I. Bis-diazo Alkanes II. Polymeric Acyl-Ureides and N-Carbethoxy Ureas III. The Action of Hydrazine on Polychloro Compounds
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Abstract
The problem of this dissertation consisted in the preparation
of N,N'-dinitroso compounds, as intermediates for the
prepa ration of the corresponding bis-diazo alkanes. These were
then allowed to react with carboxylic acids, phenols, aldehydes,
and ketones. The bis-diazo alkanes were also used as crosslinking
agents for certain linear polymers, such as ethyl
cellulose, polyacrylic and polymethacrylic acids.
The bis-diazo alkanes have been prepared from the corresponding
N-nitroso compounds by the decomposition of the
latter by alkali. The follovling N, N' -dinitroso compounds have
been prepared:
1. N,N'-Dinitroso-1,2-diureidoethane (m.p. 182.9-183.9°C.)
2. N,N'-Dinitroso-1,6-Diureidohexane (m.p. 138-139°C.)
3. N,N'-Dinitroso-N,N'-dicarbomethoxy-1,2-diaminobutane
(m.p. 101.6°C.)
4. N,N'-Dinitroso-N,N'-dicarbomethoxy-1,4-diaminobutane
(m.p. 87.4°C.)
5· N,N'-Dinitroso-N, N'-dicarbomethoxy-1,6-diaminohexane
(m.p. 61.2- 62.6°C.)
6. N,N'-Dinitroso-N,N'-dicarbethoxy-1,2-di aminoethane(Liquid)
7. N,N'-Dinitroso-N,N'-dicarbethoxy-1,4-diaminobutane(Liquid)
8. N , N' - Di r:.i troso-N , N' -dicarbethoxy-1,6-diaminohexane (Liquid)
9. 4,4,13,13-Tetramethyl-N,N'-dinitroso-5,12-diaza-2,15-hexa-
decanedione(83.5-84 c.)
10. 4,4,11,11 -Tetramethyl -N , N '-di ni troso-5,10-diaza-2,15-~etradecanedione
(146·. 7-147. 7°C.)
11. 4,4, 9, 9-Tetramethyl-N ,N' -dinitroso-5,8 -diaza-2,ll-dodecanedione
(l53·2-154.00C.)
The first five and the last t wo compounds are slightly
soluble in absolute ethyl alcohol and ethyl ether. The solubility of the last three compounds in alcohol decreases as we
go from (9) to (10 ). Compounds (6)(7) and (8) are viscous
liquids, and are very soluble in cold alcohol, ether and in
chloroform. In the presence of aqueous acids or moisture, the
above compounds decompose slowly back into the unnitroaated
compounds. They decompose slowly on heating and completely at
about their melting points.[truncated]
Description
Thesis (Ph.D)--Boston University
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