99846-56-7

Basic information

• Product Name: 2-(2-METHYLPHENYL)THIOPHENE
• Synonyms: AKOS BAR-0350;2-(2-METHYLPHENYL)THIOPHENE
• CAS NO: 99846-56-7
• Molecular Formula: C₁₁H₁₀S
• Molecular Weight: 174.26
• Mol File: 99846-56-7.mol
• Article Data: 40

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-METHYLPHENYL)THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-METHYLPHENYL)THIOPHENE(99846-56-7)
• EPA Substance Registry System: 2-(2-METHYLPHENYL)THIOPHENE(99846-56-7)

Safety Data

• Hazardous Substances Data: 99846-56-7(Hazardous Substances Data)

Usage

Structure

A thiophene ring substituted with a 2-methylphenyl group

Usage

Building block in organic synthesis, used in production of pharmaceuticals, agrochemicals, polymers, and liquid crystals

Importance

Unique structure and properties, intermediate in synthesis of biologically active compounds and functional materials

Utility

Presence of the thiophene ring, useful in the development of organic electronics and optoelectronic devices.

Upstream product

• 2786-07-4 2-thienyl lithium 
• 1009-01-4 2-methylphenyl methanesulfonate 
• 1003-09-4 2-bromothiophene 
• 16419-60-6 2-Methylphenylboronic acid 
• 3437-95-4 2-Iodothiophene 
• 95-46-5 2-methylphenyl bromide 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 6165-68-0 thiophene boronic acid 
• 615-37-2 ortho-methylphenyl iodide 
• 197009-90-8 2-(hydroxydimethylsilyl)thiophene 
• 14221-01-3 tetrakis(triphenylphosphine) palladium⁽⁰⁾ 
• 96-43-5 2-thienyl chloride 
• 188290-36-0 thiophene 
• 15106-95-3 bis(thien-2-yl)zinc 

Downstream Products

• 791078-04-1 2-[2-(bromomethyl)phenyl]thiophene 
• 184040-68-4 5-(2-tolyl)-2-thiophenesulfonyl chloride 
• 184035-73-2 N-(4-bromo-3-methyl-5-isoxazolyl)-5-(2-tolyl)thiophene-2-sulfonamide 
• 438624-08-9 2-bromo-5-(2-bromomethylphenyl)thiophene 
• 1044231-44-8 2-butyl-5-(o-tolyl)thiophene 
• 1108741-69-0 2-methyl-5-(o-methylphenyl)thiophene 
• 1522464-95-4 N-phenyl-3-[5-(o-tolyl)thiophen-2-yl]isonicotinamide 
• 1522465-05-9 2-methoxy-N-phenyl-5-[5-(o-tolyl)thiophen-2-yl]isonicotinamide 

Relevant articles and documents

Pd-NHCs Enabled Suzuki-Miyaura Cross-Coupling of Arylhydrazines via C–N Bond Cleavage

We describe a highly efficient protocol for cross-coupling of phenylhydrazines with arylboronic acids by Pd-NHCs under aerobic reaction condition. A series of well-defined Pd-NHCs complexes were evaluated and the relationship between the structure and the catalytic properties was investigated. It was disclosed that the Pd-PEPPSI-IPr proved to be the robust precatalyst, providing access to a range of (hetero)biaryls in good to excellent yields.

(N-Heterocyclic carbene) ion-pair palladium complexes: Suzuki–Miyaura cross-coupling studies in neat water under mild conditions

The synthesis and characterization of a series of (N-heterocyclic carbene)PdCl3?(NMe3H)+ ion-pair complexes are presented. Applying the quaternary ammonium salt as the function with NHC–Pd(II) complexes yields the new ion-pair complexes. The NHC–Pd(II) ion-pair complexes work well by undergoing the Suzuki–Miyaura reaction with aryl chloride substrates in water under mild conditions in air at room temperature. Twenty products resulting from Suzuki–Miyaura coupling reactions carried out in the presence of the new NHC–Pd(II) ion-pair complex under mild optimal conditions were examined to determine the optimum yields.

Accessing Heterobiaryls through Transition-Metal-Free C-H Functionalization

Herein we report a transition-metal-free synthetic protocol for heterobiaryls, one of the most important pharmacophores in the modern drug industry, employing a new multidonor phenalenyl (PLY)-based ligand. The current procedure offers a wide substrate scope (24 examples) with a low catalyst loading resulting in an excellent product yield (up to 95%). The reaction mechanism involves a single electron transfer (SET) from a phenalenyl-based radical to generate a reactive heteroaryl radical. To establish the mechanism, we have isolated the catalytically active SET initiator, characterizing by a magnetic study.