2-Fluorobenzotrifluoride CAS 392-85-8
2-Fluorobenzotrifluoride Basic information
| Product Name: | 2-Fluorobenzotrifluoride |
| Synonyms: | 2-FLUOROBENZOTRIFLUORIDE;1-FLUORO-2-(TRIFLUOROMETHYL)BENZENE;ALPHA,ALPHA,ALPHA,2-TETRAFLUOROTOLUENE;O-FLUOROBENZOTRIFLUORIDE;o-fluorotrifluorotoluene;2-Fluorobezotrifluoride;1-Fluoro-2-(trifluoromethyl)benzenealpha,alpha,alpha,2-Tetrafluorotoluene;Orthofluorine three fluorine toluene |
| CAS: | 392-85-8 |
| MF: | C7H4F4 |
| MW: | 164.1 |
| EINECS: | 206-880-4 |
| Product Categories: | Aromatic Hydrocarbons (substituted) & Derivatives;Benzene series;Miscellaneous;Trifluoromethylbenzene serise;bc0001 |
| Mol File: | 392-85-8.mol |
2-Fluorobenzotrifluoride Chemical Properties
| Melting point | -49°C |
| Boiling point | 114-115 °C750 mm Hg(lit.) |
| density | 1.293 g/mL at 25 °C(lit.) |
| refractive index | n |
| Fp | 64 °F |
| storage temp. | Sealed in dry,2-8°C |
| form | clear liquid |
| color | Colorless to Light yellow to Light orange |
| Specific Gravity | 1.31 |
| BRN | 2046638 |
| InChI | InChI=1S/C7H4F4/c8-6-4-2-1-3-5(6)7(9,10)11/h1-4H |
| InChIKey | BGVGHYOIWIALFF-UHFFFAOYSA-N |
| SMILES | C1(F)=CC=CC=C1C(F)(F)F |
| CAS DataBase Reference | 392-85-8(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzene, 1-fluoro-2-(trifluoromethyl)-(392-85-8) |
| EPA Substance Registry System | Benzene, 1-fluoro-2-(trifluoromethyl)- (392-85-8) |
Safety Information
| Hazard Codes | F,Xi |
| Risk Statements | 11-36/37/38 |
| Safety Statements | 16-26-33-24/25-7/9 |
| RIDADR | UN 1993 3/PG 2 |
| WGK Germany | 3 |
| Hazard Note | Flammable/Irritant |
| TSCA | TSCA listed |
| HazardClass | 3 |
| PackingGroup | II |
| HS Code | 29039990 |
| Storage Class | 3 - Flammable liquids |
| Hazard Classifications | Eye Irrit. 2 Flam. Liq. 2 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | clear colorless liquid |
| Uses | 2-Fluorobenzotrifluoride was used in the synthesis of 2,2′-bis(trifluoromethylphenoxy)biphenyl via nucleophilic aromatic substitution reaction with 2,2′-biphenol. |
| Synthesis | 98-08-8 402-44-8 401-80-9 392-85-8 393-38-4 General procedure: In a FEP or PFA reactor equipped with a PTFE-lined magnetic stirring bar and connected to a gas scrubber bottle, substituted benzene (0.95-1.10 mmol), 1,1,1,3,3-pentafluorobutane (2 ml per ml C6H5R), and BF3-Et2O (1.3-1.5 mmol per mmol C6H5R) were added. The mixture was stirred at 0-5 °C (ice bath) for 10-15 min, followed by batchwise addition of XeF2 (1.2-1.3 mmol per mmol C6H5R). After each addition, the mixture was stirred at 22-25 °C for 3-5 min and cooled again. After the addition was completed, the dark solution was continued to be stirred at 22-25 °C for 15-30 min. Subsequently, 10% aqueous KHCO3 solution was added and the upper organic layer was separated and filtered through a short column equipped with silica gel (40-60 μm) and finally dried with magnesium sulfate. The solution was analyzed by 19F NMR and GC/MS. The major products are listed in the table and other products are as follows (GC/MS data). |
| References | [1] Russian Journal of Organic Chemistry, 2016, vol. 52, # 10, p. 1400 - 1407 [2] Zh. Org. Khim., 2016, vol. 52, # 10, p. 1412 - 1419,8 |
2-Fluorobenzotrifluoride Preparation Products And Raw materials
| Raw materials | Sodium nitrite-->o-Toluidine-->Benzotrifluoride |
| Preparation Products | 2-FLUORO-3-(TRIFLUOROMETHYL)BENZOIC ACID-->4-Fluorobenzotrifluoride-->1-phenylmethoxy-2-(trifluoromethyl)benzene-->ethyl N-[2-(trifluoromethyl)phenoxy]ethanecarboximidate |
