4538-51-6

Basic information

• Product Name: 2,3-epoxypropiononitrile
• Synonyms: 2,3-epoxypropiononitrile;2-cyanoethylene oxide;CYANOETHYLENEOXIDE;2-Cyanooxirane;Oxirane-2-carbonitrile;2,3-Epoxypropionitrile;2-Oxiranecarbonitrile;Cyanooxirane
• CAS NO: 4538-51-6
• Molecular Formula: C₃H₃NO
• Molecular Weight: 69.06202
• EINECS: 224-887-0
• Product Categories: Heterocycles;Metabolites & Impurities;Mutagenesis Research Chemicals
• Mol File: 4538-51-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 188.1°C at 760 mmHg
• Flash Point: 75.1°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 0.608mmHg at 25°C
• Refractive Index: 1.435
• CAS DataBase Reference: 2,3-epoxypropiononitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-epoxypropiononitrile(4538-51-6)
• EPA Substance Registry System: 2,3-epoxypropiononitrile(4538-51-6)

Safety Data

• Hazardous Substances Data: 4538-51-6(Hazardous Substances Data)

Usage

Description

2,3-epoxypropiononitrile, also known as A191370, is a toxic and potentially carcinogenic metabolite of Acrylonitrile. It is characterized by its ability to form phosphodiester adducts through a reaction with nucleotides, which can have significant implications for cellular processes and overall health.

Uses

Used in Research and Development:
2,3-epoxypropiononitrile is used as a research compound for studying the effects of Acrylonitrile metabolism on cellular processes and potential carcinogenic properties. Its role in forming phosphodiester adducts with nucleotides provides valuable insights into the mechanisms of Acrylonitrile toxicity and carcinogenicity.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3-epoxypropiononitrile may be used as a starting material or intermediate in the synthesis of various drugs or drug candidates. Its unique chemical properties and reactivity can be harnessed to develop new therapeutic agents with specific applications.
Used in Environmental and Occupational Health:
2,3-epoxypropiononitrile is used as a marker for assessing the exposure to Acrylonitrile in environmental and occupational settings. Monitoring the levels of this metabolite can help in evaluating the effectiveness of safety measures and the potential health risks associated with Acrylonitrile exposure.
Used in Toxicology Studies:
In toxicology, 2,3-epoxypropiononitrile serves as a valuable tool for understanding the toxic effects of Acrylonitrile and its metabolites on biological systems. It can be used to study the mechanisms of toxicity, identify potential biomarkers of exposure, and develop strategies for mitigating the harmful effects of Acrylonitrile.

InChI:InChI=1/C3H3NO/c4-1-3-2-5-3/h3H,2H2

Upstream product

• 116974-89-1 2,3-epoxy-propionaldehyd-(O-acetyl oxime ) 
• 107-13-1 acrylonitrile 

Downstream Products

• 93827-07-7 N-acetyl-S-(2-cyano-2-hydroxyethyl)-L-cysteine 
• 93827-06-6 (3R,5S)-methyl 5-cyanotetrahydro-1,4-2H-thiazine-3-carboxylate 
• 93921-43-8 (3R,5R)-methyl 5-cyanotetrahydro-1,4-2H-thiazine-3-carboxylate 
• 76275-87-1 methyl 2-acetylthiazole-4-carboxylate 
• 631-57-2 Acetyl cyanide 
• 107-16-4 glycolonitrile 
• 130998-84-4 sodium glyceraldehyde-2-phosphate 
• 5694-00-8 glycidamide 
• 1079950-13-2 N-acetyl-S-(2-cyano-2-hydroxyethyl)cysteine 
• 116477-44-2 N-acetyl-S-(1-cyano-2-hydroxyethyl)cysteine 

Relevant articles and documents

Poly(THF-co-cyano ethylene oxide): Cyano Ethylene Oxide (CEO) Copolymerization with THF Leading to Multifunctional and Water-Soluble PolyTHF Polyelectrolytes

Cyano-functional polyether copolymers based on THF were prepared via cationic ring-opening copolymerization of THF with cyano ethylene oxide (CEO). The CEO content of poly(tetrahydrofuran) (polyTHF) based copolymers varied from 3.3 to 29.3%, and molecular weights ranged from 5100 to 31900 g·mol-1 with Mw/Mn in the range of 1.31 to 1.74 (SEC in THF, PS standards). The polymerization was conducted with methyl trifluoromethanesulfonate (MeOTf) as an initiator. Kinetic studies concerning incorporation of both monomers were performed via NMR spectroscopy. The cyano groups at the poly(THF-co-CEO) copolymers enable direct access to amino (polyTHF-NH2) and carboxyl groups (polyTHF-COOH) in facile one-step procedures, respectively. The modified copolymers were characterized via NMR, MALDI-ToF mass, and FT-IR spectroscopy. Thermal properties of the materials were studied via differential scanning calorimetry (DSC), demonstrating a gradual decrease of the melting points with increasing amount of CEO in the copolymers (from 30 °C for 3.3% CEO to 21 °C for 8.4% CEO). After postmodification to carboxylic acid groups the melting points decrease from 26 to 18 °C in the series of copolymers. Contact angles of water on thin films of the polymers can be tuned in a wide range from 72.7° to 17.8° by varying the CEO fraction as well as by postmodification. Crystallization studies of CaCO3 with water-soluble polyTHF-COOH revealed the composition-dependent inhibition of calcite growth, with crystallite size in the mineralization process being controlled by the amount of carboxylic acid groups at the poly(THF) copolymers.

Chromium Silicalite-2 (CrS-2): an Efficient Catalyst for the Chemoselective Epoxidation of Alkenes with TBHP

Chromium-containing medium-pore molecular sieve (Si/Cr > 140) having MEL (CrS-2) topology efficiently catalyses the chemoselective epoxidation of various olefins to the corresponding epoxides using 70percent tert-butyl hydroperoxide (TBHP) as an oxidant.

Einfache Darstellung von Acrylnitrilmetaboliten: Oxirancarbonitril und 2,3-Dihydroxy-propionitril

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