14166-16-6

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 2-(4-chlorophenyl)-2,3-dihydro-6-methyl-
• CAS NO: 14166-16-6
• Molecular Formula: C16H13ClO2
• Molecular Weight: 272.731
• Mol File: 14166-16-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 2-(4-chlorophenyl)-2,3-dihydro-6-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 2-(4-chlorophenyl)-2,3-dihydro-6-methyl-(14166-16-6)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 2-(4-chlorophenyl)-2,3-dihydro-6-methyl-(14166-16-6)

Safety Data

• Hazardous Substances Data: 14166-16-6(Hazardous Substances Data)

Upstream product

• 873-73-4 4-n-chlorophenylacetylene 
• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 104-88-1 4-chlorobenzaldehyde 
• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 16635-10-2 1-(p-chlorophenyl)-3-(2-hydroxy-5-methylphenyl)prop-1-en-3-one 
• 75227-44-0 2'-Hydroxy-5'-methyl-4-chlorochalkone α,β-dibromide 

Downstream Products

• 60402-30-4 2-(4-chlorophenyl)-6-methyl-4H-chromen-4-one 
• 130252-76-5 3-(4-chlorophenyl)-6-methyl-4H-chromen-4-one 
• 73110-60-8 C₁₆H₁₅ClO 
• 1266399-37-4 4-(4-chlorophenyl)-8-methyl-4H-chromeno[4,3-d][1,2,3]selenadiazole 
• 1266399-49-8 C₁₇H₁₆ClN₃O₂ 

Relevant articles and documents

Organocatalytic Approach for Assembling Flavanones via a Cascade 1,4-Conjugate Addition/oxa-Michael Addition between Propargylamines with Water

A DBU-catalyzed one-pot cascade reaction of propargylamines and water for the synthesis of flavanones has been developed. This process proceeds via a sequence of 1,4-conjugate addition of water to alkynyl o-quinone methide (o-AQM), followed by the alkyne-allene isomerization and subsequent intramolecular oxa-Michael addition. This strategy provides a convenient method for accessing a broad range of flavanones in good to excellent yields with good functional-group tolerance, in particular, the reactive halo functional groups.

Simple and efficient one step synthesis of functionalized flavanones and chalcones

A facile and highly efficient microwave-assisted synthesis of functionalized chalcones and flavanones based on the Claisen-Schmidt condensation reaction is reported. The method describes the synthesis of flavanones in single step with excellent yield and it was revealed that position and number of substituents on acetophenones and aromatic aldehydes played a very crucial and key role in the construction of flavanone derivatives. Among the thirty two synthesized compounds, five chalcones and one flavanone were novel compounds.

Reaction of 2'-Hydroxychalcone Dibromides with Me2SO

2'-Hydroxychalcone dibromides on treatment with Me2SO gave 2'-hydroxychalcone, 2'-hydroxy-3'- or 2'-hydroxy-5'-bromochalcone, flavone, monobrominated flavone, 6,8-dibromoflavone, 3-bromoflavone, and 3-, 6-, or 8-dibromoflavone.