18232-06-9

Basic information

• Product Name: 2-(Methylthio)-1,4-benzoquinone
• Synonyms: 2-(Methylthio)-1,4-benzoquinone;2-Methylthio-1,4-benzoquinone
• CAS NO: 18232-06-9
• Molecular Formula: C₇H₆O₂S
• Molecular Weight: 0
• Mol File: 18232-06-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(Methylthio)-1,4-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Methylthio)-1,4-benzoquinone(18232-06-9)
• EPA Substance Registry System: 2-(Methylthio)-1,4-benzoquinone(18232-06-9)

Safety Data

• Hazardous Substances Data: 18232-06-9(Hazardous Substances Data)

Usage

Structure

A benzene ring with two ketone functional groups and a methylthio group

Classification

Substituted benzoquinone derivative

Uses

Intermediate in the synthesis of various pharmaceuticals and organic compounds

Reactivity

High chemical reactivity and ability to participate in various organic reactions

Biological activities

Antimicrobial and cytotoxic properties, potential applications in medicine and biochemistry

Synthesis

Oxidation of 2-methylthiophenol with an oxidizing agent

Physical properties

Yellowish crystalline solid at room temperature

Upstream product

• 19606-92-9 ethyl 3,3-bismethylthio-2-propenoate 
• 106-51-4 p-benzoquinone 
• 123-31-9 hydroquinone 
• 20118-87-0 2-(4-Hydroxy-3-methylmercapto-benzolazo)-benzoesaeure 
• 2889-61-4 2-mercaptobenzene-1,4-diol 
• 77-78-1 dimethyl sulfate 
• 37407-24-2 4-amino-3-(methylthio)phenol 
• 18231-99-7 1,4-dihydroxy-2-(methylthio)benzene 

Downstream Products

• 118-75-2 chloranil 
• 74-93-1 methylthiol 
• 3421-08-7 2,5-bis(phenylamino)-1,4-benzoquinone 

Relevant articles and documents

Copper(II) bromide/boron trifluoride etherate-cocatalyzed cyclization of ketene dithioacetals and p-quinones: a mild and general approach to polyfunctionalized benzofurans

A new application of copper(II) bromideactivated ketene dithioacetals as nucleophiles in organic chemistry has been developed. Under the cocatalysis of copper(II) bromide (2.0 mol%) and boron trifluoride etherate (10 mol%), the conjugate addition and sequential cyclization of a-electron-withdrawing group-substituted ketene dithioacetals with p-quinones in acetonitrile at room temperature gave a variety of benzofurans. This formal [3 + 2] cycloaddition provides a general method for catalytic synthesis of polyfunctionalized benzofurans with the ad-vantages of readily available starting materials, cheap catalysts, mild reaction conditions, good yields and wide range of synthetic potential for the benzofuran products. Further transformations of the resulting benzofurans to 2-aminobenzofurans and benzofuro[2,3-d]pyrimidine derivatives are also investigated.

Process for dyeing keratinous fibres with a hydroxyindole in combination with a quinone derivative; and novel 1,4-benzoquinones

Process for dyeing keratinous fibres, comprising the step of applying to these fibres at least one composition A containing, in a medium appropriate for dyeing, at least one mono- or di-hydroxyindole the application of the composition A being preceded or followed by the application of a composition B containing, in a medium appropriate for dyeing, at least one quinone derivative chosen from ortho- or para-benzoquinones, monoimines or diimines of ortho- or para-benzoquinones, 1,2- or 1,4-naphthoquinones, sulphonimides of ortho- or para-benzoquinones, α, ω-alkylene-bis-1,4-benzoquinones, or 1,2- or 1,4-naphthoquinone-monoimines or -diimines; the mono- or di-hydroxyindoles and the quinone derivatives being chosen such that the oxidation-reduction potential difference ΔE between the oxidation-reduction potential Ei of the mono- or di-hydroxyindoles, determined at pH 7 in a phosphate medium on a vitreous carbon electrode by voltametry, and the oxidation-reduction potential Eq of the quinone derivative determined at pH 7 in a phosphate medium by polarography on a mercury electrode and relative to a saturated calomel electrode is such that