16184-96-6

Basic information

• Product Name: 2,4-Cyclohexadien-1-one, 2,4,6-trimethyl-6-[(methylthio)methyl]-
• CAS NO: 16184-96-6
• Molecular Formula: C11H16OS
• Molecular Weight: 196.313
• Mol File: 16184-96-6.mol

Chemical Properties

• CAS DataBase Reference: 2,4-Cyclohexadien-1-one, 2,4,6-trimethyl-6-[(methylthio)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Cyclohexadien-1-one, 2,4,6-trimethyl-6-[(methylthio)methyl]-(16184-96-6)
• EPA Substance Registry System: 2,4-Cyclohexadien-1-one, 2,4,6-trimethyl-6-[(methylthio)methyl]-(16184-96-6)

Safety Data

• Hazardous Substances Data: 16184-96-6(Hazardous Substances Data)

Upstream product

• 527-60-6 Mesitol 
• 39095-38-0 N-dimethylsulfoniumsuccinimide chloride 
• 67-68-5 dimethyl sulfoxide 
• 2373-51-5 chloro-methylsulfanyl-methane 
• 75-18-3 dimethylsulfide 

Downstream Products

• 229008-08-6 6-methanesulfonylmethyl-2,4,6-trimethyl-cyclohexa-2,4-dienone 

Relevant articles and documents

Photochemically induced symmetrical coupling reactions between cyclohexa-2,4-dienones and α,ω-diamines. A new approach to the selective labelling of peptides and proteins

2,4,6 -Trimethylcyclohexa-2,4-dien-1-one derivatives undergo ring cleavage to furnish symmetrical amides on irradiation with visible light in the presence of various α,ω-diamines. Five different symmetrical amides containing a substituted diene moiety wer

Photochemical cleavage of cyclohexa-2,4-dienones under irradiation with visible light

2,4,6-Trimethylcyclohexa-2,4-dien-1-one derivatives undergo ring cleavage to furnish amides on irradiation with visible light in the presence of various amines. Seven different amides containing a substituted diene moiety were synthesized in 87-95% yield.

Photocleavage Coupling Reactions Between Cyclohexa-2,4-dienone Sulfone Derivatives and Amines by Visible Light Irradiation

A stable sulfone derivative of 2,4,6-trimethylcyclohexa-2,4-diene-1-one (7) undergoes facile ring cleavage under visible light to produce a ketene intermediate, which could be efficiently captured by amines to give amides even in the presence of competing

Convenient synthesis of 2,4-cyclohexadien-1-ones by regioselective methylthiomethylation of phenols

A convenient synthesis of a variety of 2,4-cyclohexadien-1-ones 3-7 is deseribed. Reaction of various phenols 2 having appropriate substituents with an excess of S,S-dimethylsuccinimidosulfonium chloride (Corey-Kim reagent, 1) in the presence of triethyla

Reaction of Phenols with t-Butyl Bromide-Dimethyl Sulphoxide. Methylthiomethylation versus Bromination

t-Butyl bromide-activated dimethyl sulphoxide reacts with phenols to give either methylthiomethylation or bromination products.Several equilibria are shown to be simultaneously present in the system; however, by appropriate choice of several parameters (basicity, temperature, and reactant ratio) it is possible to drive the reaction selectively in one direction.A general discussion on the mechanism of these reactions is given.