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The preparation and nuclear magnetic resonance study of 5‐ and 7‐nitrocoumarans
Author(s) -
Raulins N. Rebecca,
Kruggel William G.,
Titus Donald D.,
Van Landuyt Dennis C.
Publication year - 1968
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570050101
Subject(s) - chemistry , nitration , acetonitrile , tetrafluoroborate , silver nitrate , decoupling (probability) , ring (chemistry) , nitrate , chloride , proton nmr , nuclear magnetic resonance , organic chemistry , inorganic chemistry , ionic liquid , catalysis , engineering , physics , control engineering
Mononitration of coumaran has been achieved by the use of acetyl chloride and silver nitrate in acetonitrile solution. Nmr decoupling experiments have served to establish the structures of the two products as the 5‐ and 7‐nitrocoumarans. Attempted nitration with nitronium tetrafluoroborate resulted in extensive ring opening.