Synthesis and properties of alkyl hydrazonates

The solvolysis of hydrazonyl bromides in alcohols (methanol, ethanol, or propanol) gave the equivalent alkyl hydrazonates. The best results were obtained by use of alcohols buffered with sodium acetate. The alkyl hydrazonates were found to be more stable than the analogous alkyl imidates and strong...

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Main Authors: Aylward, J.B., Scott, F.L.
Format: Article
Published: Royal Society of Chemistry 1970
Subjects:
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author Aylward, J.B.
Scott, F.L.
author_facet Aylward, J.B.
Scott, F.L.
author_sort Aylward, J.B.
collection UM
description The solvolysis of hydrazonyl bromides in alcohols (methanol, ethanol, or propanol) gave the equivalent alkyl hydrazonates. The best results were obtained by use of alcohols buffered with sodium acetate. The alkyl hydrazonates were found to be more stable than the analogous alkyl imidates and strong acid was required to cleave them. An attempt to effect a Chapman rearrangement of these materials was unsuccessful.
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spelling um.eprints-245472021-03-22T04:15:44Z http://eprints.um.edu.my/24547/ Synthesis and properties of alkyl hydrazonates Aylward, J.B. Scott, F.L. Q Science (General) QD Chemistry The solvolysis of hydrazonyl bromides in alcohols (methanol, ethanol, or propanol) gave the equivalent alkyl hydrazonates. The best results were obtained by use of alcohols buffered with sodium acetate. The alkyl hydrazonates were found to be more stable than the analogous alkyl imidates and strong acid was required to cleave them. An attempt to effect a Chapman rearrangement of these materials was unsuccessful. Royal Society of Chemistry 1970 Article PeerReviewed Aylward, J.B. and Scott, F.L. (1970) Synthesis and properties of alkyl hydrazonates. Journal of the Chemical Society C: Organic, 7. pp. 968-970. ISSN 0022-4952, DOI https://doi.org/10.1039/J39700000968 <https://doi.org/10.1039/J39700000968>. https://doi.org/10.1039/J39700000968 doi:10.1039/J39700000968
spellingShingle Q Science (General)
QD Chemistry
Aylward, J.B.
Scott, F.L.
Synthesis and properties of alkyl hydrazonates
title Synthesis and properties of alkyl hydrazonates
title_full Synthesis and properties of alkyl hydrazonates
title_fullStr Synthesis and properties of alkyl hydrazonates
title_full_unstemmed Synthesis and properties of alkyl hydrazonates
title_short Synthesis and properties of alkyl hydrazonates
title_sort synthesis and properties of alkyl hydrazonates
topic Q Science (General)
QD Chemistry
work_keys_str_mv AT aylwardjb synthesisandpropertiesofalkylhydrazonates
AT scottfl synthesisandpropertiesofalkylhydrazonates