5369-56-2

Basic information

• Product Name: 3,5-diphenylfuran-2(5H)-one
• CAS NO: 5369-56-2
• Molecular Formula: C₁₆H₁₂O₂
• Molecular Weight: 236.2653
• Mol File: 5369-56-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 453.1°C at 760 mmHg
• Flash Point: 191.8°C
• Density: 1.206g/cm³
• Vapor Pressure: 2.13E-08mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 3,5-diphenylfuran-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-diphenylfuran-2(5H)-one(5369-56-2)
• EPA Substance Registry System: 3,5-diphenylfuran-2(5H)-one(5369-56-2)

Safety Data

• Hazardous Substances Data: 5369-56-2(Hazardous Substances Data)

Upstream product

• 4370-96-1 4-oxo-2,4-diphenylbutanoic acid 
• 17812-07-6 Benzoylacrylic acid 
• 100-52-7 benzaldehyde 
• 72036-37-4 ethyl 4-hydroxy-4-phenylbut-2-ynoate 
• 71-43-2 benzene 
• 536-74-3 phenylacetylene 
• 98-88-4 benzoyl chloride 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 866538-05-8 (Z)-3-(butyltellanyl)-1,3-diphenylprop-2-en-1-one 
• 866538-08-1 (Z)-3-(butyltellanyl)-1,3-diphenylprop-2-en-1-ol 
• 124-38-9 carbon dioxide 
• 201230-82-2 carbon monoxide 
• 108-24-7 acetic anhydride 

Downstream Products

• 1452899-80-7 3,5-diphenylfuran-2-yl prop-2-en-1-yl carbonate 
• 97861-38-6 3-benzyl-3,5-diphenyl-2(3H)-furanone 

Relevant articles and documents

Reactions of alkyl 4-hydroxybut-2-ynoates with arenes under superelectrophilic activation with triflic acid or HUSY zeolite: Alternative propargylation or allenylation of arenes, and synthesis of furan-2-ones

Reactions of alkyl 4-aryl(or 4,4-diaryl)-4-hydroxybut-2-ynoates [Ar(H or Ar')(OH)C4–C3≡C2–CO2Alk] with arenes under the action of triflic acid TfOH or HUSY zeolite result in the formation of two main compounds, aryl substituted furan-2-ones or products of propargylation of electron rich arenes. Key reactive intermediates in these transformations are the corresponding O,O-diprotonated forms of starting butynoates, Ar(H or Ar')(+OH2)C4–C3≡C2– C(=O+H)(OAlk), dehydration of which gives rise to mesomeric propargyl-allenyl cations Ar(H or Ar')(OH)4C+–C3≡C2–C(=O+H)(OAlk) ? Ar(H or Ar')(OH)4C = C3 = 2C+–C(=O+H)(OAlk), having two electrophilic centers on the carbons C4 and C2 respectively. Reactions of these species with arenes at C4 lead to products of arene propargylation, alternatively, reactions at C2 result in allenylation of arenes, followed by further transformation into furan-2-ones. Using quantum chemical calculations by the DFT method, it has been shown that the reactivity of such propargyl-allenyl cations is mainly explained by orbital factors. Plausible reaction mechanism is discussed.

Cyclohydrocarbonylation of substituted alkynes and tandem cyclohydrocarbonylation-CO insertion of α-keto alkynes catalyzed by immobilized Co-Rh heterobimetallic nanoparticles

The use of cobalt-rhodium (Co2Rh2) heterobimetallic nanoparticles in the cyclohydrocarbonylation of substituted alkynes and tandem cyclohydrocarbonylation-CO insertion of α-keto alkynes to give 2(3H)- or 2(5/7)-furanones is described

Chemo- and regioselective cyclohydrocarbonylation of α-keto alkynes catalyzed by a zwitterionic rhodium complex and triphenyl phosphite

α-Keto alkynes react with CO and H2 in the presence of catalytic quantities of the zwitterionic rhodium complex (η6-C6H5BPh3)- Rh+(1,5-COD) and triphenyl phosphite affording eith