Record Details

Decomposition of di-p-toluenesulfonyl-hydrazones

ScholarsArchive at Oregon State University

Field Value
Title Decomposition of di-p-toluenesulfonyl-hydrazones
Names Bradway, Diane Elizabeth (creator)
Bond, F. Thomas (advisor)
Date Issued 1965-01-13 (iso8601)
Note Graduation date: 1965
Abstract Thermal decomposition of several di-p-toluenesulfonylhydrazones
was studied. It was found that the carbene decomposition
of tetramethyl-1,3-cyclobutanedione, di-p-toluenesulfonylhydrazone
gave two products resulting from
rearrangement. One was identified as 2,5-dimethyl-1,3,4-hexatriene. A tentative structure for the second was
proposed. During the course of the study, a more convenient
procedure for thermal decompositions was developed, involving
the use of sodium hydride to prepare the salt and
vacuum to aid in isolation of the products. The use of an
alcohol to protonate the intermediate diazo compound was
also studied. Two other di-p-toluenesulfonylhydrazones were
decomposed under carbene conditions to give products derived
entirely from hydrogen migration via a stepwise
mechanism.
Genre Thesis/Dissertation
Topic Chemistry, Organic
Identifier http://hdl.handle.net/1957/48102

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