106824-46-8

Basic information

• Product Name: Benzaldehyde, 4,5-dimethoxy-2-(phenylethynyl)-
• CAS NO: 106824-46-8
• Molecular Formula: C17H14O3
• Molecular Weight: 266.296
• Mol File: 106824-46-8.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4,5-dimethoxy-2-(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4,5-dimethoxy-2-(phenylethynyl)-(106824-46-8)
• EPA Substance Registry System: Benzaldehyde, 4,5-dimethoxy-2-(phenylethynyl)-(106824-46-8)

Safety Data

• Hazardous Substances Data: 106824-46-8(Hazardous Substances Data)

Upstream product

• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 536-74-3 phenylacetylene 
• 61203-53-0 2-iodo-4,5-dimethoxybenzaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 1266327-66-5 2-methoxycarbonyl-6,7-dimethoxy-3-phenylnaphthalene 
• 1280219-83-1 1-(4,5-dimethoxy-2-(phenylethynyl)phenyl)-3-phenylprop-2-yn-1-ol 
• 1258791-23-9 dimethyl 2-(4,5-dimethoxy-2-(phenylethynyl)benzylidene)malonate 
• 438564-93-3 N-[4,5-dimethoxy-2-(phenylethynyl)benzylidene]-tert-butylamine 
• 106824-52-6 4,5-Dimethoxy-2-phenylethynyl-benzaldehyde oxime 
• 1180487-23-3 (E)-4,5-dimethoxy-2-(2-phenylethynyl)benzaldehyde O-methyl-oxime 
• 56156-96-8 6,7-dimethoxy-3-phenyl-1H-isochromen-1-one 

Relevant articles and documents

Modular synthesis of 3-substituted isocoumarinsviasilver-catalyzed aerobic oxidation/6-endoheterocyclization ofortho-alkynylbenzaldehydes

A method involving silver-catalyzed aerobic oxidation/6-endoheterocyclization ofortho-alkynylbenzaldehydes to yield 3-substituted isocoumarins is described. The developed protocol allows convenient access to a range of synthetically useful 3-substituted isocoumarins and related fused heterocyclolactones in good to high yields, using silver tetrafluoroborate as the catalyst, and atmospheric oxygen as the terminal oxidant and the source of endocyclic oxygen. Mechanistic studies suggest the involvement of a free-radical pathway.

Regio- and stereoselective intramolecular hydroalkoxylation of aromatic alkynols: an access to dihydroisobenzofurans under transition-metal-free conditions

An efficient, transition-metal-free method to synthesize dihydroisobenzofuran derivatives via intramolecular hydroalkoxylation of aromatic alkynols with the promotion of cesium carbonate has been developed. The reaction proceeds regioselectively with exclusive formation of 5-exo-dig product, and only Z-isomer of the new generated double bond is observed. This new protocol features with milder reaction conditions, more convenient operation and satisfactory selectivities.

Ferrocenyl bisoxazoline as an efficient non-phosphorus ligand for palladium-catalyzed copper-free Sonogashira reaction in aqueous solution

Pd(OAc)2-catalyzed Sonogashira coupling reactions of alkynes and a variety of aryl halides with 1,3-bis(5-ferrocenylisoxazoline-3-yl)benzene as an efficient non-phosphorus ligand under copper-free conditions are presented. The main advantages over previous methodologies include low catalyst loading (0.2 mol% Pd(OAc)2 and 0.4 mol% ferrocenyl bisoxazoline ligand are sufficient for these coupling reactions), less problematic reaction medium (water–dimethylformamide) and more convenient operation (no requirement for nitrogen protection).