614-13-1

Basic information

• Product Name: 2-methoxy-5-methyl-1,4-benzoquinone
• Synonyms: 2-methoxy-5-methyl-1,4-benzoquinone;2-Methoxy-5-methyl-2,5-cyclohexadiene-1,4-dione;2-Methoxy-5-methyl-p-benzoquinone;4-Methoxy-p-toluquinone;4-Methoxytoluquinone;Coprinin
• CAS NO: 614-13-1
• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15
• Mol File: 614-13-1.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 255.2°C at 760 mmHg
• Flash Point: 109.4°C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 0.0165mmHg at 25°C
• Refractive Index: 1.505
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-methoxy-5-methyl-1,4-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-5-methyl-1,4-benzoquinone(614-13-1)
• EPA Substance Registry System: 2-methoxy-5-methyl-1,4-benzoquinone(614-13-1)

Safety Data

• Hazardous Substances Data: 614-13-1(Hazardous Substances Data)

Usage

General Description

2-methoxy-5-methyl-1,4-benzoquinone is a chemical compound with the molecular formula C9H10O3. It is a derivative of benzoquinone and is also known as 2-Methoxy-5-methyl-1,4-benzoquinone or 2-Methoxy-5-methylbenzoquinone. This chemical compound is commonly used in organic synthesis and as a reagent in various chemical reactions. It is also known to have antioxidant properties and is used in various skincare and cosmetic products. Additionally, it has been studied for its potential therapeutic applications, particularly in the treatment of certain types of cancers.

InChI:InChI=1/C8H8O3/c1-5-3-7(10)8(11-2)4-6(5)9/h3-4H,1-2H3

Upstream product

• 67-56-1 methanol 
• 615-91-8 2-hydroxy-5-methyl-1,4-benzoquinone 
• 7417-68-7 2,5-dihydroxy-4-methoxytoluene 
• 14894-74-7 1,2,4-trimethoxy-5-methylbenzene 
• 120-71-8 Cresidine 
• 1195-09-1 5-methyl-2-methoxyphenol 
• 765-47-9 1,2-dimethylcyclopentene 
• 72312-08-4 2-methyl-4,4,5-trimethoxycyclohexa-2,5-dienone 
• 104-93-8 p-methylanizole 
• 2020-82-8 2-methoxy-5-morpholin-4-ylmethyl-benzene-1,4-diol 
• 106-44-5 p-cresol 
• 186581-53-3 diazomethane 
• 553-97-9 2-Methyl-1,4-benzoquinone 
• 4460-86-0 asaraldehyde 

Downstream Products

• 100118-34-1 2-methoxy-5-methyl-1,4-benzenediol diacetate 
• 96040-62-9 2-methoxy-4a-methyl-5,8-diphenyl-4a,5,8,8a-tetrahydro-1,4-naphthoquinone 
• 7417-68-7 2,5-dihydroxy-4-methoxytoluene 
• 854639-11-5 2,3,6-triacetoxy-4-methoxy-toluene 
• 1186001-58-0 C₁₄H₁₃NO₂ 
• 129332-84-9 2-Bromo-3-methoxy-6-methyl-5-tridecyl-[1,4]benzoquinone 
• 129332-83-8 2-Bromo-3-methoxy-6-methyl-5-undecyl-[1,4]benzoquinone 
• 129332-82-7 3-bromo-2-methoxy-5-methyl-6-nonyl-1,4-benzoquinone 
• 129332-81-6 2-Bromo-5-heptyl-3-methoxy-6-methyl-[1,4]benzoquinone 
• 129332-80-5 2-Bromo-3-methoxy-6-methyl-5-pentyl-[1,4]benzoquinone 
• 110375-39-8 2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit (E,E)-N,N'-Dicyan-2-methoxy-5-methyl-1,4-benzochinondiimin (1:1) 

Relevant articles and documents

Cationic [5+2] cycloaddition reactions promoted by trimethylsilyl triflate in highly polar media

Trimethylsilyl triflate is an effective reagent in 3.0 M lithium perchlorate-ethyl acetate for promoting cationic [5+2] cycloaddition reactions.

Organophotocatalytic Aerobic Oxygenation of Phenols in a Visible-Light Continuous-Flow Photoreactor

A mild photocatalytic phenol oxygenation enabled by a continuous-flow photoreactor using visible light and pressurized air is described herein. Products for wide-ranging applications, including the synthesis of vitamins, were obtained in high yields by precisely controlling principal process parameters. The reactor design permits low organophotocatalyst loadings to generate singlet oxygen. It is anticipated that the efficient aerobic phenol oxygenation to benzoquinones and p-quinols contributes to sustainable synthesis.

Regiodivergent oxidation of alkoxyarenes by hypervalent iodine/oxone system

We have found that the combination of Oxone with an organoiodine compound, i.e., 2-iodobenzoic acid (2-IB), selectively yields p-quinones from monomethoxyarenes under mild conditions. In this reaction system, an organoiodine compound is immediately oxidized by Oxone to generate cyclic hypervalent iodine (III) species in situ, which serves as the specific mediator for the selective p-quinone synthesis, preventing o-quinone formation.

An expedient synthesis of murrayaquinone A via a novel oxidative free radical reaction

Murrayaquinones A–D is a group of four bioactive carbazole-1,4-dione natural products isolated from the root bark of the plant Murraya eucrestifolia hayata. Murrayaquinone is synthesized in five steps starting from the commercially available 2,4,5-trimeth