58369-46-3

Basic information

• Product Name: 5-Hexene-2,4-dione, 6-phenyl-, (5E)-
• Synonyms: 6-phenyl-hex-5-ene-2,4-dione;acetylcinnamoylmethane;acetyl cinnamoyl methane;Benzal acetyl acetone;cinnamoylacetone;(acetyl)(cinnamoyl)methane
• CAS NO: 58369-46-3
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• Mol File: 58369-46-3.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 5-Hexene-2,4-dione, 6-phenyl-, (5E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hexene-2,4-dione, 6-phenyl-, (5E)-(58369-46-3)
• EPA Substance Registry System: 5-Hexene-2,4-dione, 6-phenyl-, (5E)-(58369-46-3)

Safety Data

• Hazardous Substances Data: 58369-46-3(Hazardous Substances Data)

Upstream product

• 102-92-1 cinnamoyl chloride 
• 105-45-3 acetoacetic acid methyl ester 
• 100-52-7 benzaldehyde 
• 27271-24-5 C₂₅H₂₅O₂P 
• 60299-77-6 cinnamoyl cyanide 
• 67-64-1 acetone 
• 27271-25-6 4-Aethoxy-6-phenyl-3,5-hexadien-2-on 
• 1574-95-4 1-phenyl-2,4-hexadiyn-1-ol 
• 103-26-4 methyl cinnamate 
• 123-54-6 acetylacetone 
• 7637-07-2 boron trifluoride 
• 108-24-7 acetic anhydride 
• 1896-62-4 (E)-benzalacetone 
• 79144-14-2 6-hydroxy-6-phenyl-hexane-2,4-dione 

Downstream Products

• 1340473-51-9 6-methyl-4-phenyl-5-(3-phenyl-2-propenoyl)-3,4-dihydropyrimidin-2(1H)-one 
• 1612860-46-4 4-[4-(N,N-dimethylamino)phenyl]-6-methyl-5-(3-phenyl-2-propenoyl)-3,4-dihydropyrimidin-2(1H)-one 
• 1612860-48-6 6-methyl-4(4-nitrophenyl)-5-(3-phenyl-2-propenoyl)-3,4-dihydropyrimidin-2(1H)-one 
• 1061661-63-9 (1E,6E)-1-(2-furyl)-7-phenyl-1,6-heptadien-3,5-dione 
• 5594-94-5 7-Phenyl-6-hepten-3,5-dionsaeure 
• 861567-63-7 4-acetyl-1,7-diphenyl-hepta-1,6-diene-3,5-dione 
• 52393-50-7 6-phenyl-2,4-hexanedione 
• 70312-86-6 6-acetyl-3,4,5-triphenyl-cyclohex-2-enone 
• 1578221-20-1 21H,22H,24H-(4Z,9Z,15Z,19E)-19-((E)-1-acetyl-2-oxo-4-phenyl-3-butenylidene)-5,10,15-tris(4-methoxycarbonylphenyl)-1,19,21,24-tetrahydrobilin-1-one 
• 1226972-73-1 C₂₂H₁₈N₂O₂ 

Relevant articles and documents

Synthesis of 5-cinnamoyl-3,4-dihydropyrimidine-2(1H)-ones

Two different approaches to the synthesis of 1-unsubstituted 5-cinnamoyl-3,4-dihydropyrimidine-2(1H)-ones have been developed. The first includes N(1)-protection of the starting 5-acetyl-3,4-dihydropyrimidine-2(1H)- one, further Claisen-Schmidt reaction,

On regioselectivity of aldol condensation of aromatic aldehydes with borate complex of acetylacetone

While cinnamoyl acetone 1 is obtained in good yield by a condensation of 3 molar excess of a borate complex of acetylacetone with benzaldehyde, products of Knoevenagel condensation 2 are predominantly obtained with furfural and 5-substituted furfurals. Cinnamoyl acetone 1 can be further condensed with furfural to form unsymmetrical curcuminoid 5. Compound 2a does not produce any new products under the same conditions. Compounds 3 and 5 are good inhibitors of growth of protozoan Trichomonas vaginalis.

Metal chelates of 6-aryl-5-hexene-2,4-diones

A series of 6-aryl-5-hexene-2,4-diones and their NiII, CuII, ZnII and PdII chelates of composition ML2 have been synthesised. The metal ion replaces the enol proton of the ligands with the formation o