406-94-0

Basic information

• Product Name: 4,4,4-Trifluorocrotonic acid
• Synonyms: (2E)-4,4,4-Trifluoro-2-butenoic acid; (2E)-4,4,4-Trifluorobut-2-enoic acid; 2-Butenoic acid, 4,4,4-trifluoro-, (2E)-; 2-Butenoic acid, 4,4,4-trifluoro-, (E)-
• CAS NO: 406-94-0
• Molecular Formula: C₄H₃F₃O₂
• Molecular Weight: 140.0606
• Mol File: 406-94-0.mol

Chemical Properties

• Boiling Point: 206.5°C at 760 mmHg
• Flash Point: 78.7°C
• Density: 1.411g/cm³
• Vapor Pressure: 0.0959mmHg at 25°C
• Refractive Index: 1.374
• CAS DataBase Reference: 4,4,4-Trifluorocrotonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,4-Trifluorocrotonic acid(406-94-0)
• EPA Substance Registry System: 4,4,4-Trifluorocrotonic acid(406-94-0)

Safety Data

• Hazardous Substances Data: 406-94-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4,4,4-Trifluorocrotonic acid is used as a building block in organic synthesis for the production of various fluorinated compounds. Its unique structure and properties make it a valuable precursor in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,4,4-Trifluorocrotonic acid is utilized as a precursor for the synthesis of active pharmaceutical ingredients. Its fluorinated nature allows for the development of novel drugs with improved pharmacokinetic and pharmacodynamic properties, enhancing their therapeutic efficacy.
Used in Agrochemical Industry:
4,4,4-Trifluorocrotonic acid also finds application in the agrochemical industry, where it serves as a precursor for the synthesis of crop protection products. Its incorporation into these products can lead to the development of more effective and environmentally friendly pesticides and herbicides.

Upstream product

• 372-30-5 ethyl 3-hydroxy-4,4,4-trifluorobutyrate 
• 400-40-8 2-bromo-4,4,4-trichloro-1,1,1-trifluoro-butane 
• 7664-93-9 sulfuric acid 
• 6737-19-5 β-trifluoromethyl-β-propiolactone 
• 25597-16-4 ethyl 4,4,4-trifluorobut-2-enoate 
• 407-58-9 1,1,1-trichloro-4,4,4-trifluoro-but-2t-ene 
• 86884-21-1 rac-4,4,4-trifluoro-3-hydroxybutanoic acid 

Downstream Products

• 444-50-8 (+/-)-4-methyl-6t-trifluoromethyl-cyclohex-3-ene-r-carboxylic acid 
• 341-44-6 2-phenyl-6-trifluoromethyl-cyclohex-3-enecarboxylic acid 
• 851371-02-3 4,4,4-trifluoro-3-(4-methoxy-phenylsulfanyl)-butyric acid 
• 78622-55-6 (E)-1-(3,3,3-trifluoroprop-1-enyl)-4-methoxybenzene 
• 370-31-0 (E)-4,4,4-trifluoro-N-phenylbut-2-enamide 
• 1172603-97-2 (E)-4,4,4-trifluoro-N-methoxy-N-methylbut-2-enamide 
• 1374034-66-8 C₁₉H₁₃F₃N₂O 
• 1234064-06-2 (E)-((R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl) 4,4,4-trifluorobut-2-enoate 
• 136383-21-6 trans-tert-butyl 4,4,4-trifluorocrotonate 
• 384-21-4 (+/-)-trans-6-trifluoromethyl-cyclohex-3-enecarboxylic acid 

Relevant articles and documents

PRODUCTION METHOD OF FLUORINE-CONTAINING UNSATURATED CARBOXYLIC ACID

PROBLEM TO BE SOLVED: To provide a production method of a compound of formula (4), that is, a fluorine-containing unsaturated carboxylic acid, which is industrially preferable, economical, and environmentally friendly. SOLUTION: A production method of a compound of formula (4) includes subjecting a compound of formula (3) to a reaction in the presence of a base (here Rf is a 1-4C perfluoroalkyl). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPO&INPIT

BICYCLIC JAK INHIBITORS AND USES THEREOF

Provided herein are compounds of Formulas (I), (II), (III), and (IV) and subformulas thereof, wherein the variables are defined herein. Also provided herein are pharmaceutical compositions comprising a compound of Formula (I), (II), (III), or (IV) and methods of using the compounds, e.g., in the treatment of immune disorders, inflammatory disorders, and cancer.

The effect of fluoromethyl groups on the diastereoselectivity in the electrophilic alkylation

The effect of fluoromethyl groups on the diastereoselectivity in the electrophilic alkylation is described. In particular, the electrophilic alkylation of enolates with a trifluoromethyl group was proceeded with highly diastereofacial selectivity based on the steric and/or electrostatic effect of substituent with strong electron withdrawing.