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Citation: WAN Hong, GU Yujie, ZENG Jijun, XU Qiang, LV Jian. Preparation of Carboxylic Acid from 3, 3, 3-Trifluoropropenylmagnesium Bromide[J]. Chinese Journal of Applied Chemistry, ;2012, 29(2): 129-134. doi: 10.3724/SP.J.1095.2012.00088 shu

Preparation of Carboxylic Acid from 3, 3, 3-Trifluoropropenylmagnesium Bromide

1.
Xi'an Modern Chemistry Research Institute, Xi'an 710065, China

Corresponding author: LV Jian,
Received Date: 4 March 2011
Available Online: 11 May 2011

Propinic acid containing trifluoromethyl group was synthesized from 2-bromo-3,3,3-trifluoropropene,which was obtained via two steps:addition of 3,3,3-trifluoropropene and bromine followed by an elimination reaction.Then the reaction of magnesium,2-bromotrifluoropropene,different initiators and carbon dioxide in tetrahydrofuran produced 1-bromo-2-trifluoromethylpropionic,0.8 g of the product was obtained by extrated with 10% sodium carbonate solution.The purity of the product was 99.6% and the yield was 3.6%.Its structure was characterized by MS,IR,¹H NMR and ¹³C NMR.The main by-products were 1,1-difluoropropadiene,2,3-bis(trifluoromethyl)-1,3-butadiene and their [2+2] and [2+4] cycloaddition products.The suitable synthesis conditions of the reactions were determined as follows:THF was used as reaction solvent,dibromoethane as the initiator,reaction temperature for preparing the Grignard reagent was 30℃,the Grignard reaction temperature was 0℃.
- bromotrifluoropropene,
- tetrahydrofuran,
- Grignard reagent,
- carboxylic acid,
- cycloaddition
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