18476-65-8

Basic information

• Product Name: 1-phenylpenta-4-yn-1-one
• Synonyms: 1-phenylpenta-4-yn-1-one
• CAS NO: 18476-65-8
• Molecular Weight: 158.2
• Mol File: 18476-65-8.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 1-phenylpenta-4-yn-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenylpenta-4-yn-1-one(18476-65-8)
• EPA Substance Registry System: 1-phenylpenta-4-yn-1-one(18476-65-8)

Safety Data

• Hazardous Substances Data: 18476-65-8(Hazardous Substances Data)

Upstream product

• 19082-37-2 1-hydroxy-1-phenyl-4-pentyne 
• 106-96-7 propargyl bromide 
• 98-86-2 acetophenone 
• 152705-37-8 N-methoxy-N-methylpent-4-ynamide 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 13466-32-5 acetophenone dimethylhydrazone 
• 6089-09-4 4-pentynoic acid 
• 100-58-3 phenylmagnesium bromide 
• 79-37-8 oxalyl dichloride 
• 5390-04-5 pent-1-yn-5-ol 
• 100-52-7 benzaldehyde 

Downstream Products

• 126594-10-3 2-(hydroxy-1-phenyl-4-pentynyl)-1,3-dithiane 
• 34721-89-6 2-methyl-5-phenyl-furan 
• 583-05-1 1-phenylpentane-1,4-dione 
• 1590431-59-6 6-phenylbicyclo[4.2.0]octa-1,3-diene 
• 1590431-49-4 (1-cyclopropylidenepent-4-yn-1-yl)benzene 

Relevant articles and documents

Alkyne Trifunctionalization via Divergent Gold Catalysis: Combining π-Acid Activation, Vinyl-Gold Addition, and Redox Catalysis

Here we report the first example of alkyne trifunctionalization through simultaneous construction of C-C, C-O, and C-N bonds via gold catalysis. With the assistance of a γ-keto directing group, sequential gold-catalyzed alkyne hydration, vinyl-gold nucleophilic addition, and gold(III) reductive elimination were achieved in one pot. Diazonium salts were identified as both electrophiles (N source) and oxidants (C source). Vinyl-gold(III) intermediates were revealed as effective nucleophiles toward diazonium, facilitating nucleophilic addition and reductive elimination with high efficiency. The rather comprehensive reaction sequence was achieved with excellent yields (up to 95%) and broad scope (>50 examples) under mild conditions (room temperature or 40 °C).

Silver-Catalyzed Oxyphosphorylation of Unactivated Alkynes

Here, we describe an application of hydroazidation in the instant activation of alkynes for achieving the oxyphosphorylation of unactivated alkynes with diarylphosphinoyl radicals under mild reaction conditions. This reaction provides a method for accessing β-ketophosphine oxides and phosphorus-containing pyrroles. (Figure presented.).

K2CO3-Mediated Cyclization and Rearrangement of γ,δ-Alkynyl Oximes to Form Pyridols

A novel K2CO3-mediated cyclization and rearrangement of γ,δ-alkynyl oximes for the synthesis of pyridols is described. The process accomplishes an efficient [1,3] rearrangement of the O-vinyl oxime intermediate which is in situ generated from the intramolecular nucleophilic addition of γ,δ-alkynyl oximes. The reaction employs readily accessible starting materials, tolerates a wide range of functional groups, and gives a variety of synthetically challenging pyridols in good yields.