1240385-26-5

Basic information

• Product Name: 2-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-1,4-dione
• Synonyms: 2-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-1,4-dione
• CAS NO: 1240385-26-5
• Molecular Weight: 310.306
• Mol File: 1240385-26-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-1,4-dione(1240385-26-5)
• EPA Substance Registry System: 2-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-1,4-dione(1240385-26-5)

Safety Data

• Hazardous Substances Data: 1240385-26-5(Hazardous Substances Data)

Upstream product

• 93-02-7 2,5-dimethoxybenzaldehyde 
• 117560-06-2 3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide 
• 150-78-7 1,4-dimethoxybezene 

Relevant articles and documents

Styryl and functionalized aryl derivatives of lawsone through metal-free cross-coupling of its BF3-activated phenyliodonium ylide with cinnamaldehydes and arylaldehydes

Phenyliodonium ylide of lawsone activated with BF3?Et2O reacts with cinnamaldehydes to afford 2-hydroxy-3-styryl-1,4-naphthoquinones in good to excellent yields and relatively high level of stereospecificity through deformylation of the aldehydes. The product yield is diminished with a methoxy substituted cinnamaldehyde and becomes zero with a dimethoxy substituted substrate giving rise to another product, 2-hydroxy-3-aryl-1,4-naphthoquinone. The reaction of the same ylide with salicylic aldehydes forms 2-hydroxy-3-(2-hydroxyaryl)-1,4-naphthoquinones and/or benzo[d]naphtha[2,1-b]furano-5,6-diones, depending on the reaction conditions applied. Plausible reaction mechanisms explaining the formation of these products are proposed. The products showed potent antioxidant activity and inhibited lipoxygenase.