17665-76-8

Basic information

• Product Name: 3,3-bis(4-methoxyphenyl)-1-phenylprop-2-en-1-one
• Synonyms: 3,3-bis(4-methoxyphenyl)-1-phenylprop-2-en-1-one
• CAS NO: 17665-76-8
• Molecular Weight: 344.41
• Mol File: 17665-76-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3,3-bis(4-methoxyphenyl)-1-phenylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-bis(4-methoxyphenyl)-1-phenylprop-2-en-1-one(17665-76-8)
• EPA Substance Registry System: 3,3-bis(4-methoxyphenyl)-1-phenylprop-2-en-1-one(17665-76-8)

Safety Data

• Hazardous Substances Data: 17665-76-8(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 571-57-3 4-bromo-1-naphthol 
• 548796-81-2 1,1-di(p-methoxyphenyl)-3-phenylpropargyl alcohol 
• 4356-69-8 1,1-bis-(4-methoxyphenyl)ethylene 
• 563-43-9 ethylaluminum dichloride 
• 98-88-4 benzoyl chloride 
• 98-86-2 acetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 696-62-8 para-iodoanisole 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 93-55-0 1-phenyl-propan-1-one 
• 4440-01-1 lithium phenylacetylide 
• 90-96-0 bis(p-methoxyphenyl)methanone 

Relevant articles and documents

2,2,4,6-Tetraaryl-2H-benzo[h]chromenes: The influence of electronic communication between aryl substituents on their photochromism

A series of photochromic 2,2,4,6-tetraaryl-2H-benzo[h]chromenes have been efficiently synthesised by two complementary strategies employing the condensation of 1,1,3-triarylprop-2-yn-1-ols with 4-substituted 1-naphthols and Suzuki cross-coupling chemistry

Synthesis of arylated chalcone derivatives via palladium cross-coupling reactions

A useful protocol for arylation of the olefin double bond of chalcones to afford tri- and tetra-substituted chalcone derivatives is reported. The protocol begins with the Heck reaction between chalcones and aryl iodides providing β-arylchalcones. This reaction tolerates various functional groups on both rings, as well as deactivated aryl iodides. The products are obtained in moderate to excellent yields and the (E)-β-arylchalcones (E:Z > 96:4) can be isolated via precipitation. Competitive Heck reactions pointed to a significant effect of ring one substituents on the reaction rate, while substituents on ring two have a much smaller effect. To access α,β-diarylchalcones, a sequential bromination-Suzuki cross coupling strategy was applied to the β-arylated compounds which afforded double arylated chalcone derivatives in 60–99% yield over two steps.

Palladium-catalyzed dehydrogenative β-arylation of simple saturated carbonyls by aryl halides

(Chemical Equation Presented) A versatile palladium-catalyzed synthesis of highly substituted α,β-unsaturated carbonyl compounds has been developed. In contrast to the known Heck-type coupling reaction of unsaturated carbonyl compounds with aryl halides, the present methodology allows the use of stable and readily available saturated carbonyl compounds as the alkene source. In addition, the reaction proceeds well with low catalyst loadings and does not require any expensive metal oxidants or ligands. A variety of saturated aldehydes, ketones, and esters are compatible for the reaction with aryl halides under the developed reaction conditions to afford α,β-unsaturated carbonyl compounds in good to excellent yields. A possible reaction mechanism involves a palladium-catalyzed dehydrogenation followed by Heck-type cross couplings.