4042-39-1

Basic information

• Product Name: 2-Hydroxy-3-(3-methyl-1-butenyl)-1,4-naphthoquinone
• Synonyms: 2-Hydroxy-3-(3-methyl-1-butenyl)-1,4-naphthalenedione;2-Hydroxy-3-(3-methyl-1-butenyl)-1,4-naphthoquinone;Isolapachol
• CAS NO: 4042-39-1
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 0
• Mol File: 4042-39-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 406.2°C at 760 mmHg
• Flash Point: 213.6°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 2.5E-07mmHg at 25°C
• Refractive Index: 1.675
• CAS DataBase Reference: 2-Hydroxy-3-(3-methyl-1-butenyl)-1,4-naphthoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-3-(3-methyl-1-butenyl)-1,4-naphthoquinone(4042-39-1)
• EPA Substance Registry System: 2-Hydroxy-3-(3-methyl-1-butenyl)-1,4-naphthoquinone(4042-39-1)

Safety Data

• Hazardous Substances Data: 4042-39-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-9,16H,1-2H3/b8-7+

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 563-45-1 3-Methyl-1-butene 
• 590-86-3 isovaleraldehyde 

Downstream Products

• 13019-43-7 2-isopropylnaphtho[2,3-b]furan-4,9-dione 
• 13019-42-6 2-isopropylnaphtho[1,2-b]furan-4,5-dione 
• 3343-38-2 2-hydroxy-3-isopentylnaphthalene-1,4-dione 

Relevant articles and documents

Synthesis and cytotoxicity evaluation of a series of 3-alkenyl-2-hydroxy-1,4-naphthoquinones obtained by an efficient knoevenagel condensation

A modified and efficient Knoevenagel condensation procedure was developed to synthesize the title compounds using β-alanine and acetic acid as catalysts, showing good to excellent yields. We used lawsone with suitable aliphatic aldehydes including isobuty

Palladium(II)-Catalyzed C-H Bond Activation/C-C Coupling/Intramolecular Tsuji-Trost Reaction Cascade: Facile Access to 2 H -Pyranonaphthoquinones

An efficient one-pot synthesis of 2H-pyranonaphthoquinone was achieved via a palladium-catalyzed C-H bond activation/C-C bond formation/intramolecular Tsuji-Trost reaction cascade. The unprecedented procedure exhibits excellent functional group tolerance, giving the target naphthoquinones in moderate to good isolated yields (40-88%) under mild reaction conditions. Scalable production of the product can make this reaction a method of choice for the synthesis of 2H-pyranonaphthoquinones.

Reaction of 2-Hydroxy-1,4-naphthoquinone with Aldehydes. Synthesis of 2-Hydroxy-3-alk-1-enylnaphthoquinones.

In the course of an unsuccessful attempt to prepare 2-(3,7-dimethylocta-1,6-dienyl)-3-hydroxy-1,4-naphthoquinone (1a) by acid catalyzed condensation of 2-hydroxy-1,4-naphthoquinone (2) with citronellal, a tetracyclic quinone (3) was obtained.This quinone