The stepwise degradation of “trismethylene-trinitrobenzene”: Nucleophilic aromatic addition II
✍ Scribed by Th. J. de Boer; J. C. van Velzen
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 753 KB
- Volume
- 79
- Category
- Article
- ISSN
- 0165-0513
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## Abstract “Trismethylene‐trinitrobenzene” has structure IV and not VI (chart 1) as shown by ozonolysis, yielding an aldehydic acid VIII, a dicarboxylic acid IX and, on decarboxylation, a __mono__carboxylic acid X (chart 2). Ozonolysis in methanol leads to products which are consistent with the me
## Abstract The previously suggested mechanism for the formation and the stepwise degradation of “trismethylene‐trinitrobenzene” (I) is confirmed by application of a ^14^C tracer technique. It is shown that all transformations occur without hydrogen shift. In this paper besides compound II a stere
## Abstract The structure of the reaction product from 1,3,5‐trinitrobenzene and an excess (i.e. at least four moles) of diazomethane, as found many years ago by __Heinke__, is shown to be a seven‐membered ring‐compound condensed with two cyclopropane rings and with one pyrazoline ring (VII). If 1,