7746-94-3

Basic information

• Product Name: 5,5-Diphenyltetrahydrofuran-2-one
• Synonyms: 2,2-Diphenyl-2,3-dihydrofuran-5(4H)-one;5,5-Diphenyltetrahydrofuran-2-one
• CAS NO: 7746-94-3
• Molecular Formula: C₁₆H₁₄O₂
• Molecular Weight: 238.2812
• Mol File: 7746-94-3.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 411.2°Cat760mmHg
• Flash Point: 173.5°C
• Appearance: /
• Density: 1.173g/cm³
• Vapor Pressure: 5.69E-07mmHg at 25°C
• Refractive Index: 1.594
• CAS DataBase Reference: 5,5-Diphenyltetrahydrofuran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-Diphenyltetrahydrofuran-2-one(7746-94-3)
• EPA Substance Registry System: 5,5-Diphenyltetrahydrofuran-2-one(7746-94-3)

Safety Data

• Hazardous Substances Data: 7746-94-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 74, 1947 DOI: 10.1021/ja01193a020The Journal of Organic Chemistry, 40, p. 892, 1975 DOI: 10.1021/jo00895a017

InChI:InChI=1/C16H14O2/c17-15-11-12-16(18-15,13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12H2

Upstream product

• 543-20-4 succinoyl dichloride 
• 71-43-2 benzene 
• 1023-94-5 1,1-diphenylbutan-1,4-diol 
• 530-48-3 1,1-Diphenylethylene 
• 108-24-7 acetic anhydride 
• 76609-08-0 3-Ethoxycarbonyl-4,5-dihydro-5,5-diphenyl-2(3H)-furanon 
• 119-61-9 benzophenone 
• 7664-93-9 sulfuric acid 
• 7498-88-6 4,4-diphenylbut-3-enoic acid 
• 7647-01-0 hydrogenchloride 
• 32858-92-7 γ,γ-diphenyl-γ-hydroxybutyric acid 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 5438-22-2 3-(ethoxycarbonyl)-4,4-diphenylbut-3-enoic acid 

Downstream Products

• 14578-67-7 4,4-diphenylbutanoic acid 
• 32858-92-7 γ,γ-diphenyl-γ-hydroxybutyric acid 
• 127074-68-4 3-Dimethylaminomethylen-5,5-diphenyl-dihydro-2(3H)-furanon 
• 76617-88-4 2,6,6-Triphenylhexahydropyridazin-3-one 
• 104838-32-6 α-Ethoxalyl-γ,γ-diphenyl-γ-butyrolacton 
• 7477-77-2 5,5-diphenyl-2(5H)-furanone 
• 36159-76-9 4-phenyl-1-naphthol 
• 88730-03-4 4-Hydroxy-4,4-diphenyl-butyric acid hydrazide 
• 76617-80-6 6,6-Diphenylhexahydropyridazin-3-one 
• 99225-06-6 3-Dimethylaminomethyl-5,5-diphenyl-4,5-dihydro-2(3H)-furanon-Hydrochlorid 
• 32858-88-1 4-hydroxy-4,4-diphenyl-butyric acid methyl ester 

Relevant articles and documents

One-Pot γ-Lactonization of Homopropargyl Alcohols via Intramolecular Ketene Trapping

A one-pot γ-lactonization of homopropargyl alcohols via an alkyne deprotonation/boronation/oxidation sequence has been developed. Oxidation of the generated alkynyl boronate affords the corresponding ketene intermediate, which is trapped by the adjacent hydroxy group to furnish the γ-lactone. We have optimized the conditions as well as examined the substrate scope and synthetic applications of this efficient one-pot lactonization.

Visible-Light-Induced Aza-Pinacol Rearrangement: Ring Expansion of Alkylidenecyclopropanes

A novel visible-light-induced aza-pinacol rearrangement was developed for the first time. In this approach, the addition of the N-centered radical to the C=C bond of alkylidenecyclopropanes delivers a variety of cyclobutanimines and γ-butyrolactones, with

Direct Synthesis of 2-Formylpyrrolidines, 2-Pyrrolidinones and 2-Dihydrofuranones via Aerobic Copper-Catalyzed Aminooxygenation and Dioxygenation of 4-Pentenylsulfonamides and 4-Pentenylalcohols

A new method for the direct conversion of 4-pentenylsulfonamides to 2-formylpyrrolidines and a 2-ketopyrrolidine has been developed. This transformation occurs via aerobic copper-catalyzed alkene aminooxygenation where molecular oxygen serves as both oxidant and oxygen source. The 2-formylpyrrolidines can further undergo oxidative carbon-carbon bond cleavage in situ upon addition of DABCO, providing 2-pyrrolidinones. These transformations have been demonstrated for a range of 4-pentenylsulfonamides. 4-Pentenylalcohols also undergo oxidative cyclization to form γ-lactones predominantly. The reaction is chemoselective, oxidizing one alkene in the presence of others, and is compatible with several functional groups. Application of these reactions to the formal syntheses of baclofen and (+)-monomorine was demonstrated.