17944-27-3

Basic information

• Product Name: Acetaldehyde, (2,4-dichlorophenoxy)-
• CAS NO: 17944-27-3
• Molecular Formula: C8H6Cl2O2
• Molecular Weight: 205.04
• Mol File: 17944-27-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Acetaldehyde, (2,4-dichlorophenoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetaldehyde, (2,4-dichlorophenoxy)-(17944-27-3)
• EPA Substance Registry System: Acetaldehyde, (2,4-dichlorophenoxy)-(17944-27-3)

Safety Data

• Hazardous Substances Data: 17944-27-3(Hazardous Substances Data)

Upstream product

• 5441-16-7 1-(allyloxy)-2,4-dichlorobenzene 
• 78830-79-2 (2,4-dichlorophenoxy)acetaldehyde diethyl acetal 
• 1928-38-7 methyl 2,4-dichlorophenoxyacetate 
• 120-83-2 2,4-dichlorophenol 

Downstream Products

• 63354-05-2 2-(2,4-dichlorophenoxymethyl)-1,3-oxathiolan-5-one 
• 115541-19-0 2-(2,4-dichlorophenoxymethyl)-4-(5'-nitro-2'-furyl)thiazole 
• 115541-26-9 2-(2,4-dichlorophenoxymethyl)-4-(1'-adamantyl)thiazole 
• 115540-98-2 2-(2,4-dichlorophenoxymethyl)-4-(2'-pyrazinyl)thiazole 
• 2302-32-1 2,4-dichlorophenoxythioacetamide 
• 3956-63-6 2-(2,4-dichlorophenoxy)acetonitrile 
• 2776-05-8 2,4-dichlorophenoxyacetaldoxime 
• 134671-29-7 2C₉H₁₀Cl₂N₄O₂*H₂O₄S 
• 65298-24-0 2-(2,4-dichloro-phenoxymethyl)-thiazolidin-4-one 
• 61756-77-2 (2,4-dichloro-phenoxy)-acetaldehyde-semicarbazone 
• 17592-43-7 4-(2,4-dichloro-phenoxy)-trans-crotonic acid 

Relevant articles and documents

Catalyst-Free Decarbonylative Trifluoromethylthiolation Enabled by Electron Donor-Acceptor Complex Photoactivation

A catalyst- and additive-free decarbonylative trifluoromethylthiolation of aldehyde feedstocks has been developed. This operationally simple, scalable, and open-to-air transformation is driven by the selective photoexcitation of electron donor-acceptor (EDA) complexes, stemming from the association of 1,4-dihydropyridines (donor) with N-(trifluoromethylthio)phthalimide (acceptor), to trigger intermolecular single-electron transfer events under ambient- and visible light-promoted conditions. Extension to other electron acceptors enables the synthesis of thiocyanates and thioesters, as well as the difunctionalization of [1.1.1]propellane. The mechanistic intricacies of this photochemical paradigm are elucidated through a combination of experimental efforts and high-level quantum mechanical calculations [dispersion-corrected (U)DFT, DLPNO-CCSD(T), and TD-DFT]. This comprehensive study highlights the necessity for EDA complexation for efficient alkyl radical generation. Computation of subsequent ground state pathways reveals that SH2 addition of the alkyl radical to the intermediate radical EDA complex is extremely exergonic and results in a charge transfer event from the dihydropyridine donor to the N-(trifluoromethylthio)phthalimide acceptor of the EDA complex. Experimental and computational results further suggest that product formation also occurs via SH2 reaction of alkyl radicals with 1,2-bis(trifluoromethyl)disulfane, generated in-situ through combination of thiyl radicals. (Figure presented.).

Ozonolysis of Olefins VIII [1]. Synthesis of Phenoxyacetaldehydes by Ozonolysis of Allylphenylethers

A new route for the preparation of a series of phenoxyacetaldehydes (2a-j) which are useful intermediates or products, is described. It starts from the easily available allylphenylethers 1a-j which are ozonized at -40°C and further treated with dimethylsulfide to give solutions of the corresponding phenoxyacetaldehydes 2a-j; these are purified by column chromatography. Reaction of 2a-j with 1-methyl-1-phenylhydrazine leads to the corresponding hydrazones 3a-c, 3e-g, 3i, and 3j. The aldehydes can also be transformed into the stable dimethylcetals 4a, 4e, 4h, and 4i by reaction with trimethyl orthoformate.