59435-85-7

Basic information

• Product Name: alpha-acetoxy-N-nitrosopyrrolidine
• Synonyms: alpha-acetoxy-N-nitrosopyrrolidine
• CAS NO: 59435-85-7
• Molecular Formula: C₆H₁₀N₂O₃
• Molecular Weight: 158.16
• Mol File: 59435-85-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 279.5°C at 760 mmHg
• Flash Point: 122.8°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: alpha-acetoxy-N-nitrosopyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-acetoxy-N-nitrosopyrrolidine(59435-85-7)
• EPA Substance Registry System: alpha-acetoxy-N-nitrosopyrrolidine(59435-85-7)

Safety Data

• Hazardous Substances Data: 59435-85-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H10N2O3/c1-5(9)11-6-3-2-4-8(6)7-10/h6H,2-4H2,1H3

Upstream product

• 5724-81-2 1-pyrroline 
• 563-63-3 silver(I) acetate 
• 228397-30-6 1-nitroso-3,4-dihydro-2H-pyrrolium 

Downstream Products

• 375345-24-7 N²-(4-hydroxybutyl)deoxyguanosine 
• 163088-94-6 N²-(tetrahydrofuran-2-yl)deoxyguanosine 
• 85405-01-2 (6S)-3-(2-deoxy-β-D-erythro-pentofuranosyl)-8-hydroxy-6-methyl-5,6,7,8-tetrahydropyrimido[1,2-a]purin-10(3H)-one 
• 5371-52-8 2-hydroxytetrahydrofuran 
• 7653-39-6 2-(2-hydroxypropyl)-4-hydroxy-6-methyl-1,3-dioxane 
• 33125-39-2 4-(2-amino-6-oxo-1,6-dihydro-purin-7-yl)-butyric acid 

Relevant articles and documents

Synthesis of α-acetoxy-N-nitroso-4[3H]-pyrrolidine

Tritium labeled α-acetoxy-N-nitroso-4[3H]-pyrrolidine 3, an important model compound used in the study of the metabolism of nitrosopyrrolidine, has been prepared from commercially available 4[3H]-l-proline. The synthesis involves two steps; first the nitrosation of the aminoacid to N-nitroso-4[3H]-l-proline 2, followed by the oxidative decarboxylation with lead tetraacetate in dichloromethane with 1.2 equivalents of pyridine to α-acetoxy-N-nitroso-4[3H]-pyrrolidine in 23% overall yield. The compound was further purified by HPLC.

Cyclic α-acetoxynitrosamines: Mechanisms of decomposition and stability of α-hydroxynitrosamine and nitrosiminium ion reactive intermediates

A study of the kinetics and mechanism of the decay of α-acetoxy-N- nitrosopyrrolidine and α-acetoxy-N-nitrosopiperidine are reported. The compounds differ in reactivity by more than 2 orders of magnitude at physiological pH. On the basis of thermodynamic

Oxidative decarboxylation of nitrosoamino acids: A synthetic approach to cyclic α-acetoxynitrosamines

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