400-28-2

Basic information

• Product Name: (E)-3-(Trifluoromethyl)crotonic acid
• Synonyms: (E)-3-(Trifluoromethyl)crotonic acid;(E)-4,4,4-Trifluoro-3-methyl-2-butenoic acid
• CAS NO: 400-28-2
• Molecular Formula: C₅H₅F₃O₂
• Molecular Weight: 154.0872096
• Mol File: 400-28-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 80-84℃
• Appearance: /
• Density: 1.334±0.06 g/cm3(Predicted)
• PKA: 3.59±0.33(Predicted)
• CAS DataBase Reference: (E)-3-(Trifluoromethyl)crotonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(Trifluoromethyl)crotonic acid(400-28-2)
• EPA Substance Registry System: (E)-3-(Trifluoromethyl)crotonic acid(400-28-2)

Safety Data

• Hazardous Substances Data: 400-28-2(Hazardous Substances Data)

Usage

Description

(E)-3-(Trifluoromethyl)crotonic acid is a carboxylic acid with the chemical formula C5H5F3O2, featuring a trifluoromethyl group attached to a crotonic acid backbone. (E)-3-(Trifluoromethyl)crotonic acid is known for its unique electronic and structural properties, which contribute to its versatility and potential for various industrial and research applications.

Uses

Used in Organic Synthesis:
(E)-3-(Trifluoromethyl)crotonic acid is used as a precursor in organic synthesis for the production of other fluorinated compounds. Its presence in these reactions allows for the creation of a diverse range of chemical products with potential applications across different industries.
Used in Pharmaceutical Production:
In the pharmaceutical industry, (E)-3-(Trifluoromethyl)crotonic acid serves as a building block for the development of new drugs. Its unique properties make it a valuable component in the synthesis of medicinal compounds, potentially leading to the discovery of novel treatments and therapies.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, (E)-3-(Trifluoromethyl)crotonic acid is utilized as a key component in the synthesis of various agricultural chemicals. Its role in these processes helps to develop products that can improve crop protection and yield.
Used in Material Development for Electronic and Optical Devices:
Owing to its distinctive electronic properties, (E)-3-(Trifluoromethyl)crotonic acid has potential applications in the development of materials for electronic and optical devices. Its incorporation into these materials can enhance their performance and contribute to advancements in technology.

Upstream product

• 119620-23-4 2,3-dihydroxy-3-methyl-4,4,4-trifluorobutanoic acid 
• 691-77-0 (E)-3-trifluoromethyl-2-butenoic acid ethyl ester 

Downstream Products

• 954419-90-0 (4S)-4-Benzyl-3-(4,4,4-trifluoro-3-methylbut-2-enoyl)oxazolidin-2-one 
• 162788-67-2 (2'E,4R,5S)-4-Methyl-5-phenyl-3-(4',4',4'-trifluoro-3'-methylbut-2-enoyl)oxazolidin-2-one 
• 939125-18-5 (E)-N-[2-amino-6-(benzyloxy)-5-nitrosopyrimidin-4-yl]-4,4,4-trifluoro-3-methylbut-2-enamide 
• 348-75-4 (-)-3-trifluoromethylbutanoic acid 

Relevant articles and documents

Construction of CF3-containing quaternary chiral centers via Michael addition reactions

Michael addition reactions of a variety of Grignard reagents to 4,4,4-trifluorinated α,β-unsaturated carboxylic acid derivatives with 4-substituted oxazolidin-2-ones as a chiral auxiliary were found to occur smoothly in the presence of CuBr·SMe2 and TMSCl

Catalytic asymmetric hydrogenation of α-CF3- or β-CF3-Substituted acrylic acids using Rhodium(I) complexes with a combination of chiral and achiral ligands

Only the mixture works! Acrylic acid derivatives with CF3 substituents in α or β position were efficiently hydrogenated in the presence of a RhI complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph3P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99 %) and high enantioselectivity (92->99 %). Copyright