30158-82-8

Basic information

• Product Name: (Z)-3-(2-phenylethenyl)thiophene
• Synonyms: (Z)-3-(2-phenylethenyl)thiophene
• CAS NO: 30158-82-8
• Molecular Weight: 186.277
• Mol File: 30158-82-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (Z)-3-(2-phenylethenyl)thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-3-(2-phenylethenyl)thiophene(30158-82-8)
• EPA Substance Registry System: (Z)-3-(2-phenylethenyl)thiophene(30158-82-8)

Safety Data

• Hazardous Substances Data: 30158-82-8(Hazardous Substances Data)

Upstream product

• 872-31-1 3-Bromothiophene 
• 588-73-8 (Z)-β-bromostyrene 
• 103-64-0 bromostyrene 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 498-62-4 3-thiophene carboxaldehyde 
• 3112-88-7 Benzyl phenyl sulfone 
• 131423-29-5 1-phenyl-2-(3-thienyl)ethyne 
• 384360-08-1 dimethyl(2-pyridyl)(α-styryl)silane 
• 67300-99-6 1-phenylethenylmagnesium bromide 
• 384360-10-5 (E)-1-dimethyl(2-pyridyl)silyl-1-phenyl-2-(3-thienyl)ethene 
• 78347-97-4 (E)-3-styrylthiophene 

Relevant articles and documents

Wittig Olefination Using Phosphonium Ion-Pair Reagents Incorporating an Endogenous Base

Despite common perception, the use of strong bases in Wittig chemistry is utterly unnecessary: we report a series of novel ion-pair phosphonium carboxylate reagents which are essentially "storable ylides". These reagents are straightforwardly prepared in excellent yields, and their fluxional nature permits clean olefination of a broad range of aldehydes and even hemiacetals.

Syntheses of diarylethenes by perylene-catalyzed photodesulfonylation from ethenyl sulfones

Diarylethenes were obtained from the corresponding ethenyl sulfones by photocatalyzed desulfonylation using UV or blue LEDs. When perylene and i-Pr2NEt were used as a photocatalyst and a sacrificing reagent, respectively, this desulfonylation proceeded smoothly to afford the desired ethenes with the functional groups such as chloro, alkoxy and heteroaromatic rings remaining untouched. The use of a flow photoreactor enabled this desulfonylation to proceed more rapidly to finish in an hour of residence time.

Stereodivergent Alkyne Reduction by using Water as the Hydrogen Source

A homogeneous Pd-catalyzed stereodivergent reduction of alkynes to Z and E alkenes by using H2O as the H2 source is presented. Mediated by a diboron reagent, the transfer hydrogenation has been accomplished to yield the desired geometrical isomer by rational ligand selection. The switchable stereoselectivity achieved using simple phosphine ligands is generally excellent. D2O has also been used as a D2 source for synthesizing the corresponding deuterated olefins. Supported by a gram-scale synthesis, the reaction can easily be scaled up making it an efficient way to prepare alkenes commercially as well. Mechanistic studies suggest formation of H?PdL2?OAc as the crucial step leading to the presence of two pathways involving H?Pd?B(OR)2 and molecular H2 as active intermediates.