1056-77-5

Basic information

• Product Name: 2,3,4,5-tetraphenylfuran
• Synonyms: 2,3,4,5-tetraphenylfuran
• CAS NO: 1056-77-5
• Molecular Formula: C₂₈H₂₀O
• Molecular Weight: 372.4578
• Mol File: 1056-77-5.mol

Chemical Properties

• Melting Point: 175°C
• Boiling Point: 461.91°C (rough estimate)
• Flash Point: 206.9 °C
• Appearance: /
• Density: 1.0494 (rough estimate)
• Vapor Pressure: 4.69E-07mmHg at 25°C
• Refractive Index: 1.6180 (estimate)
• CAS DataBase Reference: 2,3,4,5-tetraphenylfuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5-tetraphenylfuran(1056-77-5)
• EPA Substance Registry System: 2,3,4,5-tetraphenylfuran(1056-77-5)

Safety Data

• Hazardous Substances Data: 1056-77-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,3,4,5-tetraphenylfuran is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its structural features allow for the creation of a wide range of compounds with potential therapeutic and pesticidal properties.
Used in Luminescent Materials Development:
Leveraging its fluorescent properties, 2,3,4,5-tetraphenylfuran is utilized in the development of luminescent materials. These materials have applications in areas such as sensors, imaging, and optoelectronics, where light emission is crucial.
Used in Dye-Sensitized Solar Cells:
2,3,4,5-tetraphenylfuran is studied for its potential as a sensitizing agent in dye-sensitized solar cells due to its light-absorbing characteristics. This application could enhance the efficiency of solar energy conversion.
Used in Antioxidant and Anti-Inflammatory Research:
2,3,4,5-tetraphenylfuran has been investigated for its potential antioxidant and anti-inflammatory properties, which could be beneficial in the development of treatments for various diseases and conditions where oxidative stress and inflammation play a role.

InChI:InChI=1/C28H20O/c1-5-13-21(14-6-1)25-26(22-15-7-2-8-16-22)28(24-19-11-4-12-20-24)29-27(25)23-17-9-3-10-18-23/h1-20H

Upstream product

• 4070-75-1 1,4-diphenyl-but-2-ene-1,4-dione 
• 7510-34-1 (Z)-1,2,3,4-tetraphenyl-2-butene-1,4-dione 
• 10496-80-7 (E)-1,2,3,4-tetraphenylbut-2-ene-1,4-dione 
• 33524-67-3 3,4,5,6-tetraphenyl-2H-pyran-2-one 
• 132-86-5 1,3-dihydroxynaphthalene 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 824-46-4 methoxyhydroquinone 
• 19172-47-5 Lawessons reagent 
• 10516-92-4 1,2,3,4-tetraphenylbutane-1,4-dione 
• 93-58-3 benzoic acid methyl ester 
• 93-89-0 benzoic acid ethyl ester 
• 98-88-4 benzoyl chloride 
• 15570-45-3 1,2,3,4-tetraphenylcyclopentadiene 
• 106-44-5 p-cresol 

Downstream Products

• 130248-96-3 Octaphenyl-1:2,9:10-dibenzo<2.2>pyracylophan-1,9-dien 
• 7731-74-0 cis-dibenzoylstilbene oxide 
• 109853-23-8 1,3,8-trimethyl-6-phenylpteridine-2,4,7-trione 
• 111615-74-8 1,2,3,4-tetraphenyldibenzo<2.2>paracyclophane 
• 77336-60-8 2-hydroperoxy-5-methoxy-2,3,4,5-tetraphenyl-2,5-dihydrofuran 
• 1228392-10-6 1,4-diamyloxy-2,3-dicyano-5,6,7,8-tetraphenylnaphthalene 
• 7510-34-1 (Z)-1,2,3,4-tetraphenyl-2-butene-1,4-dione 
• 10496-80-7 (E)-1,2,3,4-tetraphenylbut-2-ene-1,4-dione 
• 751-38-2 1,2,3,4-tetraphenylnaphthalene 
• 1646-67-9 N-phenyl-2,3,4,5-tetraphenylpyrrole 
• 96216-40-9 1,4-bis-(4-chloro-phenyl)-2,3-diphenyl-but-2-ene-1,4-dione 
• 15733-00-3 1c-benzoyloxy-1t.2.3-triphenyl-propen-⁽¹⁾-one-⁽³⁾ 
• 96970-06-8 2,5-dimethoxy-2,3,4,5-tetraphenyl-2,5-dihydro-furan 
• 103282-35-5 1,2,3,4-tetraphenyl-1,4-dihydro-1,4-epoxido-naphthalene 

Relevant articles and documents

X-ray Absorption and Electron Paramagnetic Resonance Guided Discovery of the Cu-Catalyzed Synthesis of Multiaryl-Substituted Furans from Aryl Styrene and Ketones Using DMSO as the Oxidant

The first example of DMSO serving not only as a solvent but also as an oxidant to promote the oxidation of Cu(I) to Cu(II) has been demonstrated. X-ray absorption and electron paramagnetic resonance evidence revealed a single-electron redox process where DMSO could oxidize Cu(I) to Cu(II). The novel discovery guided the rational design of copper-catalyzed oxidative cyclization of aryl ketones with styrenes to furans, providing a new method for the synthesis of multiaryl-substituted furans from cheap and readily available starting materials.

