406-93-9

Usage

Uses

Used in Organic Synthesis:
4,4,4-Trifluorobutyric acid is used as a building block for the synthesis of various organic compounds. Its trifluoromethyl group provides unique reactivity and stability, making it a valuable component in the creation of complex molecules.
Used in Pharmaceuticals:
In the pharmaceutical industry, 4,4,4-Trifluorobutyric acid is used as an intermediate for the production of various drugs. Its properties allow for the development of new medications with improved efficacy and reduced side effects.
Used in Agrochemicals:
4,4,4-Trifluorobutyric acid is employed as a key component in the development of agrochemicals, such as pesticides and herbicides. Its incorporation into these products enhances their effectiveness in controlling pests and weeds, leading to increased crop yields and better agricultural outcomes.
Used in Dyestuff:
In the dyestuff industry, 4,4,4-Trifluorobutyric acid is used as a starting material for the synthesis of various dyes and pigments. Its unique properties contribute to the development of dyes with improved colorfastness and stability, making them suitable for a wide range of applications, from textiles to printing inks.

InChI:InChI=1/C4H5F3O2/c5-4(6,7)2-1-3(8)9/h1-2H2,(H,8,9)/p-1

Upstream product

• 371-26-6 ethyl 4,4,4-trifluorobutanoate 
• 461-21-2 3,3,3-trifluoropropyl magnesium chloride 
• 15719-64-9 methylammonium carbonate 
• 460-37-7 1,1,1-trifluoro-3-iodopropane 
• 201230-82-2 carbon monoxide 
• 460-32-2 3-bromo-1,1,1-trifluoropropane 
• 124-38-9 carbon dioxide 
• 99783-24-1 (2,2,2-trifluoroethyl)maloic acid 
• 56-23-5 tetrachloromethane 
• 107-92-6 butyric acid 
• 25597-16-4 ethyl 4,4,4-trifluorocrotonate 
• 75-88-7 1,1,1-trifluoro-2-chloroethane 
• 127-08-2 potassium acetate 
• 1680206-12-5 Grushin’s reagent 

Downstream Products

• 719272-81-8 3-(4-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}bicyclo[2.2.2]oct-1-yl)-5-(3.3.3-trifluoropropyl)-1,2,4-oxadiazole 
• 406-91-7 4,4,4-trifluorobutanoyl chloride 
• 138165-80-7 2-[[(Phenylmethyl)thio]methyl]-4,4,4-trifluorobutyric acid 
• 769169-02-0 (4R)-4-benzyl-3-(4,4,4-trifluorobutanoyl)-1,3-oxazolidin-2-one 
• 1352079-03-8 4,4,4-trifluoro-1-{4-[3-(2-fluorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}butan-1-one 
• 1352079-04-9 4,4,4-trifluoro-1-{4-[3-(3-fluorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}butan-1-one 
• 1352079-05-0 4,4,4-trifluoro-1-{4-[3-(4-fluorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}butan-1-one 
• 1352079-06-1 1-{4-[3-(2-chlorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}-4,4,4-trifluorobutan-1-one 
• 1352079-07-2 1-{4-[3-(3-chlorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}-4,4,4-trifluoro-butan-1-one 
• 1352079-08-3 1-{4-[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}-4,4,4-trifluorobutan-1-one 
• 1352079-09-4 4,4,4-trifluoro-1-[4-(3-o-tolyl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]butan-1-one 
• 1352079-10-7 4,4,4-trifluoro-1-[4-(3-m-tolyl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]butan-1-one 
• 1352079-12-9 4,4,4-trifluoro-1-[4-(3-p-tolyl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]butan-1-one 
• 1363957-59-8 4,4,4-trifluoro-1-[4-(4-phenylthiazol-2-yl)piperidin-1-yl]butan-1-one 

Relevant academic research and scientific papers

Preparation method of 4, 4, 4-trifluorobutyric acid

The invention relates to a synthesis method of fluorine-containing alkyl acid, in particular to a preparation method of 4, 4, 4-trifluorobutyric acid, and belongs to the technical field of organic fluorine chemical industry. The preparation method of the 4, 4, 4-trifluorobutyric acid comprises the following steps: reacting a Grignard reagent CF3CH2CH2MgCl with carbon dioxide, and hydrolyzing under an acidic condition to obtain the 4, 4, 4-trifluorobutyric acid. According to the invention, by using a Grignard reaction method, a reaction can be carried out at normal pressure or low pressure and general temperature, the reaction condition is mild, the reaction time is short, and a byproduct is easy to separate; and according to the preparation method of the 4, 4, 4-trifluorobutyric acid, the reaction process is simple and easy to operate, the conversion rate is higher than 83% or above, byproducts are few, the solvent can be recycled, safety and environment friendliness are achieved, continuous feeding can be achieved, and large-scale industrial co-production is easy to achieve.

Direct C(sp3)?H Trifluoromethylation of Unactivated Alkanes Enabled by Multifunctional Trifluoromethyl Copper Complexes

A mild and operationally simple C(sp3)?H trifluoromethylation method was developed for unactivated alkanes by utilizing a bench-stable CuIII complex, bpyCu(CF3)3, as the initiator of the visible-light photoinduced reaction, the source of a trifluoromethyl radical as a hydrogen atom transfer reagent, and the source of a trifluoromethyl anion for functionalization. The reaction was initiated by the generation of reactive electrophilic carbon-centered CF3 radical through photoinduced homolytic cleavage of bpyCu(CF3)3, followed by hydrogen abstraction from an unactivated C(sp3)?H bond. Comprehensive mechanistic investigations based on a combination of experimental and computational methods suggested that C?CF3 bond formation was enabled by radical–polar crossover and ionic coupling between the resulting carbocation intermediate and the anionic CF3 source. The methylene-selective reaction can be applied to the direct, late-stage trifluoromethylation of natural products and bioactive molecules.

