5632-47-3

Basic information

• Product Name: 1-nitrosopiperazine
• Synonyms: 1-nitrosopiperazine;N-MONONITROSOPIPERAZINE;MONONITROSOPIPERAZINE;N-NITROSOPIPERAZINE;NSC 50269;NSC 525340
• CAS NO: 5632-47-3
• Molecular Formula: C₄H₉N₃O
• Molecular Weight: 115.16
• Product Categories: Heterocyclic Compounds;Heterocycles;Mutagenesis Research Chemicals;Nitric Oxide Reagents
• Mol File: 5632-47-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 215.41°C (rough estimate)
• Flash Point: 113.8°C
• Appearance: /
• Density: 1.1906 (rough estimate)
• Vapor Pressure: 0.00966mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• PKA: 8.07±0.10(Predicted)
• Stability: Light Sensitive
• CAS DataBase Reference: 1-nitrosopiperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-nitrosopiperazine(5632-47-3)
• EPA Substance Registry System: 1-nitrosopiperazine(5632-47-3)

Safety Data

• Hazardous Substances Data: 5632-47-3(Hazardous Substances Data)

Usage

Uses

A carcinogenic nitrosocompound

InChI:InChI=1/C4H9N3O/c8-6-7-3-1-5-2-4-7/h5H,1-4H2

Upstream product

• 110-85-0 piperazine 
• 543-67-9 n-propyl nitrite 
• 544-16-1 n-Butyl nitrite 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 3475-63-6 N',N'-Dimethyl-N-methyl-N-nitrosourea 
• 34745-45-4 Piperidinium formate 
• 102118-38-7 piperazin-1-ium perchlorate 
• 41051-51-8 2-ethoxyethyl nitrite 
• 10311-10-1 1-bromo-2-nitrosooxy-ethane 

Downstream Products

• 141528-78-1 1-nitroso-4-[(4',4''-difluorodiphenyl)methyl]piperazine 
• 110-85-0 piperazine 
• 40675-45-4 1-benzyl-4-nitroso-4-piperizine 
• 57013-86-2 1-Amino-4-(2-propenyl)-piperazin 
• 61379-64-4 4-cyclopentylpiperazin-1-amine 
• 30651-60-6 piperazin-1-yl-amine 
• 61429-04-7 1-nitroso-4-propargylpiperazine 

Relevant articles and documents

Reactions of Nitrosoureas and Related Compounds in Dilute Aqueous Acid: Transnitrosation to Piperidine and Sulfamic Acid

The transnitrosation reactions of four classes of nitrosamides in dilute aqueous acid were studied.Trialkyl nitrosoureas and nitrosoguanidines were found to react very rapidly in transnitrosations to piperidine, giving high yields (70-90percent) of nitrosopiperidine at pH 1.7 (perchloric acid) or pH 3.3 (formate buffer).Methylnitrosourea reacted more slowly than either the trialkylnitrosoureas or the nitrosoguanidines and gave moderate yields (48percent) of nitrosopiperidine at pH 1.7 and low yields (6percent) at pH 3.3.Nitrosourethanes gave high yields at pH 1.7 and moderate yields at pH 3.3.Denitrosation rates (transnitrosation to a nitrite trap) are given for a series of monoalkyl- and trialkylnitrosoureas.An increase in the size of the alkyl group at N1 decreased the rate of denitrosation.The kinetics of nucleophile-catalyzed transnitrosation from trialkylnitrosoureas to piperidine at pH 1.7 for a series of four trialkylnitrosoureas have been studied.Both the denitrosation of the donor and the nitrosation of the recipient were studied with respect to thiocyanate ion concentration.The denitrosation step was affected only at high , while the nitrosation step showed a first-order dependence on thiocyanate at most concentrations, with a "leveling off" effect observed at high .The denitrosation step does not exhibit a true dependence on thiocyanate concentration but merely reflects the rapid rate of the nitrosation of the recipient piperidine at high as a consequence of mass action.The behavior of nitrosoureas in transnitrosation reactions is compared with that of alicyclic nitrosamines.The latter differ from nitrosoureas in that they react more slowly, require a nucleophilic cataly sis at the denitrosation step, and do not always nitrosate strongly basic amines.

Alumina-methanesulfonic acid (AMA)/NaNO2 as an efficient procedure for the chemoselectivite N-nitrosation of secondary amines

A combination of alumina/methanesulfonic acid (AMA) and sodium nitrite was used as an effective nitrosating agent for the nitrosation of secondary amines under mild and heterogeneous conditions in good to excellent yields. Copyright Taylor & Francis Group, LLC.

Silica sulfuric acid/NaNO2 as a novel heterogeneous system for the chemoselective N-nitrosation of secondary amines under mild conditions

Neat chlorosulfonic acid reacts with silica gel to give silica sulfuric acid in which sulfuric acid is immobilized on the surface of silica gel via a covalent bond. A combination of silica sulfuric acid and sodium nitrite in the presence of wet SiO2 was used as an effective nitrosating agent for the nitrosation of secondary amines to their corresponding nitroso derivatives under mild and heterogeneous conditions in excellent yields.