Formation of a Naphthalene Framework by Rhodium(III)-Catalyzed Double C-H Functionalization of Arenes with Alkynes: Impact of a Supporting Ligand and an Acid Additive

An efficient protocol has been developed for the synthesis of larger condensed arenes from aromatic hydrocarbons and internal alkynes. This protocol uses readily available [CpRhI2]nas a catalyst and Cu(OAc)2as an oxidant and proceeds smoothly through undirected double C-H activation. The addition of trifluoroacetic acid has a crucial positive impact on the reaction selectivity and the yields of the target products. In contrast to the previously reported catalytic systems, the new conditions allow the use of both dialkyl- and diarylacetylenes with the same high efficiency.

Tandem Cross-Coupling of Alkynyl Sulfides and Alkynyl Sulfoxides/[3,3]-Sulfonium Rearrangement to Construct Tetrasubstituted Furans

In the presence of boron trifluoride, a variety of alkynyl sulfides and alkynyl sulfoxides undergo tandem cross-coupling/[3,3]-sulfonium rearrangement followed by 5-exo-dig heterocyclization. The strategy provides concise access to novel tetrasubstituted

Rh/Cu-Catalyzed Cascade [4+2] Vinylic C?H O-Annulation and Ring Contraction of α-Aryl Enones with Alkynes in Air

An unprecedented Rh-catalyzed ketone-directed vinylic C?H activation/[4+2] O-annulation of α-aryl enones with internal alkynes followed by a Cu-catalyzed ring contraction in air to provide multiaryl-substituted furan derivatives has been developed. The preliminary mechanism study identifies the active pyrylium salt as the key intermediate.

Reaction control in heterogeneous catalysis using montmorillonite: Switching between acid-catalysed and red-ox processes

The use of montmorillonite, modified with a super-acid (CF3SO3H), in the presence of hydroquinone as a radical scavenger and under a nitrogen atmosphere, induced the formation of tetrasubstituted furans as the major product from benzoins. In the absence of a radical scavenger, the only products obtained were 1,2-diketones.

Silver-Catalyzed Coupling of Two Csp3-H Groups and One-Pot Synthesis of Tetrasubstituted Furans, Thiophenes, and Pyrroles

Silver-catalyzed coupling of two Csp3-H groups to form 1,4-diketones have been developed for the first time. The resultant ketones then undergo cyclization to synthesize tetrasubstituted furans, thiophenes, and pyrroles from benzyl ketone derivatives in a one-pot reaction process. This highly-efficient synthetic method, which utilizes air as the terminal oxidant and readily accessible starting materials, displays a wide substrate scope and broad functional-group tolerance.

Copper(II)-promoted C-C bond formation by oxidative coupling of two C(sp3)-H bonds adjacent to carbonyl group to construct 1,4-diketones and tetrasubstituted furans

The copper(II)-promoted C-C bond formation from the coupling of two C(sp3)-H bonds that are adjacent to a carbonyl group was achieved. This protocol offers a simple and efficient approach to 2,3-disubstituted 1,4-diketones and tetrasubstituted furans. This method features a wide substrate scope and high functional group tolerance.

A facile and practical process for the synthesis of polysubstituted furans from alkynes using atmospheric oxygen as a terminal oxidant

We present here a facile and practical procedure for the synthesis of tetrasubstituted furans from alkynes catalyzed by palladium acetate together with cupric acetate in acetic acid, using atmospheric oxygen as a terminal oxidant. Various internal aromati

Synthesis of cyclopentadienyl alkyl ethers via Pd-catalyzed cyclotrimerization of diarylacetylenes

A novel efficient tandem cyclization-methoxylation reaction has been developed to synthesize cyclopentadienyl alkyl ethers via palladium-catalyzed trimerization of diarylethynes and elimination of one dimethoxymethyl benzene molecule. The reaction mechanism was investigated by the Q-Tof APCI-HRMS technique, and the fluorescent properties of the obtained compounds were studied in the solid state and in solution.

Unexpected base-promoted synthesis of tetrasubstituted furans via palladium-catalyzed oxidation and cyclization of carbon-carbon triple bond with molecular oxygen

A new approach to the synthesis of tetrasubstituted furans using aromatic alkynes catalyzed by PdClin DMA (N,N-dimethylacetamide)-H with dioxygen as the sole oxidant is described, in which the oxygen atom of the furan was from water. The preliminary mechanistic understanding of this transformation was investigated. Georg Thieme Verlag Stuttgart · New York.