(1S)-2,2-difluorocyclopropane-1-carboxylic acid

Base Information

• Chemical Name: (1S)-2,2-difluorocyclopropane-1-carboxylic acid
• CAS No.: 1883301-82-3
• Molecular Formula: C₄H₄F₂O₂
• Molecular Weight: 122.071
• European Community (EC) Number: 867-656-5
• Mol file: 1883301-82-3.mol

Synonyms:1883301-82-3;(1S)-2,2-difluorocyclopropane-1-carboxylic acid;(S)-2,2-Difluorocyclopropanecarboxylic acid;(S)-2,2-difluorocyclopropane-1-carboxylic acid;MFCD30471588;SCHEMBL1173556;TQP0899;KMLMOVWSQPHQME-REOHCLBHSA-N;(1S)(c)\2,2(c)\difluorocyclopropane(c)\1(c)\carboxylic acid;AMY35689;AS-52842;(S)-2,2-Difluorocyclopropanecarboxylicacid;CS-0053586;(1S)-2,2-difluorocyclopropanecarboxylic acid;P15788;EN300-6356877;Cyclopropanecarboxylic acid, 2,2-difluoro-, (1S)-

Chemical Property of (1S)-2,2-difluorocyclopropane-1-carboxylic acid

Chemical Property:

• Boiling Point: 188.7±40.0 °C(Predicted)
• PKA: 3.22±0.22(Predicted)
• Density: 1.48±0.1 g/cm3(Predicted)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 122.01793569
• Heavy Atom Count: 8
• Complexity: 132

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1S)-2,2-difluorocyclopropanecarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (1S)-2,2-difluorocyclopropane-1-carboxylic acid

There total 10 articles about (1S)-2,2-difluorocyclopropane-1-carboxylic 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: 95.0%

2,2-difluorocyclopropane-1-(S)-carboxylate (R)-N-Benzyl-1-phenylethan-1-aminium salt → (1S)-2,2-difluorocyclopropane-1-carboxylic acid (1883301-82-3,1631747-25-5)

Guidance literature:

With sulfuric acid; In tert-butyl methyl ether; water; at 25 ℃; for 1h; Inert atmosphere;

Reference yield: 89.0%

2,2-difluorocyclopropanecarboxylic acid butyl ester (260352-79-2) → 2,2-difluorocyclopropane-1-carboxylic acid (107873-03-0,1883301-82-3,1631747-25-5)

Guidance literature:

With sodium hydroxide; Heating;

DOI:10.1016/j.jfluchem.2004.12.004

Reference yield: 79.0%

1,1-difluoro-2-vinylcyclopropane (694-34-8) → 2,2-difluorocyclopropane-1-carboxylic acid (107873-03-0,1883301-82-3,1631747-25-5)

Guidance literature:

With potassium permanganate; In water; for 36h;

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

upstream raw materials:

1,1-difluoro-2-vinylcyclopropane

2,2-difluorocyclopropanecarboxylic acid butyl ester

2,2-difluorocyclopropane-1-carboxylic acid

Downstream raw materials:

[4-(4-bromophenyl)piperazin-1-yl](2,2-difluorocyclopropyl)methanone

[4-(4-bromophenyl)piperazin-1-yl](2,2-difluorocyclopropyl)methanone

7-(2-chloro-5-methylphenylamine)-N-(2,2-difluorocyclopropylcarbamoyl)-6-[4-(4-fluorophenyl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidine-3-sulfonamide

(1R)-2,2-difluorocyclopropanecarboxylic acid

Refernces

• 1、 -. "AMINOPYRIMIDINYL DERIVATIVES". Paragraph 0155; 0195; 0200. . Retrieved 2022/01/12.
• 2、 Nosik, Pavel S.,Ryabukhin, Sergey V.,Grygorenko, Oleksandr O.,Volochnyuk, Dmitriy M.. "Transition Metal-free gem-difluorocyclopropanation of Alkenes with CF3SiMe3?NaI System: a Recipe for Electron-deficient Substrates". . p. 4104 - 4114. Retrieved 2018/10/02.