955-83-9

Basic information

• Product Name: 2,5-DIPHENYLFURAN
• Synonyms: 2,5-diphenyl-fura;PPF;2,5-DIPHENYLFURAN;TIMTEC-BB SBB008172;2,5-Diphenylfurane;2,5-Diphenylfuran,98%;2,5-Diphenylfuran,99%
• CAS NO: 955-83-9
• Molecular Formula: C₁₆H₁₂O
• Molecular Weight: 220.27
• EINECS: 213-474-0
• Mol File: 955-83-9.mol
• Article Data: 84

Chemical Properties

• Melting Point: 86-90 °C
• Boiling Point: 345 °C
• Flash Point: 164.3°C
• Appearance: /
• Density: 1.0588 (rough estimate)
• Vapor Pressure: 0.000135mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Solubility: soluble in Methanol
• BRN: 146933
• CAS DataBase Reference: 2,5-DIPHENYLFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIPHENYLFURAN(955-83-9)
• EPA Substance Registry System: 2,5-DIPHENYLFURAN(955-83-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25
• Hazardous Substances Data: 955-83-9(Hazardous Substances Data)

Usage

Description

2,5-DIPHENYLFURAN is a diphenylfuran compound characterized by the presence of two phenyl groups located at positions 2 and 5 on the furan ring. It is a yellow-beige powder and chunks, known for its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
2,5-DIPHENYLFURAN is used as a pharmaceutical intermediate for the synthesis of various drugs and pharmaceutical compounds. Its unique chemical structure allows it to be a versatile building block in the development of new medications.
Used in Chemical Research:
2,5-DIPHENYLFURAN is used as a research compound in various chemical studies and experiments. Its distinct properties make it an interesting subject for research in the field of organic chemistry and material science.
Used in Organic Synthesis:
2,5-DIPHENYLFURAN is used as a key intermediate in the synthesis of various organic compounds, including dyes, pigments, and other specialty chemicals. Its unique structure allows for the creation of a wide range of products with diverse applications.
Used in Material Science:
2,5-DIPHENYLFURAN is used in the development of new materials with specific properties, such as high thermal stability, electrical conductivity, or optical characteristics. Its unique structure contributes to the creation of innovative materials for various industries.

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 3475, 1989 DOI: 10.1021/jo00275a039

InChI:InChI=1/C16H12O/c1-3-7-13(8-4-1)15-11-12-16(17-15)14-9-5-2-6-10-14/h1-12H

Upstream product

• 2833-30-9 5-ethoxy-2,5-dihydrofuran-2-one 
• 591-51-5 phenyllithium 
• 959-27-3 (Z)-1,4-diphenylbut-2-ene-1,4-dione 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 135-19-3 β-naphthol 
• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 7647-01-0 hydrogenchloride 
• 495-71-6 phenacylacetophenone 
• 300346-82-1 (E)-4-hydroxy-1,4-diphenyl-2-buten-1-one 
• 70-11-1 α-bromoacetophenone 
• 32460-00-7 2,5-dibromofuran 
• 603-33-8 triphenylbismuthane 
• 110-00-9 furan 

Downstream Products

• 55933-72-7 3-bromomethyl-2,5-diphenyl-furan 
• 101606-34-2 3,4-bis(bromomethyl)-2,5-diphenylfuran 
• 4676-55-5 diphenyl-2,5 bis chloromethyl-3,4 furanne 
• 959-27-3 (Z)-1,4-diphenylbut-2-ene-1,4-dione 
• 56138-16-0 3-acetyl-2,5-diphenylfuran 
• 18150-86-2 (2,5-diphenylfuran-3-yl)(phenyl)methanone 
• 102664-95-9 4-methoxy-4'-(5-phenyl-[2]furyl)-benzophenone 
• 102664-99-3 (2,5-diphenyl-[3]furyl)-(4-methoxy-phenyl)-ketone 
• 101736-91-8 2-acetoxy-2,5-diphenyl-furan-3-one 
• 101894-28-4 2,5-diphenyl-2-propionyloxy-furan-3-one 
• 60211-80-5 2,5-diphenylfuran-3-carbaldehyde 
• 2546-12-5 (4-bromo-phenyl)-(2,5-diphenyl-[3]furyl)-ketone 
• 102876-46-0 (2,5-diphenyl-[3]furyl)-mesityl ketone 
• 51751-09-8 2,5-diphenyltetrahydrofuran 

Relevant articles and documents

Hexafluoroisopropanol as solvent and promotor in the Paal-Knorr synthesis of N-substituted diaryl pyrroles

An additive-free synthesis of challenging N-substituted aryl pyrroles from the often poorly soluble corresponding 1,4-diketones by means of the Paal-Knorr pyrrole synthesis is reported, which makes use of the unique properties of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent and reaction promotor. Our procedure offers simple execution and purification as well as easy scale-up and can be applied in the Paal-Knorr synthesis of a large number of structurally diverse pyrroles including the synthetically challenging tetra- and penta-substituted pyrroles in moderate to excellent yields. HFIP can also be used as solvent in the Paal-Knorr synthesis of furans and thiophenes; however, the solvent effect is more pronounced in synthesis of pyrroles.

Method for preparing furan compound from brominated arone

The invention provides a method for synthesizing a furan compound by taking brominated arone and methyl ketone or cyclic ketone as raw materials and directly reacting under the action of tetraisopropyl titanate. The method comprises the following steps: under the protection of inert gas, stirring and heating a reaction mixture of methyl ketone or cyclic ketone and bromo-arone, and then adding tetraisopropyl titanate for reaction; and after the reaction is finished, separating and purifying the obtained reaction mixture to obtain the polysubstituted furan compound. The synthesis method provided by the invention has the advantages of easily available raw materials, low cost, simple operation and easy control, no solvent, good substrate universality and functional group compatibility, and is suitable for industrial mass production.

Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans

An efficient synthesis of 2,5-disubstituted furans directly from alkynyl ketones has been developed via tandem gold(i)-catalyzed isomerization of alkynyl ketones to allenyl ketones and cycloisomerization. The key to the success of this chemistry is the use of a biphenyl-2-ylphosphine ligand featuring a critical remote tertiary amino group.