Chemistry of alpha-aminonitriles. Aziridine-2-carbonitrile: photochemical formation from 2-aminopropenenitrile

2-Aminopropenenitrile in solvents such as MeCN, MeOH, or H2O is photoisomerized by UV light to racemic aziridine-2-carbonitrile (rac-2); the larger part of the starting material, however, fragments to HCN and MeCN. The observed photocyclization constitutes a structural connection within an ensemble...

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Bibliographic Details
Published inHelvetica chimica acta Vol. 73; p. 1373
Main Authors Drenkard, S, Ferris, J, Eschenmoser, A
Format Journal Article
LanguageGerman
Published Switzerland 1990
Subjects
Acetonitriles - analysis
Acetonitriles - chemistry
Biomass
Cyclization
Hydrogen Cyanide - analysis
Hydrogen Cyanide - chemistry
Nitriles - analysis
Nitriles - chemistry
Photochemistry
Solvents
Ultraviolet Rays
Water
NASA Discipline Exobiology
NASA Program Exobiology
NASA Discipline Number 52-20
Non-NASA Center
Online AccessGet more information

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Summary:2-Aminopropenenitrile in solvents such as MeCN, MeOH, or H2O is photoisomerized by UV light to racemic aziridine-2-carbonitrile (rac-2); the larger part of the starting material, however, fragments to HCN and MeCN. The observed photocyclization constitutes a structural connection within an ensemble of C3H4N2 compounds considered to be potentially relevant to prebiotic chemistry.
ISSN:0018-019X
DOI:10.1002/hlca.19900730524