16299-22-2

Basic information

• Product Name: 6-Methyl-4-phenylcoumarin
• Synonyms: 6-Methyl-4-phenylcoumarin;6-Methyl-4-phenyl-2H-1-benzopyran-2-one
• CAS NO: 16299-22-2
• Molecular Formula: C₁₆H₁₂O₂
• Molecular Weight: 236.26528
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 16299-22-2.mol
• Article Data: 36

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 6-Methyl-4-phenylcoumarin(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methyl-4-phenylcoumarin(16299-22-2)
• EPA Substance Registry System: 6-Methyl-4-phenylcoumarin(16299-22-2)

Safety Data

• Hazardous Substances Data: 16299-22-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Intermediate in the production ot Tolterodine and related coumarin derivatives.

Upstream product

• 40546-94-9 6-methyl-4-phenyl-3,4-dihydrocoumarin 
• 106-44-5 p-cresol 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 10034-85-2 hydrogen iodide 
• 1470-57-1 2-hydroxy-5-methylbenzophenone 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 3958-47-2 triphenylindium 
• 345948-96-1 6-methyl-2-oxo-2H-chromen-4-yl 4-methylbenzenesulfonate 
• 6627-55-0 2-bromo-p-cresol 
• 23795-34-8 3-phenylpropenoic acid N,N-diisopropylamide 
• 124-38-9 carbon dioxide 
• 62594-94-9 1-[(2-hydroxy-5-methyl)phenyl]-1-phenylethylene 
• 55359-68-7 2-(methoxymethoxy)-5-methylbenzaldehyde 
• 373-84-2 difluorotriphenyl-λ⁵-stibane 

Downstream Products

• 827007-19-2 (R)-6-methyl-4-phenyl-3,4-dihydrochromen-2-one 
• 349547-18-8 (S)-6-methyl-4-phenylchroman-2-one 
• 828933-86-4 (4R)-6-methyl-4-phenylchroman-2-ol 
• 851789-43-0 3-phenyl-3-(2'-hydroxy-5'-methyl)phenylpropanol-1 
• 40546-94-9 6-methyl-4-phenyl-3,4-dihydrocoumarin 
• 851789-51-0 (R)-2-(3-hydroxy-1-phenylpropyl)-4-methylphenol 
• 851789-53-2 (S)-2-(3-hydroxy-1-phenylpropyl)-4-methylphenol 
• 73779-10-9 3-(2-hydroxy-5-methyl-phenyl)-3-phenyl-propionic acid 
• 124937-51-5 (R)-(+)-tolterodine 
• 124937-53-7 (S)-tolterodine 

Relevant articles and documents

Magnetothermia-Induced Catalytic Hollow Nanoreactor for Bioorthogonal Organic Synthesis in Living Cells

Nanoreactors, in which the reactions are remotely controlled by magnetic fields, are potentially valuable in bioorthogonal chemistry for future applications. Here, we develop a silica-confined magnetothermia-induced nanoreactor (MAG-NER) by selectively gr

Zeolite-promoted Synthesis of Coumarins and Thiocoumarins

Acidic zeolites, especially faujasites, efficiently promote the intramolecular cyclization of aryl propynoates and propynethioates, which produces coumarins and thiocoumarins, usually in high yields. Comparison with homogeneous Lewis or Br?nsted acids and

Cascade Synthesis of 4-Arylcoumarins: Pd-Catalyzed Arylations and Cyclizations with (E)-Ethyl 3-(2-Hydroxyaryl)acrylates and Triarylantimony Difluorides

Herein, we describe a simple general method for the synthesis of 4-arylcoumarins using pentavalent organoantimony compounds. The reactions of 3-(2-hydroxyaryl)acrylates with triarylantimony difluorides in the presence of Pd(OAc)2 (10 mol-%) and 2,2'-bipyridyl (10 mol-%) at 80 °C under aerobic conditions afforded 4-arylcoumarins in good-to-excellent yields. This protocol involves a cascade oxidative Heck-type arylation followed by cyclization, with all the aryl groups in the triarylantimony difluoride transferred to the coupling products. Triarylantimony difluorides resulted in better outcomes than those obtained with other pentavalent organoantimony or bismuth compounds.