ACETIC ACID (2,2,2-TRIFLUOROETHYL) AND MANUFACTURING METHOD THEREFOR

PROBLEM TO BE SOLVED: To provide acetic acid (2,2,2-trifluoroethyl) useful as an electronic material and having higher purity compared to prior art, and a manufacturing method therefor. SOLUTION: There are provided acetic acid (2,2,2-trifluoroethyl) having content of 2,2,2-trifluoroethanol of 0.01 area% or less in analysis by a gas chromatograph equipped with a hydrogen flame ionization detector, content of 2-halo-1,1,1-trifluoroethane represented by the following formula (1) CF3CH2X (1), wherein X represents a chlorine atom or a bromine atom, of 0.01 area% or less, and content of carboxylic acid represented by the following formula (2) R-COOH (2), wherein R represents an unsubstituted or substituted carbon chain having 1 to 10 carbon atoms, of 0.01 area% or less, or a manufacturing method therefor. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Process for preparing fluorinated acids

A process for the preparation a fluorinated acid of the formula RfCOOH, wherein the process includes the step of contacting: (i) a fluorinated alcohol of the formula RfCH2OH; and (ii) periodic acid; wherein each Rf is independently selected from linear, branched or cyclic hydrocarbyl of 1-12 carbon atoms having 1-25 fluorine atoms and any range there between; and wherein the contacting step is carried out in the presence of a catalyst and optionally in a reaction medium, at a temperature and length of time sufficient to produce the fluorinated acid.

Ester compound, agent for controlling noxious organisms containing the same as active ingredient, and production intermediate thereof

There is provided an ester compound represented by the formula I: STR1 wherein R1 is a methyl group or a hydrogen atom; R2 is a C1-6 haloalkyl group; and R3 is a pyrethroid acid residue, an agent for controlling noxious organisms containing the same as active ingredient and an intermediate for producing the same.

Ester compound, active agent for controlling noxious insect pests containing the same as active ingredient, intermediate for production of the ester compound, and process for producing the intermediate

The present invention provides an ester compound represented by a formula I: STR1 wherein R1 denotes a hydrogen atom or a methyl group; R2 represents a 1-methyl-2-propenyl group, a 1-methyl-2-propynyl group, a 3,3-dihalogeno-1-methyl-2-propenyl group, or a C1 -C1 6 alkyl group which may be substituted with at least one halogen atom; and R3 represents an acid residue of pyrethroids. The invention also relates to an active agent for controlling noxious insect pests containing the ester compound as an active ingredient, an intermediate for production of the ester compound and a process for producing the intermediate. The ester compound represented by the formula I has good activities for controlling noxious insect pests.

Synthesis, Structure-Activity Relationships, and Pharmacological Evaluation of a Series of Fluorinated 3-Benzyl-5-indolecarboxamides: Identification of 4--1-methylindol-3-yl>methyl>-3-methoxy-N-benzamide, ...

The continued exploration of a series of 3-(arylmethyl)-1H-indole-5-carboxamides by the introduction of fluorinated amide substituents has resulted in the discovery of 4--1-methylindol-3-yl>methyl>-3-methoxy-N-benzamide (38p, ZENECA ZD 3523), which has been chosen for clinical evaluation.This compound exhibited a Ki of 0.42 nM for displacement of LTD4 on guinea pig lung membranes, a pKB of 10.13 +/- 0.14 versus LTE4 on guinea pig trachea, and an oral ED50 of 1.14 μmol/kg opposite LTD4-induced bronchoconstriction in guinea pigs.The R enantiomer was found to be modestly more potent than the S enantiomer 38o.Modification of the amide substituent to afford achiral compounds was unsuccessful in achieving comparable levels of activity.Profiling of 38p opposite a variety of functional assays has demonstrated the selectivity of this compound as a leukotriene receptor antagonist.The enantioselective synthesis of 38p, which employed a diastereoselective alkylation of (4R,5S)-3-(1-oxo-4,4,4-trifluorobutyl)-4-methyl-5-phenyl-2-oxazolidinone (27) as the key step to establish the chirality of the amide substituent, provided an efficient route for generating 38p in >99percent enantiomeric purity.

Chemical process for the preparation of 3-alkylated indole

A process for the preparation of a 3-alkylated indole, which comprises: a) reacting a N-(2-nitrostyryl) enamine with an alkylating agent to afford an imine salt, b) optionally reacting the imine salt with water to afford a (2-nitrophenyl)acetaldehyde, and c) reacting the imine salt or the (2-nitrophenyl)acetaldehyde with a reducing agent capable of selectively reducing the nitro group, to afford the desired 3-alkylated indole.

Carbamoyl derivatives

The present invention concerns novel carbamoyl derivatives of formula I, set out herein, which antagonize the pharmacological actions of one or more of the arachidonic acid metabolites known as leukotrienes, making them useful whenever such antagonism is desired, such as in the treatment of those diseases in which leukotrienes are implicated, for example, in the treatment of allergic or inflammatory diseases, or of endotoxic or traumatic shock conditions. The invention also provides pharmaceutical compositions containing the novel derivatives for use in such treatments, methods for their use and processes and intermediates for the manufacture of the novel derivatives.

CARBONYLATION OF 1-PERFLUOROALKYL-SUBSTITUTED 2-IODOALKANES CATALYZED BY TRANSITION-METAL COMPLEXES

Carboxylic acids and esters with perfluoroalkyl substituent at β position were synthesized in good yields from 1-perfluoroalkyl-substituted 2-iodoalkanes and carbon monoxide with water or alcohols in the presence of base by using group VIII transition-metal complexes as catalysts.