189008-33-1

Basic information

• Product Name: 2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde
• Synonyms: 2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde
• CAS NO: 189008-33-1
• Molecular Formula: C₁₆H₁₂O
• Molecular Weight: 220.26588
• EINECS: -0
• Mol File: 189008-33-1.mol
• Article Data: 72

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde(189008-33-1)
• EPA Substance Registry System: 2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde(189008-33-1)

Safety Data

• Hazardous Substances Data: 189008-33-1(Hazardous Substances Data)

Usage

Structure

A benzaldehyde derivative containing a methylphenylethinyl substituent

Potential applications

Organic synthesis, pharmaceutical research

Uses

Building block in the synthesis of various organic compounds, potential biological activity

Reagent properties

Aromatic structure and aldehyde group enable the formation of carbon-carbon and carbon-heteroatom bonds

Industry potential

Further research and development could lead to new applications and uses in various industries.

Upstream product

• 624-31-7 4-tolyl iodide 
• 38846-64-9 2-ethynylbenzaldehyde 
• 245122-91-2 (2-( p-tolylethynyl)phenyl)methanol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 766-97-2 4-n-methylphenylacetylene 
• 5159-41-1 2-iodobenzyl alcohol 
• 67-56-1 methanol 
• 26260-02-6 2-iodobenzaldehyde 
• 77123-58-1 2-[2-(trimethylsilyl)ethynyl]benzaldehyde 

Downstream Products

• 192935-77-6 3-Cyclopropyl-1-(2-p-tolylethynyl-phenyl)-prop-2-yn-1-ol 
• 192935-78-7 3-phenyl-1-(2-(p-tolylethynyl)phenyl)prop-2-yn-1-ol 
• 171070-83-0 1-(2-(p-tolylethynyl)phenyl)hept-2-yn-1-ol 
• 871795-42-5 1-(2-p-tolylethynyl-phenyl)-hex-2-yn-1-one 
• 67237-87-0 3-(4-methylphenyl)isoquinoline 
• 182920-37-2 C₃₄H₃₁OP 
• 192935-81-2 C₃₃H₂₇OP 
• 182920-45-2 C₃₆H₂₇OP 
• 1155382-46-9 C₁₉H₂₀O₂ 
• 1205555-52-7 1-[2-(p-tolylethynyl)phenyl]pentan-1-ol 
• 1226977-87-2 10-(4-methylphenyl)-15bH-isoquino[2,1-a]pyrrolo[2,1-c]quinoxaline 
• 1229244-31-8 3-(3-p-tolyl-1H-isochromen-1-yl)-1H-indole 
• 1229244-49-8 (5H-benzo[b]carbazol-6-yl)(p-tolyl)methanone 
• 1252926-50-3 3-(3-tolyl)-1-{2-[(4-tolyl)ethynyl]phenyl}prop-2-yn-1-ol 

Relevant articles and documents

Tunable Synthesis of Indeno[1,2- c]furans and 3-Benzoylindenones via FeCl3-Catalyzed Carbene/Alkyne Metathesis Reaction of o-Alkynylbenzoyl Diazoacetates

An efficient synthesis of indeno[1,2-c]furan and 3-benzoylindenone derivatives through a FeCl3-catalyzed carbene/alkyne metathesis reaction of o-alkynylbenzoyl diazoacetates is presented. Mechanistically, the key intermediate, vinyl iron carbene, is formed by 5-exo-dig carbocyclization and terminated with a formal [3 + 2] cycloaddition or carbonylation. To the best of our knowledge, this is the first example in which FeCl3 is used as a catalyst for a carbene/alkyne metathesis reaction. Finally, derivatization reactions were carried out to showcase the value of the products.

Facile preparation of 3-aryl-4-iodoisoquinolines from N-(o-Arylethynyl)benzyl p-toluenesulfonamides with iodine and base

Treatment of N-(o-arylethynyl)benzyl p-toluenesulfonamides with molecular iodine in the presence of NaHCO3 at 60 °C, followed by the reaction with tBuOK at room temperature gave 3-aryl-4-iodoisoquinolines in good yields. 4-Iodo-3-phenylisoquinoline, which is one of the obtained 3-aryl-4-iodoisoquinolines, was further transformed into isoquinoline derivatives smoothly. The present approach is a novel one-pot method for the preparation of 3-aryl-4-iodoisoquinolines from N-(o-arylethynyl)benzyl p-toluenesulfonamides under transition-metal-free conditions.

Synthesis of N-(isoquinolin-1-yl)sulfonamides via Ag2O-catalyzed tandem reaction of ortho-alkynylbenzaldoximes with benchtop stabilized ketenimines

In this project, a moderately efficient approach to multisubstituted N-(isoquinolin-1-yl)sulfonamide derivatives was illustrated, utilizing ortho-alkynylbenzaldoximes and zwitterionic ketenimine salts in a tandem reaction catalyzed by silver oxide. The oxophilicity of Ag2O, along with its nature as Lewis acid, pave the way for a smooth [3 + 2] cycloaddition between isoquinoline N-oxides and ketenimine species, which is a key step in this reaction. DFT calculation suggests that 1,3-dipolar cycloaddition of nitrone and ketenimine proceeds through a selective stepwise mechanism.