14071-69-3

Basic information

• Product Name: 2H-1-Benzopyran-2-one, 3-(4-methylphenyl)-
• CAS NO: 14071-69-3
• Molecular Formula: C16H12O2
• Molecular Weight: 236.27
• Mol File: 14071-69-3.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-2-one, 3-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one, 3-(4-methylphenyl)-(14071-69-3)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one, 3-(4-methylphenyl)-(14071-69-3)

Safety Data

• Hazardous Substances Data: 14071-69-3(Hazardous Substances Data)

Upstream product

• 93696-60-7 3-Bromo-4-p-tolyl-chroman-2-one 
• 622-47-9 4-tolylacetic acid 
• 446-52-6 2-Fluorobenzaldehyde 
• 2947-61-7 (4-methylphenyl)acetonitrile 
• 90-02-8 salicylaldehyde 
• 939-18-4 3-bromo-2H-chromen-2-one 
• 5720-05-8 4-methylphenylboronic acid 
• 93500-98-2 2,3-Dibromo-3-p-tolyl-propionic acid phenyl ester 
• 92-45-5 3-chloro-2H-chromen-2-one 
• 104-09-6 4-methylphenylacetaldehyde 
• 104-87-0 4-methyl-benzaldehyde 
• 1374025-25-8 2-chloro-2-(p-tolyl)ethan-1-ol 
• 201230-82-2 carbon monoxide 
• 104-82-5 4-Methylbenzyl chloride 

Downstream Products

• 59583-83-4 4-(2-oxo-2H-chromen-3-yl)benzaldehyde 
• 1337918-41-8 C₄₄H₃₅BF₂N₂O₄ 
• 1337918-42-9 C₄₆H₄₁BF₂N₄O₂ 

Relevant articles and documents

Direct C-3 alkylation of coumarins via decarboxylative coupling with carboxylic acids

A new method for selective C-3 alkylation of coumarins using carboxylic acids as alkyl sources is reported. This process offers a practical method for the facile construction of 3-alkyl coumarins with a broad substrate scope. The reaction works under metal-free and aqueous media and both cyclic and acyclic aliphatic carboxylic acids participate in this radical C-C cross coupling reaction.

Facile one-pot synthetic access to libraries of diversely substituted 3-aryl (Alkyl)-coumarins using ionic liquid (IL) or conventional base/solvent, and an IL-mediated approach to novel coumarin-bearing diaryl-ethynes

The in-situ formed carbonylimidazole derivatives of Ar(alkyl)-CH2COOH react at r.t. with substituted salicylaldehydes in [BMIM][PF6] or [BMIM][BF4] as solvent, and [PAIM][NTf2] as basic-IL, to produce libraries of 3-aryl(alkyl)coumarins. Whereas these reactions can also be performed with similar efficiency in THF by employing DBU, the IL approach offers easier work-up and recycling of the IL solvent. An IL-mediated approach to the synthesis of novel coumarin-bearing diaryl-ethynes by the Sonogshira reaction is also reported, and the potential for recycling/reuse of the IL solvent is shown.

Zn(II)-Catalyzed One-Pot Synthesis of Coumarins from Ynamides and Salicylaldehydes

A highly efficient and straightforward synthesis of diversely substituted coumarins from ynamides and salicylaldehydes in the presence of Zn(II) catalyst has been developed. The sulfonamide moiety of ynamides was successfully recycled in this process, serving as an effective traceless directing group for high regioselectivity in the bond-forming event. The advantages of this protocol are good functional group tolerance, broad substrate scope, simple and high-yielding reaction, recovery/reuse of the sulfonamides, low catalyst loading of inexpensive catalyst, and, by these merits, a more cost-effective and greener process.