67404-97-1

Basic information

• Product Name: 2(3H)-Furanone, dihydro-3-(1-phenylethylidene)-, (E)-
• CAS NO: 67404-97-1
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• Mol File: 67404-97-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2(3H)-Furanone, dihydro-3-(1-phenylethylidene)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Furanone, dihydro-3-(1-phenylethylidene)-, (E)-(67404-97-1)
• EPA Substance Registry System: 2(3H)-Furanone, dihydro-3-(1-phenylethylidene)-, (E)-(67404-97-1)

Safety Data

• Hazardous Substances Data: 67404-97-1(Hazardous Substances Data)

Upstream product

• 96-48-0 4-butanolide 
• 98-86-2 acetophenone 
• 14032-62-3 2-mercapto-γ-butyrolactone 
• 77772-24-8 α-(diphenylmethylsilyl)-γ-butyrolactone 
• 66909-41-9 O-ethyl S-(tetrahydro-2-oxo-3-furanyl) thiocarbonate 
• 53699-46-0 (E)-1-ethyl 4-hydrogen 2-(1-phenylethylidene)succinate 
• 124-38-9 carbon dioxide 
• 10229-11-5 4-phenyl-but-3-yn-1-ol 
• 544-97-8 dimethyl zinc(II) 
• 536-74-3 phenylacetylene 

Downstream Products

• 143994-16-5 3-(1-phenylethyl)furan-2(5H)-one 
• 143994-41-6 3-(methylsulfanyl)-3-(1-phenylethyl)tetrahydrofuran-2-one 
• 143994-26-7 4-(hydroxymethyl)-3-(1-phenylethyl)tetrahydrofuran-2-one 
• 1570-91-8 3-(1-phenylethyl)tetrahydrofuran-2-one 

Relevant articles and documents

Tandem Blaise/retro-Blaise reaction for the nitrile-mediated regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky Reagents) to 1-alkynes and 1,3-enynes

We report the novel use of a nitrile as a mediator to achieve the regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky reagents) to 1-alkynes and 1,3-enynes. This reaction is made possible by a reversible addition of enolates to a nitrile (Blaise reaction), generating a zinc aza-enolate that, unlike zinc ester enolates, can add intermolecularly to 1-alkynes and 1,3-enynes. Subsequent removal of the nitrile through a retro-Blaise reaction generates the targeted addition product. This method is combined with a Diels-Alder reaction and subsequent oxidative aromatization, providing a tandem one-pot de novo construction of α-arylated alkanoates from Reformatsky reagents.

A BREAKTHROUGH FOR THE PHOTOCHEMICAL ARYLATION IN THE 3-(PHENYLMETHYL)-2(5H)-FURANONE SYSTEM LEADING TO THE TETRAHYDROINDENOFURANONE SYSTEM

The photochemistry of the 'central methane'-substituted 3-benzyl-2(5H)-furanone system (1) is described.Despite its di-?-methane structure, photochemical arylation was found to predominate in place of the di-?-methane rearrangement, and gave substituted t

A Two-Step Preparation of α-Alkylidene γ-Lactones from γ-Lactones: A Synthesis of (+/-)-Ancepsenolide

γ-Butyrolactone, γ-valerolactone, and the cis lactone of 2-hydroxycyclohexaneacetic acid have been C-silylated via their respective lithium enolates with diphenylmethylchlorosilane.The resulting α-silylated γ-lactones can be deprotonated and condensed with aldehydes and ketones to give α-alkylidene γ-lactones in moderate to excellent yield.The enolate of the α-diphenylmethylsilyl cis lactone of 2-hydroxycyclohexaneacetic acid condensed with 1-butanal but not with benzaldehyde or acetaldehyde.