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
• Article Data: 3

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

General Description

4,4,4-Trifluorocrotonic acid is a chemical compound with the molecular formula C4H5F3O2. It is a fluorinated carboxylic acid with three fluorine atoms attached to the carbon chain. 4,4,4-Trifluorocrotonic acid is used in organic synthesis and can be used as a building block for the production of various fluorinated compounds. It is also used in the pharmaceutical and agrochemical industries as a precursor for the synthesis of active pharmaceutical ingredients and crop protection products. 4,4,4-Trifluorocrotonic acid is a valuable and versatile chemical with a wide range of applications in industry.

Upstream product

• 6737-19-5 β-trifluoromethyl-β-propiolactone 
• 400-40-8 2-bromo-4,4,4-trichloro-1,1,1-trifluoro-butane 
• 7664-93-9 sulfuric acid 
• 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 
• 372-30-5 ethyl 3-hydroxy-4,4,4-trifluorobutyrate 
• 25597-16-4 ethyl 4,4,4-trifluorobut-2-enoate 

Downstream Products

• 453-32-7 3-Amino-4,4,4-trifluorbutyramid 
• 78622-55-6 (E)-1-(3,3,3-trifluoroprop-1-enyl)-4-methoxybenzene 
• 851371-02-3 4,4,4-trifluoro-3-(4-methoxy-phenylsulfanyl)-butyric 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

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.