7404-46-8

Basic information

• Product Name: 3,4,5-triphenylfuran-2(5H)-one
• CAS NO: 7404-46-8
• Molecular Formula: C₂₂H₁₆O₂
• Molecular Weight: 312.3612
• Mol File: 7404-46-8.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 509.3°C at 760 mmHg
• Flash Point: 215.5°C
• Density: 1.21g/cm³
• Vapor Pressure: 1.72E-10mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 3,4,5-triphenylfuran-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-triphenylfuran-2(5H)-one(7404-46-8)
• EPA Substance Registry System: 3,4,5-triphenylfuran-2(5H)-one(7404-46-8)

Safety Data

• Hazardous Substances Data: 7404-46-8(Hazardous Substances Data)

Upstream product

• 2313-03-3 3,3,5-triphenyl-2(3H)-furanone 
• 79919-00-9 4-oxo-2,3,4-triphenyl-2-butenal 
• 68727-66-2 (3R,4S,5S)-5-Methoxy-3,4,5-triphenyl-dihydro-furan-2-one 
• 31554-23-1 2,2',3,3',4,4'-hexaphenyl-2,2'-bifuran-5,5'(2H,2'H)-dione 
• 201230-82-2 carbon monoxide 
• 60-29-7 diethyl ether 
• 6340-81-4 2-oxo-1,2-diphenylethyl 2-phenylacetate 
• 501-65-5 diphenyl acetylene 
• 98-80-6 phenylboronic acid 
• 100-52-7 benzaldehyde 
• 64867-29-4 isopropyl (E)-α-phenylcinnamate 
• 103-71-9 phenyl isocyanate 
• 50-00-0 formaldehyd 

Downstream Products

• 30336-05-1 3-phenylphenanthro<9,10-c>furan-1-(3H)-one 
• 91-47-4 (Z)-2,3-diphenylprop-2-enoic acid 
• 65-85-0 benzoic acid 
• 30336-09-5 5-hydroxy-3,4,5-triphenylfuran-2(5H)-one 

Relevant articles and documents

Continuous Flow Magnesiation or Zincation of Acrylonitriles, Acrylates, and Nitroolefins. Application to the Synthesis of Butenolides

Scalable continuous flow procedures are reported for the metalation and downstream functionalization of β-substituted acrylates. The flow conditions allow the metalation of acrylonitriles, acrylates, and nitroolefins at 0.25-2.50 mmol/min conversion rates. Magnesiations can be performed with short residence times (1-20 min) and near-ambient temperature using TMPMgCl·LiCl. Further, high temperature zincation (≤90°C) using TMPZnCl·LiCl is possible. This method allows a simple entry to 2(5H)-furanones by flow generation of magnesiated acrylates and a subsequent reaction with aldehydes. (Chemical Equation Presented).

Titanium-Promoted Cross-Coupling for the Selective Synthesis of Polysubstituted, Conjugated Amides

α,β-Unsaturated amides are important building blocks and are key structural elements in a number of biologically active natural products. Despite their importance and prevalence, few methods exist to prepare conjugated amides directly and modularly. To address this gap, a titanium-promoted coupling of alkynes and isocyanates has been developed. The method is highly stereoselective, producing only the E isomer with good chemoselectivity and regioselectivity (>95/5), for unsymmetrical internal alkynes that contain a steric bias. The reactive titanacyclopentene intermediate formed from the coupling of the alkyne and isocyanate was additionally reacted with various electrophiles to access tetrasubstituted enamides.

Nickel(0)-catalyzed formation of oxaaluminacyclopentenes via an oxanickelacyclopentene key intermediate: Me2AlOTf-assisted oxidative cyclization of an aldehyde and an alkyne with nickel(0)

The use of Me2AlOTf as an additive allowed the oxidative cyclization of pivalaldehyde and diphenylacetylene with nickel(0) in the presence of PCy3 to give an oxanickelacyclopentene, the structure of which was unambiguously determined