Last night dream concerns about this molecule:

In the dream, the right one is a colourless oil called rippendal. Found often in dilute aqueous solution, it is highly toxic with as little as 0.5 mg/L can be fatal in 2 hours (characterised by drowsiness, dizziness followed by quick loss of consciousness and finally death). The mechanism of poisoning is that upon metabolism, it produces cynaide. The solution became more potent when reacting with 15M NaOH

The structure (shown exactly as below in the dream) suggests a NH2 species weakly coordinated to a strange diether molecule:

In the dream, the substance is so famous that it is used in some kind of deadly dare activity between chemistry professors, which as one of the scenes showed, two professors were eating in a restaurant, and one of them drink a very diluted water solution of this substance, followed immediately by chewing on seaweed. The way it works is very similar to the swallowing liquid nitrogen dare, in that if the time of exposure to the dangerous substance is short enough

(with the seaweed neutralised the toxic component though it is unspecified int the dream what it is) then the person survive. Except, this one is much more deadlier as if the person who attempt the dare was a few seconds too late, the substance and the huge amount of cynide will already be circulating in the body and the person will be dead in 2 hours if not immediately treated (again it is not specified how)

Other things revealed in the dream including the substance reacts similarly to both alcohols and aldehydes

Now reality check:

Scifinder nor sigma Aldrich had any entry of this molecule (even treating the weak bonds as covalent bonds hence ending up with a 5 membered ring structure). However, there seemed to be some old literature on its unprotonated counterpart, known as 1,3,2-Dioxazolidine (9CI) (CAS Registry Number 73506-26-0)

This article suggests this and related species where the carbon skeleton is different are prone to spontaneously losing H to form radicals. Spectra of it is obtained in this work

link.springer.com/article/10.1007/BF00956953

Perhaps the most potentially interesting is the article from the same old journal called "Geminal systems. 33. Reactions of 1,1-dialkoxyureas with electrophilic and nucleophilic reagents and the synthesis of cyclic 1,1-dialkoxyureas and N,N-dialkoxyamines"

which explores nucleophilic reactions of these compounds

link.springer.com/article/10.1007/BF01557518

It is also interesting to note that this dialkoxylamine moiety RONHOR' is found in a host of fused ring structures, thus it is quite common in natural products

So, guess this is the first time that the dream actually produce a molecule that sort of exists in real life, but with completely different properties

It still puzzles me why molecules seen in dreams are either very complicated, or deceptively simple in structure but there isn't anything in between

(o btw, the dream even gives the etymology of the name Rippendal. In the dream's history, because of the common appearance resembling drinking alcohol, the word translates to "alcohol that rips you apart from the inside")

Probably a very silly question for I know next to nothing, but does IUPAC have any recommendations on deciding which nomenclature (i.e., von Baeyer, phane, fused/bridged fused, or fullerene nomenclature) to use for polycyclic systems?