1785-65-5

Basic information

• Product Name: Acetic acid 1,4-dioxo-1,4-dihydronaphthalene-2-yl ester
• Synonyms: 2-(Acetyloxy)-1,4-naphthalenedione;Acetic acid 1,4-dioxo-1,4-dihydronaphthalene-2-yl ester;Acetic acid 1,4-naphthoquinon-2-yl ester;1,4-dioxo-1,4-dihydronaphthalen-2-yl acetate
• CAS NO: 1785-65-5
• Molecular Formula: C₁₂H₈O₄
• Molecular Weight: 216.19
• Mol File: 1785-65-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 364.6 °C at 760 mmHg
• Flash Point: 164 °C
• Appearance: /
• Density: 1.34 g/cm³
• Vapor Pressure: 1.66E-05mmHg at 25°C
• Refractive Index: 1.592
• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• CAS DataBase Reference: Acetic acid 1,4-dioxo-1,4-dihydronaphthalene-2-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid 1,4-dioxo-1,4-dihydronaphthalene-2-yl ester(1785-65-5)
• EPA Substance Registry System: Acetic acid 1,4-dioxo-1,4-dihydronaphthalene-2-yl ester(1785-65-5)

Safety Data

• Hazardous Substances Data: 1785-65-5(Hazardous Substances Data)

Usage

Uses

2-Acetoxy-1,4-naphthoquinone is an intermediate in the synthesis of Acequinocyl-d25 (A130602). Isotope labelled Acequinocyl is an inhibitor of mitochondrial electron transport in complex III and used to control phytophagous mites. Used in Pesticide detection.

InChI:InChI=1/C12H8O4/c1-7(13)16-11-6-10(14)8-4-2-3-5-9(8)12(11)15/h2-6H,1H3

Upstream product

• 1785-67-7 1,2,4-triacetyloxynaphthalene 
• 130-15-4 [1,4]naphthoquinone 
• 524-42-5 1,2-naphthoquinone 
• 13302-67-5 naphthalene-1,2,4-triol 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 75-36-5 acetyl chloride 
• 90-15-3 α-naphthol 
• 91-20-3 naphthalene 
• 108-24-7 acetic anhydride 
• 58851-76-6 4-acetyloxy-5,8-dihydronaphthalen-1-yl acetate 

Downstream Products

• 111273-82-6 2-acetoxy-3-p-tolylsulfanyl-[1,4]naphthoquinone 
• 57620-99-2 2-acetyllapachol 
• 1785-67-7 1,2,4-triacetyloxynaphthalene 
• 6091-04-9 3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl acetate 
• 129700-44-3 3-((1r,4r)-4-(4-chlorophenyl)cyclohexyl)-1,4-dioxo-1,4-dihydronaphthalen-2-yl acetate 
• 1080645-02-8 2-[4-(p-chlorophenyl)cyclohexyl]-3-acetoxy-1,4-naphthoquinone 
• 84-79-7 Lapachol 
• 483-55-6 phthiocol 
• 76309-65-4 Acetic acid 3-cyclohexylmethyl-1,4-dioxo-1,4-dihydro-naphthalen-2-yl ester 
• 1015-97-0 (1,4)-Naphthoquinono<3,2-c>-1H-pyrazole 

Relevant articles and documents

Synthesis, biological evaluation, and correlation of cytotoxicity versus redox potential of 1,4-naphthoquinone derivatives

A series of 1,4-naphthoquinone derivatives of lawsone (1), 6-hydroxy-1,4-naphthoquinone (2), and juglone (3) were synthesized by alkylation, acylation, and sulfonylation reactions. The yields of lawsone derivatives 1a-1k (type A), 6-hydroxy-1,4-naphthoqui

Highly Active Manganese-Mediated Acylation of Alcohols with Acid Chlorides or Anhydrides

To explore further the practical uses of highly active manganese (Mn?), a variety of alcohols were treated with Mn?, and the resulting complexes were coupled with acid chlorides and/or acetic anhydride in the absence of any extra catalyst. The subsequent reactions took place smoothly under mild conditions, providing the corresponding O-acylation products in good to excellent isolated yields.

PROCESS FOR THE PREPARATION OFTRANS-2,3-DISUBSTITUTED NAPHTHOQUINONES

The invention concerns a new process for the preparation of naphthoquinones, in particular an improved process for the preparation of 2,3-disubstituted 1,4- naphthoquinones, in the trans configuration.