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| | 3,3-Difluorocyclobutanecarboxylic acid Basic information | | Uses |
| Product Name: | 3,3-Difluorocyclobutanecarboxylic acid | | Synonyms: | 3,3-Difluoro-cyclobutanec...;Cyclobutanecarboxylic acid, 3,3-difluoro-;3,3-Difluorocyclobutanecarboxylic acid;3,3-Difluorocyclobutanecarboxylic Acid(WXFC0148);3,3-Difluorocyclobutanecarboxylic acid 98%;3-Difluorocyclobutanecarboxylic acid;TIANFU-CHEM 107496-54-8 3,3-Difluorocyclobutanecarboxylic acid | | CAS: | 107496-54-8 | | MF: | C5H6F2O2 | | MW: | 136.1 | | EINECS: | | | Product Categories: | | | Mol File: | 107496-54-8.mol |  |
| | 3,3-Difluorocyclobutanecarboxylic acid Chemical Properties |
| Melting point | 51.0 to 55.0 °C | | Boiling point | 205 °C | | density | 1.37 | | Fp | 78 °C | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | 3.63±0.40(Predicted) | | form | powder to crystal | | color | White to Light yellow | | InChI | InChI=1S/C5H6F2O2/c6-5(7)1-3(2-5)4(8)9/h3H,1-2H2,(H,8,9) | | InChIKey | PLRCVBKYFLWAAT-UHFFFAOYSA-N | | SMILES | C1(C(O)=O)CC(F)(F)C1 |
| RIDADR | UN 3261 8/PG III | | WGK Germany | 3 | | HazardClass | IRRITANT | | PackingGroup | III | | HS Code | 2916200090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 3,3-Difluorocyclobutanecarboxylic acid Usage And Synthesis |
| Uses | 3,3-Difluorocyclobutane carboxylic acid is used as an organic and pharmaceutical intermediate. | | Synthesis Reference(s) | Synthetic Communications, 35, p. 657, 2005 DOI: 10.1081/SCC-200050350 | | Synthesis | General procedure for the synthesis of 3,3-difluorocyclobutanecarboxylic acid from benzyl ester of 3,3-difluorocyclobutanecarboxylate: benzyl ester of 3,3-difluorocyclobutanecarboxylic acid (0.84 g, 3.72 mmol) was dissolved in ethanol (40 mL), and about 0.02 g of palladium/activated carbon catalyst was added. The reaction mixture was stirred at room temperature for 12 hours in a hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad. The filtrate was concentrated and dried under vacuum to afford the target product 3,3-difluorocyclobutanecarboxylic acid (0.46 g, 90% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 3.16-2.55 (m, 5H). | | References | [1] Patent: WO2013/107405, 2013, A1. Location in patent: Page/Page column 42
[2] Patent: US2015/87600, 2015, A1. Location in patent: Page/Page column
[3] Patent: EP3290418, 2018, A1. Location in patent: Paragraph 0172; 0181
[4] Patent: US9273058, 2016, B2. Location in patent: Page/Page column 337; 338
[5] Patent: WO2007/47625, 2007, A2. Location in patent: Page/Page column 24 |
| | 3,3-Difluorocyclobutanecarboxylic acid Preparation Products And Raw materials |
| Raw materials | 1-Cyclobutene-1-carboxylic acid, 2-chloro-3,3-difluoro--->benzyl 3,3-difluorocyclobutanecarboxylate-->3-Oxocyclobutanecarboxylic acid-->3,3-DIFLUORO-CYCLOBUTANECARBONITRILE-->Cyclobutanecarboxylic acid, 3,3-difluoro-, ethyl ester (9CI)-->3-OXO-CYCLOBUTANECARBONITRILE-->BENZYL 3-OXOCYCLOBUTANECARBOXYLATE-->3-Methylenecyclobutanecarbonitrile-->Cyclobutanecarboxamide, 3,3-difluoro- (9CI)-->ETHYL 3-OXO CYCLOBUATNE CARBOXYLATE | | Preparation Products | 3,3-DIFLUOROCYCLOBUTANAMINE HYDROCHLORIDE-->3,3-difluorocyclobutane-1-carbonyl chloride |
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