94078-19-0

Basic information

• Product Name: 5-M-TOLYL-FURAN-2-CARBALDEHYDE
• Synonyms: 5-(3-METHYLPHENYL)-2-FURALDEHYDE;AKOS BAR-0557;5-M-TOLYL-FURAN-2-CARBALDEHYDE;2-FURANCARBOXALDEHYDE, 5-(3-METHYLPHENYL)-;5-(3-METHYLPHENYL)-2-FURANCARBOXALDEHYDE;OTAVA-BB 1148428;UKRORGSYN-BB BBV-182287
• CAS NO: 94078-19-0
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.21
• Mol File: 94078-19-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-M-TOLYL-FURAN-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-M-TOLYL-FURAN-2-CARBALDEHYDE(94078-19-0)
• EPA Substance Registry System: 5-M-TOLYL-FURAN-2-CARBALDEHYDE(94078-19-0)

Safety Data

• Hazardous Substances Data: 94078-19-0(Hazardous Substances Data)

Upstream product

• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 17933-03-8 m-tolylboronic acid 
• 39868-10-5 5-(3-bromophenyl)-2-furaldehyde 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 26919-48-2 tri-m-tolylbismuth 
• 98-01-1 furfural 
• 2028-72-0 m-toluenediazonium chloride 
• 625-95-6 3-Iodotoluene 

Relevant articles and documents

Using Data Science To Guide Aryl Bromide Substrate Scope Analysis in a Ni/Photoredox-Catalyzed Cross-Coupling with Acetals as Alcohol-Derived Radical Sources

Ni/photoredox catalysis has emerged as a powerful platform for C(sp2)–C(sp3) bond formation. While many of these methods typically employ aryl bromides as the C(sp2) coupling partner, a variety of aliphatic radical sources have been investigated. In principle, these reactions enable access to the same product scaffolds, but it can be hard to discern which method to employ because nonstandardized sets of aryl bromides are used in scope evaluation. Herein, we report a Ni/photoredox-catalyzed (deutero)methylation and alkylation of aryl halides where benzaldehyde di(alkyl) acetals serve as alcohol-derived radical sources. Reaction development, mechanistic studies, and late-stage derivatization of a biologically relevant aryl chloride, fenofibrate, are presented. Then, we describe the integration of data science techniques, including DFT featurization, dimensionality reduction, and hierarchical clustering, to delineate a diverse and succinct collection of aryl bromides that is representative of the chemical space of the substrate class. By superimposing scope examples from published Ni/photoredox methods on this same chemical space, we identify areas of sparse coverage and high versus low average yields, enabling comparisons between prior art and this new method. Additionally, we demonstrate that the systematically selected scope of aryl bromides can be used to quantify population-wide reactivity trends and reveal sources of possible functional group incompatibility with supervised machine learning.

A HIGH-THROUGHPUT ASSAY FOR IDENTIFYING SMALL MOLECULES THAT MODULATE AMP-ACTIVATED PROTEIN KINASE (AMPK)

The present invention provides an in vitro method for identifying a compound that modulates adenosine monophosphate-activated protein kinase (AMPK) for the manufacture of a diagnostic or therapeutic agent. The present invention further provides an assay for identifying a compound that modulates AMPK.

Mono- and biscouplings using triarylbismuths for the atom-efficient arylations of functionalized furans under palladium catalysis

Palladium-catalyzed cross-coupling reactions of functionalized bromofurans with triarylbismuths have been described for the atom-economic synthesis of functionalized arylfuran systems. The coupling reactions using triarylbismuths with various 2-bromofurans and 2,5-dibromofuran underwent smoothly to afford the corresponding 2-arylfurans and 2,5-diarylfurans in high yields in a short reaction time (one hour). Georg Thieme Verlag Stuttgart · New York.