3395-98-0

Basic information

• Product Name: 5-Methyl-3-vinyl-2-oxazolidinone
• Synonyms: 3-Ethenyl-5-methyl-2-oxazolidinone;5-Methyl-3-vinyl-2-oxazolidinone
• CAS NO: 3395-98-0
• Molecular Formula: C₆H₉NO₂
• Molecular Weight: 127.14
• Mol File: 3395-98-0.mol

Chemical Properties

• Boiling Point: 78-81 °C(Press: 1.3 Torr)
• Appearance: /
• Density: 1.085 g/cm3
• Vapor Pressure: 2.2-25Pa at 20-50℃
• PKA: -0.39±0.40(Predicted)
• CAS DataBase Reference: 5-Methyl-3-vinyl-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methyl-3-vinyl-2-oxazolidinone(3395-98-0)
• EPA Substance Registry System: 5-Methyl-3-vinyl-2-oxazolidinone(3395-98-0)

Safety Data

• Hazardous Substances Data: 3395-98-0(Hazardous Substances Data)

Usage

Uses

Used in Polymer Synthesis:
5-Methyl-3-vinyl-2-oxazolidinone is used as a monomer for the synthesis of polymers and copolymers. Its unique structure allows for the creation of materials with specific properties, making it a valuable component in the development of new polymers.
Used in Organic Synthesis:
In the field of organic synthesis, 5-Methyl-3-vinyl-2-oxazolidinone serves as a reagent, particularly in the production of pharmaceuticals and agrochemicals. Its ability to participate in various chemical reactions contributes to the synthesis of a wide range of compounds.
Used in Pharmaceutical Industry:
5-Methyl-3-vinyl-2-oxazolidinone is used as a building block in the development of new pharmaceuticals. Its presence in the molecular structure of certain drugs can enhance their therapeutic properties and effectiveness.
Used in Agrochemical Industry:
5-Methyl-3-vinyl-2-oxazolidinone also finds application in the agrochemical industry, where it is used in the synthesis of various agrochemicals. Its role in creating effective and targeted agrochemicals contributes to improved crop protection and yield.
Used in Material Development:
5-Methyl-3-vinyl-2-oxazolidinone has potential applications in the development of new materials, particularly in the field of polymer chemistry. Its unique properties can be harnessed to create innovative materials with specific characteristics for various applications.
Safety Precautions:
It is important to handle 5-Methyl-3-vinyl-2-oxazolidinone with care, as it may cause irritation to the skin, eyes, and respiratory system upon exposure. Proper safety measures should be taken to minimize the risk of adverse effects.

Upstream product

• 497-25-6 dimethylenecyclourethane 
• 74-86-2 acetylene 
• 1072-70-4 5-methyl-1,3-oxazolidin-2-one 
• 123404-00-2 N-(1-propoxyethyl)-5-methyl-2-oxazolidone 
• 123403-99-6 N-(1-methoxyethyl)-5-methyl-2-oxazolidone 

Downstream Products

• 7594-62-9 N-<1-Acryloylamino-aethyl>-5-methyl-2-oxo-oxazolidin 
• 5681-86-7 5-methyl-3-(1-phenylsulfanyl-ethyl)-oxazolidin-2-one 
• 7594-63-0 5-methyl-3-[1-(toluene-4-sulfonylamino)-ethyl]-oxazolidin-2-one 
• 7594-64-1 N-<1-Benzamino-aethyl>-5-methyl-2-oxo-oxazolidin 

Relevant articles and documents

SYNTHESIS OF N-VINYL COMPOUNDS BY REACTING CYLIC NH-COMPOUNDS WITH ACETYLENE IN PRESENCE OF HOMOGENOUS CATALYST

Process to produce N-vinyl compounds by homogeneous catalysis, wherein acetylene is reacted with a cyclic compound comprising a cyclic compound having at least one nitrogen as ring member, bearing a substitutable hydrogen residue (cyclic compound C), in a liquid phase in the presence of a ruthenium complex comprising at least one phosphine as ligand (RuCat).

Phosphine-Catalyzed Vinylation at Low Acetylene Pressure

The vinylation of various nucleophiles with acetylene at a maximum pressure of 1.5 bar is achieved by organocatalysis with easily accessible phosphines like tri-n-butylphosphine. A detailed mechanistic investigation by quantum-chemical and experimental methods supports a nucleophilic activation of acetylene by the phosphine catalyst. At 140 °C and typically 5 mol % catalyst loading, cyclic amides, oxazolidinones, ureas, unsaturated cyclic amines, and alcohols were successfully vinylated. Furthermore, the in situ generation of a vinyl phosphonium species can also be utilized in Wittig-type functionalization of aldehydes.

Ruthenium-catalyzed synthesis of vinylamides at low acetylene pressure

The reaction of cyclic amides with acetylene under low pressure, using ruthenium-phosphine catalysts, afforded a broad variety ofN-vinylated amides including (azabicyclic) lactams, oxazolidinones, benzoisoxazolones, isoindolinones, quinoxalinones, oxazinanones, cyclic urea derivatives (imidazolidinones), nucleobases (thymine), amino acid anhydrides and thiazolidinone.

Process for production of N-vinyl compound

The present invention provides a process for producing an N-vinyl compound, which comprises subjecting an N-(-alkoxyalkyl) compound to gas phase intramolecular alcohol elimination to convert said compound to an N-vinyl compound directly in one step, wherein a solid oxide containing phosphorus and an alkali metal and/or an alkaline earth metal is used as a catalyst. This process need not use any solvent or any auxiliary raw material and consequently can produce an N-vinyl compound simply and safely without generating any waste material derived from the auxiliary raw material.