72024-02-3

Basic information

• Product Name: (E)-4-phenoxybut-3-en-2-one
• Synonyms: (E)-4-phenoxybut-3-en-2-one
• CAS NO: 72024-02-3
• Molecular Weight: 162.188
• Mol File: 72024-02-3.mol

Chemical Properties

• CAS DataBase Reference: (E)-4-phenoxybut-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-phenoxybut-3-en-2-one(72024-02-3)
• EPA Substance Registry System: (E)-4-phenoxybut-3-en-2-one(72024-02-3)

Safety Data

• Hazardous Substances Data: 72024-02-3(Hazardous Substances Data)

Upstream product

• 1423-60-5 methyl ethynyl ketone 
• 108-95-2 phenol 
• 4643-20-3 (E)-4-chloro-3-buten-2-one 

Downstream Products

• 22409-85-4 4-phenoxybutan-2-one 
• 873996-97-5 4,4-bis-(4-hydroxy-phenyl)-butan-2-one 
• 4173-44-8 (E,E)-6-phenyl-3,5-hexadien-2-one 

Relevant articles and documents

Relay Catalysis to Synthesize β-Substituted Enones: Organocatalytic Substitution of Vinylogous Esters and Amides with Organoboronates

Organocatalysis was shown to facilitate conjugate additions to vinylogous esters and amides for the first time. Subsequent elimination of a β-alcohol or amine provided π-conjugated β-substituted enones. Remarkably, nucleophile addition to the electron-rich vinylogous substrates is more rapid than classical enones, forming monosubstituted products. A doubly organocatalytic (organic diol and methyl aniline) conjugate addition synthesized the products directly from alkynyl ketones. Both of these catalytic transformations are orthogonal to transition metal catalysis, allowing for good yields, easily accessible or commercially available reagents, high selectivity, reagent recovery and recyclability, facile scalability, and exceptional functional group tolerance.

Enantioselective Heck Arylation of Acyclic Alkenol Aryl Ethers: Synthetic Applications and DFT Investigation of the Stereoselectivity

Herein we report the enantioselective Heck-Matsuda arylation of acyclic E and Z-alkenyl aryl ethers. The reactions were carried out under mild conditions affording the enantioenriched benzyl ethers in a regioselective manner, moderate to good yields (up to 73%), and in good to excellent enantiomeric ratios (up to 97:3). The enantioselective Heck-Matsuda arylation has shown a broad scope (25 examples), and some key Heck-Matsuda adducts were further converted into more complex and valuable scaffolds including their synthetic application in the synthesis of (R)-Fluoxetine, (R)-Atomoxetine, and in the synthesis of an enantioenriched benzo[c]chromene. Finally, in silico mechanistic investigations into the reaction's enantioselectivity were performed using density functional theory. (Figure presented.).

A new organocatalytic process of cyclotrimerization of acetylenic ketones mediated by 2,4-pentanedione

A new organocatalytic process of cyclotrimerization of the aliphatic and aromatic acetylenic ketones was developed. The reaction catalyzed by DMAP in the presence of 2,4-pentanedione gave 1,3,5-trisubstituted benzenes in almost quantitative yields under very mild conditions. 2,4-Pentanedione was used as a co-catalyst to promote the reaction efficiently, particularly for aliphatic acetylenic ketones. Georg Thieme Verlag Stuttgart.