanecarbonyl chloride

(1R,2S)-2-fluorocyclopropane carbonyl chloride

Refernces

• 1、 -. "Novel method for asymmetric synthesis of (1S,2S)-2-fluorocyclopropanecarboxylic acid under catalysis of chiral rhodium catalyst". Paragraph 0124-0125; 0128-0130. . Retrieved 2019/12/02.
• 2、 -. "PROCESS FOR PRODUCING 1,2-CIS-2-FLUOROCYCLOPROPANE-1-CARBOXYLIC ESTER COMPOUND". Page/Page column 10. . Retrieved 2008/06/13.