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CAS No. : | 396-64-5 | MDL No. : | MFCD00039216 |
Formula : | C12H8F2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | GAYJHUJLHJWCTH-UHFFFAOYSA-N |
M.W : | 190.19 | Pubchem ID : | 123058 |
Synonyms : |
|
Chemical Name : | 3,3'-Difluoro-1,1'-biphenyl |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | UN#: | |
Hazard Statements: | H315-H319 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Equipped with a dropping funnel,thermometer,Magnetic stir the 500ml of the four bottles,200 ml of anhydrous tetrahydrofuran was added,3.75 g (154 mmol) of metallic magnesium.To the dropping funnel was added 24.5 g (140 mmol) of 3-fluorobromobenzene.The reaction flask was charged with trace iodine and a small amount of 3-fluorobromobenzene,The reaction mixture is then heated to about 50 C to initiate a Grignard reaction.After the Grignard reaction,3-fluorobromobenzene in the dropping funnel was slowly dropped into the reaction solution to control the internal temperature to 45 C to 52 C.After completion of the reaction, the reaction solution was stirred for 3 hours until the reaction was complete.In another four-necked flask equipped with a thermometer, a dropping funnel and a magnetic stirrer, 84 ml of dry tetrahydrofuran(83.8 mmol) of 1,2-dichloroethane, and 0.7 g (4.3 mmol) of 3 mol% FeCl3.The Grignard solution prepared as described above was placed in a dropping funnel,And slowly added dropwise to the stirred 1,2-dichloroethane / FeCl3 / THF reaction mixture for about 1.5 hours. After the drop, the reaction temperature was 49 . The reaction mixture was stirred at room temperature for an additional 2 hours. 19F NMR analysis reaction mixture,Fluorobenzene as the internal standard,The yield of product 3,3'-difluorobiphenyl was 96%.The post-treatment of the reaction mixture is as follows:The reaction mixture was acidified with dilute hydrochloric acid,Ethyl acetate extraction.Water ethyl acetate extraction,Combined organic layer,Saturated aqueous sodium chloride solution,Dried over magnesium sulfate, filtered and the filtrate evaporated to dryness. The remaining residue was distilled under reduced pressure, and GC-Mass and NMR analysis showed the crude productThe product contains a small amount of 1-bromo-4-acetylbutane and other impurities. |
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