6620-27-5

Basic information

• Product Name: 2(5H)-Furanone, 4,5-diphenyl-
• CAS NO: 6620-27-5
• Molecular Formula: C16H12O2
• Molecular Weight: 236.27
• Mol File: 6620-27-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 2(5H)-Furanone, 4,5-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(5H)-Furanone, 4,5-diphenyl-(6620-27-5)
• EPA Substance Registry System: 2(5H)-Furanone, 4,5-diphenyl-(6620-27-5)

Safety Data

• Hazardous Substances Data: 6620-27-5(Hazardous Substances Data)

Usage

Class

Organic compound, Furanones

Appearance

Yellow crystalline solid

Odor

Slightly sweet, fruity

Usage

Synthesis of pharmaceuticals, Flavoring agent in the food industry

Activities

Antioxidant, Antibacterial, Antifungal

Potential applications

Drug delivery system, Development of novel materials for industrial and medical applications.

Upstream product

• 1025-13-4 4,5-diphenylfuran-2(3H)-one 
• 2216-94-6 phenylpropynoic acid ethyl ester 
• 124-38-9 carbon dioxide 
• 536-74-3 phenylacetylene 
• 70-11-1 α-bromoacetophenone 
• 637-44-5 phenylpropyolic acid 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 1268686-89-0 C₁₆⁽¹³⁾CH₁₂O₃ 
• 1268686-87-8 1-oxo-1-phenylpropan-2-yl 3-phenylpropiolate 
• 946434-96-4 2-oxo-2-phenylethyl 3-phenylpropiolate 
• 33553-90-1 4-hydroxy-4-phenyl-but-2-ynoic acid methyl ester 
• 98-80-6 phenylboronic acid 
• 65955-77-3 diphenylmethoxy propiolate 
• 6307-19-3 3,4-diphenyl-4-oxobutanoic acid 

Downstream Products

• 4452-11-3 1,2-diphenylprop-2-en-1-one 
• 1025-13-4 4,5-diphenylfuran-2(3H)-one 
• 6307-19-3 3,4-diphenyl-4-oxobutanoic acid 
• 147599-28-8 4-((2R,3R)-5-oxo-3-phenyltetrahydrofuran-2-yl)benzonitrile 
• 227473-39-4 N-[4-(2,5-dioxo-3,4-diphenyl-2,5-dihydropyrrol-1-yl)-butyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Novel Photochemical Reactions of 3(2H)-Furanones

Irradiation (λ 280 nm) of furanones 6-9 leads to rearrangement to enol lactones 14-17, while the di-tert-butyl-substituted derivative 10 undergoes decarbonylation to form 21.Both types of reaction are readily quenched by 2,3-dimethyl-1,3-butadiene, and a common mechanism is suggested, involving rearrangement of the furanone to an acylcyclopropanone (as 18), followed by either reverse shift to furnish enol lactone or alternatively decarbonylation to yield 21.A convenient route to 3(2H)-furanones is provided by mercuric acetate oxidation of readily available allenic ketones.

Kinetic Resolution and Dynamic Kinetic Resolution of γ-Aryl-Substituted Butenolides via Copper-Catalyzed 1,4-Hydroboration

Kinetic resolution (KR) and dynamic kinetic resolution (DKR) of γ-aryl and heteroaryl-substituted butenolides via CuH-catalyzed 1,4-hydroboration using pinacolborane is reported. With a copper-Ph-BPE catalyst, selectivity factors were extremely high (s=>400) with regard to the kinetic resolution of β-methyl-γ-phenyl butenolide; DKR was possible in the presence of an amine base (DBU), which facilitated racemization of the starting unsaturated lactones. The reaction provided easy access to highly enantioenriched γ-butyrolactones (>99% ee) containing β,γ-substituents. (Figure presented.).

Base-mediated tandem reaction consisting of an acyl shift strategy leading to 4,5-disubstiuted furan-2(5H)-ones

The first example of the synthesis of 4,5-disubstiuted furan-2(5H)-ones by base-mediated tandem acyl shift/cyclization/decarbonylation reactions of aroylmethyl 2-alkynoates has been developed. This new and inexpensive tandem route allows both a C-O bond a

Stereoselective preparation of highly functionalized (Z)-3-magnesiated enoates by an iodine - Magnesium exchange reaction

3-Iodoenoates are converted into the corresponding alkenylmagnesium species with complete retention of configuration of the double bond; both direct reaction and copper(I)-mediated reactions with various electrophiles provide polyfunctional enoates.