54634-49-0

Basic information

• Product Name: 1-nitrosopyrrolidin-2-one
• Synonyms: 1-nitrosopyrrolidin-2-one
• CAS NO: 54634-49-0
• Molecular Formula: C₄H₆N₂O₂
• Molecular Weight: 114.1
• Mol File: 54634-49-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 213.59°C (rough estimate)
• Flash Point: 54.1°C
• Appearance: /
• Density: 1.3565 (rough estimate)
• Vapor Pressure: 1.83mmHg at 25°C
• Refractive Index: 1.4487 (estimate)
• PKA: -1.87±0.20(Predicted)
• CAS DataBase Reference: 1-nitrosopyrrolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-nitrosopyrrolidin-2-one(54634-49-0)
• EPA Substance Registry System: 1-nitrosopyrrolidin-2-one(54634-49-0)

Safety Data

• Hazardous Substances Data: 54634-49-0(Hazardous Substances Data)

Usage

Safety Profile

Poison by ingestion. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Many N-nitroso compounds are carcinogens. When heated to decomposition it emits toxic fumes of NOx.See also N-NITROSO COMPOUNDS

InChI:InChI=1/C4H6N2O2/c7-4-2-1-3-6(4)5-8/h1-3H2

Upstream product

• 616-45-5 2-pyrrolidinon 

Downstream Products

• 6837-14-5 1-Amino-2-oxopyrrolidine 
• 625-38-7 but-3-enoic acid 
• 627-00-9 γ-chlorobutyric acid 
• 2295-35-4 pyrrolidin-2-thione 
• 1003-10-7 Thiobutyrolactone 

Relevant articles and documents

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Versatile new reagent for nitrosation under mild conditions

Here we report a new chemical reagent for transnitrosation under mild experimental conditions. This new reagent is stable to air and moisture across a broad range of temperatures and is effective for transnitrosation in multiple solvents. Compared with traditional nitrosation methods, our reagent shows high functional group tolerance for substrates that are susceptible to oxidation or reversible transnitrosation. Several challenging nitroso compounds are accessed here for the first time, including 15N isotopologues. X-ray data confirm that two rotational isomers of the reagent are configurationally stable at room temperature, although only one isomer is effective for transnitrosation. Computational analysis describes the energetics of rotamer interconversion, including interesting geometry-dependent hybridization effects.

Tin(IV) chloride-sodium nitrite as a new nitrosating agent for N-nitrosation of amines, amides and ureas under mild and heterogeneous conditions

We have developed a new method of N-nitrosation of various secondary and tertiary amines, amides and ureas using a mixture of tin(IV) chloride and sodium nitrate. This method leads to a selective, high-yielding and mild heterogeneous N-nitrosation by in situ generation of nitrosyl chloride (NOCl). The reaction can be carried out in several different solvents such as chloroform, dichloromethane, ethers, ethyl acetate and alcohols, at room temperature. Georg Thieme Verlag Stuttgart.