74929-22-9

Basic information

• Product Name: Benzene, 1-(3,3-diethoxy-1-propynyl)-4-fluoro-
• CAS NO: 74929-22-9
• Molecular Formula: C13H15FO2
• Molecular Weight: 222.259
• Mol File: 74929-22-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(3,3-diethoxy-1-propynyl)-4-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(3,3-diethoxy-1-propynyl)-4-fluoro-(74929-22-9)
• EPA Substance Registry System: Benzene, 1-(3,3-diethoxy-1-propynyl)-4-fluoro-(74929-22-9)

Safety Data

• Hazardous Substances Data: 74929-22-9(Hazardous Substances Data)

Upstream product

• 10160-87-9 Propiolaldehyde diethyl acetal 
• 352-34-1 4-fluoro-1-iodobenzene 
• 460-00-4 1-Bromo-4-fluorobenzene 

Downstream Products

• 154258-82-9 3-(4-fluorophenyl)-1H-pyrazole 
• 74929-23-0 3-(4-fluorophenyl)-2-propynal 
• 74929-24-1 4-((3-(4-fluoro)phenyl-2-propynyl)amino)benzoic acid 

Relevant articles and documents

Rhodium-Catalyzed 1,1-Hydroacylation of Thioacyl Carbenes with Alkynyl Aldehydes and Subsequent Cyclization

A rhodium-catalyzed 1,1-hydroacylation of thioacyl carbenes with alkynyl and alkenyl aldehydes and subsequent 6-endo-trig/dig cyclization are realized, giving structurally diverse 4H-thiopyran-4-ones and 2,3-dihydro-4H-thiopyran-4-ones in moderate to good yields. The oxidative addition of Rh(I) to aldehydes is proposed to be the turnover-limiting step. Manipulations of estrones demonstrate the applications of our formal (3 + 3) transannulations in the structural modifications of natural products.

Sonogashira reaction of aryl halides with propiolaldehyde diethyl acetal catalyzed by a tetraphosphine/palladium complex

All-cis-1,2,3,4-Tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C 3H5)]2 efficiently catalyzes the Sonogashira reaction of propiolaldehyde diethyl acetal with a variety of aryl bromides and chlorides. A minor electronic effect of the substituents of the aryl bromide was observed. Similar reaction rates were observed in the presence of activated aryl bromides such as 4-trifluoromethylbromobenzene and deactivated aryl bromides such as bromoanisole. Turnover numbers up to 95,000 can be obtained for this reaction. Even aryl chlorides and heteroarylbromides or chlorides have been successfully alkynylated with this catalyst. Moreover, a wide variety of substituents on the aryl halide such as fluoro, trifluoromethyl, acetyl, benzoyl, formyl, nitro, dimethylamino or nitrile are tolerated.