107496-54-8

Basic information

• Product Name: 3,3-Difluorocyclobutanecarboxylic acid
• Synonyms: 3,3-Difluorocyclobutanecarboxylic acid;3,3-Difluoro-cyclobutanec...;Cyclobutanecarboxylic acid, 3,3-difluoro-;3,3-Difluorocyclobutanecarboxylic Acid(WXFC0148)
• CAS NO: 107496-54-8
• Molecular Formula: C₅H₆F₂O₂
• Molecular Weight: 136.1
• Mol File: 107496-54-8.mol
• Article Data: 19

Chemical Properties

• Melting Point: 51.0 to 55.0 °C
• Boiling Point: 205 °C
• Flash Point: 78 °C
• Appearance: /
• Density: 1.37
• Vapor Pressure: 0.106mmHg at 25°C
• Refractive Index: 1.42
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 3.63±0.40(Predicted)
• CAS DataBase Reference: 3,3-Difluorocyclobutanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-Difluorocyclobutanecarboxylic acid(107496-54-8)
• EPA Substance Registry System: 3,3-Difluorocyclobutanecarboxylic acid(107496-54-8)

Safety Data

• RIDADR: UN 3261 8/PG III
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 107496-54-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 35, p. 657, 2005 DOI: 10.1081/SCC-200050350

InChI:InChI=1/C5H6F2O2/c6-5(7)1-3(2-5)4(8)9/h3H,1-2H2,(H,8,9)

Upstream product

• 87121-89-9 ethyl 3-oxocyclobutanecarboxylate 
• 681128-38-1 ethyl 3,3-difluorocyclobutane-1-carboxylate 
• 1234616-13-7 methyl 3,3-difluorocyclobutane-1-carboxylate 
• 107496-53-7 2,2-dichloro-3,3-difluorocyclobutanecarbonitrile 
• 198995-91-4 benzyl 3-oxocyclobutane-1-carboxylate 
• 23761-23-1 3-oxocyclobutanecarboxylic acid 
• 86770-80-1 3,3-difluorocyclobutane-1-carbonitrile 
• 935273-86-2 benzyl 3,3-difluorocyclobutane-1-carboxylate 
• 20249-16-5 3-oxo-cyclobutanecarbonitrile 
• 15760-35-7 3-methylenecyclobutanecarbonitrile 
• 1735-42-8 2-chloro-3,3-difluorocyclobut-1-ene carboxylic acid 

Downstream Products

• 637031-93-7 3,3-difluorocyclobutylamine hydrochloride 
• 1014701-42-8 5-(5-{2-[1-(3,3-difluoro-cyclobutanecarbonyl)-3-phenyl-pyrrolidin-3-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile 
• 1014701-64-4 (5-{2-[1-(3,3-difluoro-cyclobutanecarbonyl)-3-phenyl-azetidin-3-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-(4,6-dimethyl-pyrimidin-5-yl)-methanone 
• 1014702-34-1 (5-{3-[1-(3,3-difluoro-cyclobutanecarbonyl)-azetidin-3-yl]-3-phenyl-propyl}-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-(4,6-dimethyl-pyrimidin-5-yl)-methanone 
• 1014702-45-4 (5-{2-[1-(3,3-difluoro-cyclobutanecarbonyl)-3-phenyl-pyrrolidin-3-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-(3,5-dimethyl-1-pyrimidin-5-yl-1H-pyrazol-4-yl)-methanone 
• 1355063-48-7 4-({5-Chloro-6-[(3,3-difluorocyclobutyl)methoxy]pyridin-3-yl}oxy)-2,5-difluoro-N-(methylsulfonyl)benzamide 
• 1355066-39-5 4-({5-Chloro-6-[(3,3-difluorocyclobutyl)methoxy]pyridin-3-yl}oxy)-2,5-difluorobenzoic acid 
• 1355066-38-4 tert-Butyl 4-({5-chloro-6-[(3,3-difluorocyclobutyl)methoxy]pyridin-3-yl}oxy)-2,5-difluorobenzoate 
• 1426448-04-5 N-{5-[5-(3,3-difluorocyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide 
• 681128-40-5 (3,3-difluorocyclobutyl)methyl 4-methylbenzene-1-sulfonate 
• 1621223-57-1 1-(3,3-difluorocyclobutyl)ethan-1-one 
• 1310729-91-9 1-bromo-3,3-difluorocyclobutane 
• 1374339-42-0 1-[6-(4'-{4-[(3,3-difluorocyclobutyl)carbonyl]piperazin-1-yl}-4-methylbiphenyl-2-yl)pyridin-2-yl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid 
• 1029720-19-1 tert-butyl (3,3-difluorocyclobutyl)carbamate 

Relevant articles and documents

A practical synthesis of 3,3-difluorocyclobutane carboxylic acid

We reported a straightforward, three step synthesis of 3,3- difluorocyclobutane carboxylic acid.

Method for synthesizing 3,3-difluorocyclobutanoic acid

The invention provides a method for synthesizing 3,3-difluorocyclobutanoic acid. The method specifically comprises the following steps: taking 3-oxocyclobutane formate as a starting raw material, obtaining 3,3-difluorocyclobutanoic acid through generating difluoro-substituted reaction with a fluorinated reagent BAST, generating saponification hydrolysis with alkali and acidifying to obtain the 3,3-difluorocyclobutanoic acid. The method provided by the invention has the advantages of being short in reaction route, stable and safe in raw material performance, mild in reaction condition and suitable for industrial production.

Novel process for synthesizing 3, 3-difluorocyclobutyric acid

The invention provides a novel process for synthesizing 3, 3-difluorocyclobutyric acid. No fluorinating reagent like DAST is used, and the novel process is realized directly through three-step reaction, thereby being low in production cost and suitable for industrial production. The novel process has the advantages that yield is increased, and cost is lowered greatly; strong-acid hydrolysis of cyan is omitted, so that yield is increased, cost is lowered, and 'three wastes' are reduced; hydrogenation condition is changed, and original high-pressure reaction is changed into low-pressure reaction, so that reaction dangerousness is reduced, cost is lowered, and yield is increased.