65418-71-5

Basic information

• Product Name: 2-Propyn-1-one, 1,3-bis(4-methoxyphenyl)-
• CAS NO: 65418-71-5
• Molecular Formula: C17H14O3
• Molecular Weight: 266.296
• Mol File: 65418-71-5.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 2-Propyn-1-one, 1,3-bis(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propyn-1-one, 1,3-bis(4-methoxyphenyl)-(65418-71-5)
• EPA Substance Registry System: 2-Propyn-1-one, 1,3-bis(4-methoxyphenyl)-(65418-71-5)

Safety Data

• Hazardous Substances Data: 65418-71-5(Hazardous Substances Data)

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 768-60-5 4-methoxyphenylacetylen 
• 105-13-5 4-Methoxybenzyl alcohol 
• 696-62-8 para-iodoanisole 
• 540-38-5 p-Iodophenol 
• 201230-82-2 carbon monoxide 
• 100-09-4 4-methoxybenzoic acid 
• 132353-25-4 2-(4-methoxybenzoyloxy)-4,6-dimethoxy-1,3,5-triazine 
• 4301-14-8 acetylenemagnesium bromide 
• 471-25-0 Propiolic acid 
• 1172584-15-4 1,3-bis(4-methoxyphenyl)prop-2-yn-1-ol 
• 3989-14-8 (4-methoxyphenylethynyl)trimethylsilane 

Downstream Products

• 1172584-20-1 4,6-bis-(4-methoxyphenyl)-3-phenyl-pyran-2-one 
• 1187957-99-8 1,3-bis(4-hydroxyphenyl)prop-2-yn-1-one 
• 170647-10-6 2,4-Bis-(4-methoxy-benzoyl)-1,5-bis-(4-methoxy-phenyl)-pentane-1,5-dione 
• 1226-42-2 1,2-bis(4-methoxyphenyl)-1,2-ethanedione 
• 18362-51-1 1,3-bis(4'-methoxyphenyl)propane-1,3-dione 
• 75059-30-2 3,5-bis(4-methoxiphenyl)-1H-pyrazole 
• 849024-40-4 3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)furan-2(5H)-one 
• 1436417-39-8 C₃₁H₂₇NO₅ 
• 688743-27-3 2-phenyl-4,6-bis(4-methoxyphenyl)pyrimidine 
• 343798-61-8 1,1,2,2-tetrakis(4-methoxyphenylcarbonyl)ethene 

Relevant articles and documents

Palladium-Catalyzed Oxidative C≡C Triple Bond Cleavage of 2-Alkynyl Carbonyl Compounds Toward 1,2-Dicarbonyl Compounds?

A new, general palladium-catalyzed oxidative strategy for the cleavage of the C≡C triple bond is presented. By employing PdCl2, CuBr2, TEMPO and air as the catalytic system and H2O as the carbonyl oxygen atom source, a wide range of 2-alkynyl carbonyl compounds, including 1,3-disubstituted prop-2-yn-1-ones, propiolamides and propiolates, lost an alkynyl carbon to access various 1,2-dicarbonyl compounds, e.g., 1,2-diones, 2-keto amides and 2-keto esters, through Wacker oxidation, intramolecular cyclization and C—C bond cleavage cascades.

Alkynyl?B(dan)s in Various Palladium-Catalyzed Carbon?Carbon Bond-Forming Reactions Leading to Internal Alkynes, 1,4-Enynes, Ynones, and Multiply Substituted Alkenes

It was found that the C(sp)?B(dan) bond of alkynyl?B(dan)s can be directly used for palladium-catalyzed carbon?carbon bond-forming reactions with aryl(alkenyl) halides and allylic carbonates as electrophiles, thus delivering unsymmetrical internal alkynes and unconjugated 1,4-enynes, respectively. With acyl chlorides as electrophiles, ynone synthesis is also promoted by a palladium catalyst with the assistance of a copper co-catalyst. These reactions can be achieved as more convenient one-pot reactions, without isolating the alkynyl?B(dan) formed in situ by the zinc-catalyzed dehydrogenative borylation of alkynes with HB(dan). In addition to direct C(sp)?B(dan) bond transformations, the C≡C bond in an alkynyl?B(dan) proved to be a promising scaffold for the construction of a multisubstituted alkene, which is synthesized by diboration of the C≡C?B(dan) moiety, leading to a triborylalkene followed by iterative regio- and stereoselective Suzuki?Miyaura cross-coupling reactions. As one example, the synthesis of the ethene with four different aryl groups, p-MeC6H4, p-MeOC6H4, p-NCC6H4, and p-F3CC6H4, was attained in high overall yield of 64% in six steps starting from the terminal alkyne, p-MeC6H4C≡CH. Besides these synthetic applications of the alkynyl?B(dan), the scope of the alkynyl substrate in the zinc-catalyzed dehydrogenative borylation was expanded to enhance the reliability as a provider of the alkynyl?B(dan). Consequently, 42 alkynes were found to participate in the dehydrogenative borylation as substrates; these are alkyl-, alkenyl-, aryl-, heteroaryl-, ferrocenyl-, silyl-, and borylalkynes, with or without a variety of functional groups. Lastly, a new method for preparing HB(dan), as a sulfide-free, cost-saving, and reaction-time-saving route, is disclosed. (Figure presented.).

Synthesis and photophysical properties of 3,5-diaryl-2-heteroarylthiophenes

A series of 3,5-diaryl-2-heteroarylthiophenes have been synthesized via Fiesselmann type reaction between alkynones and easily available heteroarylmethanethiols or heteroarylmethyl carbamimidothioates. A correlation between compounds structure and efficie