1849-27-0

Basic information

• Product Name: 1,4-BIS(PHENYLETHYNYL)BENZENE
• Synonyms: 1,4-BIS(PHENYLETHYNYL)BENZENE;TIMTEC-BB SBB008837;1,4-bis-(PHENYLETHYNYL)BENZENE 97%;Benzene,1,4-bis(2-phenylethynyl)
• CAS NO: 1849-27-0
• Molecular Formula: C₂₂H₁₄
• Molecular Weight: 278.35
• Mol File: 1849-27-0.mol
• Article Data: 68

Chemical Properties

• Melting Point: 176 °C
• Boiling Point: 446.3 °C at 760 mmHg
• Flash Point: 219.8 °C
• Appearance: /
• Density: 1.15 g/cm³
• Vapor Pressure: 9.71E-08mmHg at 25°C
• Refractive Index: 1.674
• CAS DataBase Reference: 1,4-BIS(PHENYLETHYNYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-BIS(PHENYLETHYNYL)BENZENE(1849-27-0)
• EPA Substance Registry System: 1,4-BIS(PHENYLETHYNYL)BENZENE(1849-27-0)

Safety Data

• Hazardous Substances Data: 1849-27-0(Hazardous Substances Data)

Usage

Uses

1,?4-?Bis(phenylethynyl)?benzene is used in the one-pot synthesis of 1,2,3-triphospholide anions as well as conjugated microporous polymers.

Synthesis Reference(s)

Tetrahedron Letters, 16, p. 4467, 1975 DOI: 10.1016/S0040-4039(00)91094-3

InChI:InChI=1/C22H14/c1-3-7-19(8-4-1)11-13-21-15-17-22(18-16-21)14-12-20-9-5-2-6-10-20/h1-10,15-18H

Upstream product

• 6738-06-3 phenylethynylmagnesium bromide 
• 106-37-6 1.4-dibromobenzene 
• 624-38-4 para-diiodobenzene 
• 6928-78-5 Bis(phenylethynyl)magnesium 
• 66107-30-0 4-bromophenyl trifluoromethanesulfonate 
• 536-74-3 phenylacetylene 
• 17938-13-5 1,4-Bis(trimethylsilylethynyl)benzene 
• 603-36-1 triphenylantimony 
• 41304-88-5 1,1′-(1,4-phenylene) bis(3-phenylprop-2-yn-1-one) 
• 106-46-7 para-dichlorobenzene 
• 591-50-4 iodobenzene 
• 1849-28-1 1-iodo-4-phenylethynyl-benzene 
• 4440-01-1 lithium phenylacetylide 
• 1719-19-3 2-Methyl-4-phenyl-3-butyn-2-ol 

Downstream Products

• 3363-97-1 1,4-bis(phenylglyoxalyl)benzene 
• 70734-74-6 1-(phenylglyoxaloyl)-4-(phenylethynyl)benzene 
• 1608-41-9 1,4-distyrylbenzene 
• 3432-73-3 3,3'-(1,4-phenylene)bis(2,4,5-triphenylcyclopenta-2,4-dien-1-one) 
• 41758-31-0 3,3'-diphenyl-2,2'-p-phenylene-bis-quinoxaline 
• 1608-40-8 1,4-bis(2-phenylethyl)benzene 

Relevant articles and documents

A re-evaluation of the photophysical properties of 1,4-bis(phenylethynyl)benzene: A model for poly(phenyleneethynylene)

Photophysical measurements, recorded in aerated cyclohexane at 283 K, indicate that 1,4-bis-(phenylethynyl)benzene behaves in a conventional manner, undergoing emission from the lowest vibrational level of the first excited singlet state; there is no evid

Palladium-catalyzed reaction of phenylacetylene with aryl iodides in aqueous medium

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Facile one-pot synthesis of diarylacetylenes from arylaldehydes: Via an addition-double elimination process

A practical one-pot protocol has been developed to synthesize diarylacetylenes from arylaldehydes by treatment with 1-(arylmethyl)benzotriazoles and LiN(SiMe3)2. The reaction proceeded through imine formation, Mannich-type addition and double elimination to deliver products in up to 99% yields with broad substrate scope. In addition, gram-scale synthesis of 1-bromo-4-(phenylethynyl)benzene has been demonstrated.

Decorated palladium nanoparticles on mesoporous organosilicate as an efficient catalyst for Sonogashira coupling reaction

Abstract: Reforming mesoporous silica was provided by the reaction of SBA‐15 with (3-aminopropyl)triethoxysilane, the product of which was treated with furfural to give SBA-propyl-imine-furan. In the next step, palladium chloride was attached to the funct

Simple and efficient diaryl alkyne synthesis method

The embodiment of the invention discloses a simple and efficient diaryl alkyne synthesis method. The method comprises the steps of by taking arylmethylbenzotriazole and aromatic aldehyde as raw materials, carrying out addition and double-beta-elimination reaction under the action of bis (trimethylsilyl) amino salt MN (SiMe3) 2 to synthesize diaryl alkyne by a one-pot method. The raw materials and chemical reagents used in the method are easy to obtain, the reaction conditions are mild, the operation is simple, the substrate universality is good, the product yield is high, and the method is a simple and efficient diaryl alkyne synthesis method.