578714-67-7

Basic information

• Product Name: 1,4-Pentadien-3-one, 2,4-dimethyl-1-phenyl-, (1E)-
• Synonyms: 1,4-Pentadien-3-one,2,4-dimethyl-1-phenyl
• CAS NO: 578714-67-7
• Molecular Formula: C13H14O
• Molecular Weight: 186.254
• Mol File: 578714-67-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,4-Pentadien-3-one, 2,4-dimethyl-1-phenyl-, (1E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Pentadien-3-one, 2,4-dimethyl-1-phenyl-, (1E)-(578714-67-7)
• EPA Substance Registry System: 1,4-Pentadien-3-one, 2,4-dimethyl-1-phenyl-, (1E)-(578714-67-7)

Safety Data

• Hazardous Substances Data: 578714-67-7(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 1504-55-8 (E)-3-phenyl-2-methyl-2-propenol 
• 7042-33-3 ethyl (E)-2-methyl-3-phenyl-2-propenoate 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 
• 101-39-3 2-methyl-3-phenyl-2-propenal 

Downstream Products

• 36461-43-5 2,5-dimethyl-3-phenylcyclopent-2-enone 

Relevant articles and documents

Asymmetric Nazarov Cyclizations of Unactivated Dienones by Hydrogen-Bond-Donor/Lewis Acid Co–Catalyzed, Enantioselective Proton-Transfer

We report an enantioselective Nazarov cyclization catalyzed by chiral hydrogen-bond-donors in concert with silyl Lewis acids. The developed transformation provides access to tri-substituted cyclopentenones in high levels of enantioselectivity (up to 95% e.e.) from a variety of simple unactivated dienones. Kinetic and mechanistic studies are consistent with a reversible 4π-electrocyclization C?C bond-forming step followed by rate- and enantio-determining proton-transfer as the mode of catalysis. (Figure presented.).

Formal intermolecular 4 + 4 approach to cyclooctanoids: 4 + 3 Capture of the Nazarov oxyallyl intermediate with simple 1,3-dienes

(Matrix presented) Simple 1,4-dien-3-ones and 1,3-dienes react in the presence of BF3·OEt2 via a domino Nazarov electrocyclization/intermolecular [4 + 3]-cycloaddition sequence to furnish keto-bridged cyclooctenes in good yield. Most