147589-45-5

Basic information

• Product Name: ethyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate
• Synonyms: ethyl 4-hydroxy-5,8-dimethoxy-2-naphthoate; Ethyl-4-hydroxy-5,8-dimethoxy-2-naphthoat
• CAS NO: 147589-45-5
• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.2845
• Mol File: 147589-45-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 471°C at 760 mmHg
• Flash Point: 176.9°C
• Density: 1.231g/cm³
• Vapor Pressure: 1.7E-09mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: ethyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate(147589-45-5)
• EPA Substance Registry System: ethyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate(147589-45-5)

Safety Data

• Hazardous Substances Data: 147589-45-5(Hazardous Substances Data)

Upstream product

• 25932-95-0 Ethyl 4-(acetyloxy)-5,8-dimethoxy-2-naphthalenecarboxylate 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 123-25-1 succinic acid diethyl ester 

Downstream Products

• 500777-04-8 ethyl 4-(benzyloxy)-5,8-dimethoxy-2-naphthoate 
• 464171-71-9 ethyl 5,8-dimethoxy-4-methoxymethoxy-2-naphthoate 

Relevant articles and documents

Base- and light-assisted synthesis of anthracenes from 3-allylnaphthalene- 2-carbaldehydes

The synthesis of substituted anthracenes from naphthalene precursors is described. The key step involved heating ortho-allyl substituted naphthalene-2-carbaldehydes and potassium t-butoxide in DMF with concomitant irradiation from a high pressure mercury

Synthesis and bioevaluation of shikonin derivatives

Background: Ester and amide derivatives of shikonin were synthesized to improve the chemical stability of shikonin. Methods: All synthesized compounds were evaluated for their antiproliferative activity against A549 cell line by SRB assay, and five of them demonstrated comparable cytotoxicity to shikonin. Results and Conclusion: The most potent compound, 22d, was more stable and potent than shikonin.

Synthesis of hydroxylated naphthoquinone derivatives

The use of the Stobbe condensation for the synthesis of juglone derivatives is presented, together with studies towards their further functionalization. The regiospecific oxidation of the above products to o- or p-naphthoquinones was also investigated. Finally, the preparation of useful intermediates for the synthesis of related natural products such as alkannin and shikonin is proposed. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.