59962-61-7

Basic information

• Product Name: 2-(4-methoxyphenyl)-3-methylnaphthalene-1,4-dione
• Synonyms: 2-(4-methoxyphenyl)-3-methylnaphthalene-1,4-dione
• CAS NO: 59962-61-7
• Molecular Weight: 278.307
• Mol File: 59962-61-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxyphenyl)-3-methylnaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-3-methylnaphthalene-1,4-dione(59962-61-7)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-3-methylnaphthalene-1,4-dione(59962-61-7)

Safety Data

• Hazardous Substances Data: 59962-61-7(Hazardous Substances Data)

Upstream product

• 17333-79-8 p-methoxybenzenediazonium 
• 58-27-5 menadione 
• 5720-07-0 4-methoxyphenylboronic acid 
• 17354-63-1 4-(2-nitro-propenyl)-anisole 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 869476-53-9 3-methyl-4H-spiro[naphthalene-1,2′-[1,3]dioxolan]-4-one 
• 13139-86-1 4-methoxyphenyl magnesium bromide 

Downstream Products

• 59962-57-1 2-Bromomethyl-3-(4-methoxy-phenyl)-[1,4]naphthoquinone 

Relevant articles and documents

NHC-Catalyzed Dual Stetter Reaction: A Mild Cascade Annulation for the Syntheses of Naphthoquinones, Isoflavanones, and Sugar-Based Chiral Analogues

The N-heterocycle carbene (NHC)-catalyzed dual Stetter cascade reaction is discovered through coupling of β-nitrostyrene with phthalaldehyde under mild conditions to furnish valuable aryl-naphthoquinones. The generality of the new reaction is validated through the development of a C-C and O-C bond forming Stetter cascade reaction using salicylaldehydes to obtain functionalized dihydroisoflavanones. The mild NHC organocatalysis is successfully employed for the construction of optically pure sugar-based naphthoquinones and dihydroisoflavanones. Herein, NHC is found as a unique and powerful organocatalyst to construct homoatomic C-C cross-coupling, heteroatomic O-C bond formation, and cascade cyclization utilizing NO2 as a leaving group at ambient temperature. A mechanistic pathway of the new metal-free catalysis is predicted on the basis of our ESI-MS study of the ongoing reaction and literature.

Enantioselective Epoxidation of 2,3-Disubstituted Naphthoquinones by a Side Chain Truncated Guanidine-Urea Bifunctional Organocatalyst

An organocatalytic enantioselective epoxidation of 2,3-disubstituted naphthoquinones with tert-butyl hydroperoxide as an oxidant was developed using a guanidine-urea bifunctional catalyst lacking C2 symmetry, which was designed based upon the insights obtained from the DFT calculation model for our previous C2 symmetric catalyst. The present organocatalytic reaction provides access to a variety of optically active naphthoquinone epoxides bearing aryl and methyl substituents at C2 and C3 in high yields with high enantioselectivities (up to 97:3 er).