53903-03-0

Basic information

• Product Name: Phenol, 4-methoxy-2-(2-methyl-2-propenyl)-
• CAS NO: 53903-03-0
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Mol File: 53903-03-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Phenol, 4-methoxy-2-(2-methyl-2-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4-methoxy-2-(2-methyl-2-propenyl)-(53903-03-0)
• EPA Substance Registry System: Phenol, 4-methoxy-2-(2-methyl-2-propenyl)-(53903-03-0)

Safety Data

• Hazardous Substances Data: 53903-03-0(Hazardous Substances Data)

Upstream product

• 150-76-5 4-methoxy-phenol 
• 563-47-3 3-Chloro-2-methylpropene 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 5820-29-1 1-methoxy-4-(2-methylallyloxy)benzene 

Downstream Products

• 1372768-99-4 1-cyanato-4-methoxy-2-(2-methylallyl)benzene 
• 1280721-73-4 C₂₁H₁₉NO₃ 
• 31572-72-2 2-(dimethylethyl)-4-methoxyphenol 
• 35205-21-1 1-(2,5-dimethoxyphenyl)-2-methyl-2-propene 

Relevant articles and documents

Studies on benzoheterocyclic derivatives. XV. Synthesis of benzofuran derivatives. (3) (Japanese)

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Development and Mechanistic Study of Quinoline-Directed Acyl C-O Bond Activation and Alkene Oxyacylation Reactions

The intramolecular addition of both an alkoxy and acyl substituent across an alkene, oxyacylation of alkenes, using rhodium catalyzed C-O bond activation of an 8-quinolinyl ester is described. Our unsuccessful attempts at intramolecular carboacylation of ketones via C-C bond activation ultimately informed our choice to pursue and develop the intramolecular oxyacylation of alkenes via quinoline-directed C-O bond activation. We provide a full account of our catalyst discovery, substrate scope, and mechanistic experiments for quinoline-directed alkene oxyacylation.

Insertion of an Alkene into an ester: Intramolecular oxyacylation reaction of alkenes through acyl C-O bond activation

Atom economy and esters: compatible now! The first catalytic insertion of a C-C bond into an acyl C-O bond was achieved using rhodium catalysts (see scheme). The products are β-alkoxy ketones with a fully substituted carbon center. Quinoline chelating groups were employed to stabilize the Rh-alkoxide intermediate.