5663-20-7

Basic information

• Product Name: 4-{[2-(5-phenyl-1,2,4-triazin-3-yl)hydrazino]methylidene}cyclohexa-2,5-dien-1-one
• CAS NO: 5663-20-7
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 291.3073
• Mol File: 5663-20-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 541°C at 760 mmHg
• Flash Point: 281°C
• Density: 1.401g/cm³
• Vapor Pressure: 9.08E-12mmHg at 25°C
• Refractive Index: 1.752
• CAS DataBase Reference: 4-{[2-(5-phenyl-1,2,4-triazin-3-yl)hydrazino]methylidene}cyclohexa-2,5-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-{[2-(5-phenyl-1,2,4-triazin-3-yl)hydrazino]methylidene}cyclohexa-2,5-dien-1-one(5663-20-7)
• EPA Substance Registry System: 4-{[2-(5-phenyl-1,2,4-triazin-3-yl)hydrazino]methylidene}cyclohexa-2,5-dien-1-one(5663-20-7)

Safety Data

• Hazardous Substances Data: 5663-20-7(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 637-50-3 1-phenylpropene 
• 873-66-5 1-propenylbenzene 
• 93-54-9 1-Phenyl-1-propanol 

Downstream Products

• 22436-06-2 2-methyl-3-phenylpropanol 
• 99865-09-5 4-methyl-3-phenyl-dihydro-furan-2-one 
• 16735-22-1 3-hydroxy-2-methylpropiophenone 

Relevant articles and documents

The Catalytic Asymmetric Intermolecular Prins Reaction

Despite their significant potential, catalytic asymmetric reactions of olefins with formaldehyde are rare and metal-free approaches have not been previously disclosed. Here we describe an enantioselective intermolecular Prins reaction of styrenes and paraformaldehyde to form 1,3-dioxanes, using confined imino-imidodiphosphate (iIDP) Br?nsted acid catalysts. Isotope labeling experiments and computations suggest a concerted, highly asynchronous addition of an acid-activated formaldehyde oligomer to the olefin. The enantioenriched 1,3-dioxanes can be transformed into the corresponding optically active 1,3-diols, which are valuable synthetic building blocks.

Iodine as a mild and versatile reagent for the synthesis of 1,3-dioxane derivatives via the Prins reaction

Iodine is found to be an effective reagent for the cross-coupling of olefins with aldehydes under mild conditions to produce 4-substituted 1,3-dioxane derivatives in excellent yields and in short reaction times with high selectivity. The use of iodine makes this procedure simple, convenient, cost-effective and practical. This method works not only with formaldehyde but also with acetaldehyde, propionaldehyde and cyclohexanecarboxaldehyde.

Novel hydrophobic Bronsted acidic ionic-liquids as efficient and reusable catalysts for organic reactions in water

Novel Hydrophobic Bronsted acidic ionic liquids (HBAIL) were prepared and utilized as acid catalysts in organic reactions in water. HBAILs were demonstrated, for the first time, to be effective catalysts for Prins cyclization of styrene derivatives in water with a formaldehyde water solution. Many styrene derivatives could be successfully converted to the corresponding 1,3-dioxanes. Other dehydration reactions also proceeded well using HBAILs in water. After reactions, HBAILs could be easily recovered and reused without significant loss of activity. Copyright