3555-94-0

Usage

Uses

Used in the Production of Polyurethane Foams:
VINYL ISOCYANATE 97 is used as a critical component in the creation of polyurethane foams, which are known for their versatility and wide range of applications across various industries. Its reactivity with water and alcohols contributes to the formation of these foams, which are valued for their durability and insulation properties.
Used in the Production of Elastomers:
In the elastomer industry, VINYL ISOCYANATE 97 is utilized as a key ingredient in the synthesis of materials that exhibit high elasticity and resilience. These elastomers are essential in manufacturing products that require flexibility and resistance to deformation, such as automotive parts, footwear, and various industrial components.
Used in Chemical Synthesis:
VINYL ISOCYANATE 97 is also used in various chemical synthesis processes, where its reactivity with other compounds can lead to the development of new materials with unique properties. Its potential applications in this field are vast, as it can be combined with a range of substances to create innovative products.
Used in Research and Development:
Due to its unique chemical properties, VINYL ISOCYANATE 97 is employed in research and development settings to explore new applications and improve existing ones. Scientists and chemists use VINYL ISOCYANATE 97 to study its interactions with other materials and to develop new methods for its safe and effective use in various industries.

InChI:InChI=1/C3H3NO/c1-2-4-3-5/h2H,1H2

Upstream product

• 814-68-6 acryloyl chloride 
• 28705-47-7 N-tert-Butyl-N-vinylcarbamidsaeurechlorid 
• 70008-75-2 α-Chlorethylcarbamidsaeurechlorid 
• 72866-46-7 1-Bromethylcarbamidsaeure-bromid 
• 1795-48-8 Isopropyl isocyanate 
• 7150-72-3 t-butyl N-vinylcarbamate 
• 82639-25-6 N-(ethenylcarbamoyl)-4-(diethylamino)-3-methyl-2-pyridinone 
• 127-19-5 N,N-dimethyl acetamide 
• 50830-56-3 acryloyl azide 

Downstream Products

• 101089-70-7 (1-phenylsulfanyl-ethyl)-thiocarbamic acid S-phenyl ester 
• 46117-16-2 N-phenyl-N'-vinyl-urea 
• 7150-72-3 t-butyl N-vinylcarbamate 
• 871-22-7 dibutyl acetal 
• 95708-87-5 4-(1-butoxy-ethyl)-allophanic acid butyl ester 
• 34986-54-4 vinyl-carbamic acid phenyl ester 
• 100609-05-0 Vinylcarbamidsaeure-<4-tert.-butyl-phenylester> 
• 109446-08-4 Phosphorsaeure-phenyl-vinylcarbamoyl-ester 
• 131868-93-4 Phosphorsaeure-p-tolyl-vinylcarbamoylester 
• 131254-59-6 Phosphorsaeure-<4-chlorphenyl>-vinylcarbamoylester 
• 13313-25-2 N-benzoylethyleneimine 
• 90769-99-6 N-Cyclohexyl-N'-vinyl-harnstoff 
• 7418-52-2 Brenzcatechin-bis-(N-vinyl-carbamat) 
• 7418-53-3 p-Phenylen-bis- 

Relevant academic research and scientific papers

A calorimetric investigation to safely scale-up a curtius rearrangement of acryloyl azide

N-Vinyl-O-benzyl urethane was prepared for use as a starting material in a multistep synthesis of a drug candidate. After unsuccessful attempts to employ non-Curtius options to prepare this intermediate, we decided to assess the thermodynamic and kinetic parameters of the acyl azide Curtius rearrangement and trapping of the intermediate isocyanate. (Prepared in analogy to the literature method of Hegedus et al.: Wieber, G. M.; Hegedus, L. S.; Akermark, B.; Michalson, E. T. J. Org. Chem. 1989, 54, 4649-4653.) Reaction calorimetry was utilized to show that the rate of the Curtius rearrangement was completely dose-rate controlled, and that under carefully defined conditions this reaction could be safely performed on limited scale. In addition to addressing the thermal hazard issues, profiling the reaction with reaction calorimetry and interfaced technologies resulted in significant process improvements.

Synthesis of vinylisocyanate

N-1-chloroethylcarbamoyl chloride 3 is generated by selective photohalogenation of ethylisocyanate 2 (or carbamoyl chloride). On dehydrohalogenation with suitable aliphatic isocyanates or with N,N-dimethylacetamide vinylisocyanate 6 is obtained in good yields.

One-pot synthesis of ureas from Boc-protected amines

A practical one-pot synthesis of ureas is described. Boc-protected amines can be transformed into nonsymmetrical and symmetrical disubstituted and trisubstituted ureas utilizing 2-chloropyridine and trifluoromethanesulfonyl anhydride for the in situ generation of an isocyanate, which reacts with an amine. A variety of amines can be employed successfully, leading to high yields of isolated ureas.

METHOD FOR PRODUCING ACRYLOYL AZIDE

PROBLEM TO BE SOLVED: To provide a method for easily and efficiently producing an acryloyl azide from acrylic acid which may have a substituent at an α-carbon atom or its acid anhydride, and a method for easily and efficiently producing an N-vinylisocyanate and an N-vinylcarbamate from the acryloyl azide. SOLUTION: The method for producing the acryloyl azide is to react the acrylic acid which may have a substituent on the α-carbon atom or its acid anhydride with an azide compound. The method for producing the N-vinyl carbamate is to perform a rearrangement reaction of the acryloyl azide to obtain the N-vinylisocyanate which is reacted with an alcohol.

Nonacyclic nodulisporic acid derivatives

The present invention relates to novel nodulosporic acid derivatives, which are acaricidal, antiparasitic, insecticidal and anthelmintic agents.

Preparation of alk-1-enyl isocyanates

Alk-1-enyl isocyanates are prepared by reacting a 1-haloalkylcarbamyl halide and/or a 1-haloalkyl isocyanate with a carboxamide, and are useful starting materials for the preparation of pesticides, dyes, drugs, textile water-repellents, detergents, plastics, bleaches and adhesives.

Preparation of 1-haloalkyl isocyanates and 1-alkenyl isocyanates

1-Haloalkyl isocyanates and 1-alkenyl isocyanates are prepared by reacting 1-haloalkylcarbamic acid halides or 1-haloalkyl isocyanates with α-pinene. The 1-alkenyl isocyanates and 1-haloalkyl isocyanates obtained according to the invention are valuable starting materials for the preparation of pest control agents, dyes, drugs, water-repellent textile finishes, detergents, plastics, bleaches and adhesives.