104291-39-6

Basic information

• Product Name: 4,4,4-Trifluoro-3-(trifluoromethyl)crotonaldehyde
• Synonyms: 4,4,4-Trifluoro-3-(trifluoromethyl)crotonaldehyde;4,4,4-Trifluoro-3-(trifluoromethyl)-2-butenal
• CAS NO: 104291-39-6
• Molecular Formula: C₅H₂F₆O
• Molecular Weight: 192.06
• Mol File: 104291-39-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 71℃ (760 Torr)
• Appearance: /
• Density: 1.427±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4,4,4-Trifluoro-3-(trifluoromethyl)crotonaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,4-Trifluoro-3-(trifluoromethyl)crotonaldehyde(104291-39-6)
• EPA Substance Registry System: 4,4,4-Trifluoro-3-(trifluoromethyl)crotonaldehyde(104291-39-6)

Safety Data

• Hazardous Substances Data: 104291-39-6(Hazardous Substances Data)

Usage

General Description

4,4,4-Trifluoro-3-(trifluoromethyl)crotonaldehyde is a compound with the chemical formula C5H3F6O. It is a highly reactive and potentially toxic chemical that is commonly used in the production of pharmaceuticals, agrochemicals, and other specialty chemicals. 4,4,4-Trifluoro-3-(trifluoromethyl)crotonaldehyde is known for its strong odor and is considered to be a volatile organic compound (VOC). It is important to handle this chemical with caution as it can cause irritation to the skin, eyes, and respiratory system upon contact or inhalation. Furthermore, it is important to handle this chemical in a well-ventilated area and to use proper personal protective equipment when working with it.

Upstream product

• 3440-95-7 2,2-bis(trifluoromethyl)-4-fluorooxetane 
• 1606-75-3 (2-oxoethyl)phosphonic acid diethyl ester 
• 684-16-2 Hexafluoroacetone 

Downstream Products

• 220865-85-0 2-Methyl-6,6-bis(trifluormethyl)-4-cyclohexencarbaldehyd 
• 220865-82-7 6,6-Bis(trifluormethyl)-3-cyclohexencarbaldehyd 
• 220865-93-0 4-Hydroxy-4-<6,6-bis(trifluormethyl)-3-cyclohexenyl>-3-butanon 

Relevant articles and documents

THE REACTION OF SOME 3- AND 4-FLUOROOXETANES WITH ACIDS

Several oxetanes prepared from hexafluoroacetone and hydrofluoroolefins were treated with aluminum chloride.Substitution of fluorine by chlorine occured on the 3- and 4-carbon atoms as well as cleavage of the ether leakage to give chloroalkyl carbinols or in, some cases, vinyl carbinols.Individual samples of the cis and trans-3,4-difluorooxetanes formed roughly equivalent amounts of the 3-fluoro-4-chlorooxetane stereoisomers, indicating a common carbonium intermediate.Treatment of the 4-fluorooxetane with sulfuric acid gave a dioxetane, a dioxene and an unsaturated aldehyde.

Efforts in Synthesizing α,β-Unsaturated Trifluoromethyl-substituted Aldehydes

Hexafluoroacetone reacts with ethynylmagnesium bromide to yield (CF3)2C(OH)-CCH (1).Bromine can be added to the triple bond affording the cis/trans-isomer 2.With PCl5 1 yields the allene (CF3)2C=C=CClH (3).The addition of a metalated Schiff base to hexafluoroacetone leads to 4a which on hydrolysis yields (CF3)2C(OH)-CH2-CHO (4b).The reaction of (EtO)2P(O)CH2-R (R = CHO, CO2Et) with hexafluoroacetone gives α,β-unsaturated aldehydes or esters 6. 1,1,1-Trifluoroacetone provides analogous reactions.