chemistry

Spirodecanone

Spirodecanone is a chemistry topic covered in the lgStudy science library. This page brings together a partial reference excerpt, illustrations, worked examples, real-world applications and a short study plan, so you can understand Spirodecanone rather than just read about it. In short: Spirodecanone refers to a class of spirocyclic ketones, often studied for their potential applications in medicinal chemistry. One notable example is 1-Phenyl-1,3,8-triazaspiro[4.5]decan-4-one, which has been investigated as a metabolite of neuroleptic agents like Fluspirilene.

Key takeaways

Spirodecanone belongs to chemistry; place it in that map before memorising details.
Learn the definition first, then one example that makes the definition concrete.
Connect Spirodecanone to a quantity you can measure, compute or draw — that is where exam questions come from.
Reproduce the core statement of Spirodecanone from memory before moving on to harder problems.

Reference excerpt

Spirodecanone refers to a class of spirocyclic ketones, often studied for their potential applications in medicinal chemistry. One notable example is 1-Phenyl-1,3,8-triazaspiro[4.5]decan-4-one, which has been investigated as a metabolite of neuroleptic agents like Fluspirilene. It has a molecular formula of C13H17N3O and a melting point of 188-191 °C.

Synthesis The original synthesis was first disclosed by Paul Janssen, and was covered by Daniel Lednicer in one of his books. A recent synthesis of spirodecanone is disclosed:

The Strecker-like condensation between N-benzyl-4-piperidone [3612-20-2] (1), aniline and TMSCN [7677-24-9], gives 4-anilino-1-benzylpiperidine-4-carbonitrile [968-86-5] (2). Acid catalyzed partial hydrolysis of the nitrile to the amide afforded 4-anilino-1-benzylpiperidine-4-carboxamide [1096-03-3] (3). Reaction with DMF-DMA forms the spiroimidazolidone ring giving 8-benzyl-1-phenyl-1,3,8-triazaspiro[4.5]dec-2-en-4-one [974-42-5] (4). The imine bond is reduced with sodium borohydride giving 8-benzyl-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one [974-41-4] (5). Catalytic hydrogenation then removes the benzyl group (6). It is noteworthy to mention that intermediate 4 finds dual use in the synthesis of some highly potent fentanyl analogs.

Applications Listed in alphabetical order:

DiPOA Fluspiperone is similar but with additional para-fluoro. Fluspirilene L008716 Phencyclidine analog R-5260 [1109-69-9] (normethadone analog) R 6890 (spirochlorphine) RP-23618 [207991-30-8] Spiramide Spiroxatrine contains a Benzodioxan sidechain. Spirilene [357-66-4] Spiperone Ro64-6198 & Ro65-6570 (NOP receptor agonist). BRN 4620880 [99756-32-8] 8-(5,8-Dichloro-1,2,3,4-tetrahydro-2-naphthyl)-1-phenyl-1,3,8-triaza-spiro(4.5)decan-4-one.

References

Illustrations

Worked examples

Example 1 — a first encounter with Spirodecanone

Start with the simplest possible case. Write down what Spirodecanone claims or describes in one sentence, then invent the smallest concrete situation in which that sentence is true. In chemistry, the smallest case is usually a single object, a single equation or a single measurement. Check that every symbol or term in your sentence has a meaning in that case.

Example 2 — changing one variable

Take the situation from Example 1 and change exactly one quantity: double it, halve it, or set it to zero. Predict what should happen to Spirodecanone before you calculate. Comparing your prediction with the result is the fastest way to find out whether you understand the idea or only the words.

Example 3 — an exam-style question

Typical questions about Spirodecanone ask you to (a) state it precisely, (b) apply it to given data, and (c) explain a limitation. Practise writing all three answers in under five minutes; the third part is what separates a full-mark answer from an average one.

Applications of Spirodecanone

In research: Spirodecanone appears in chemistry research whenever the underlying quantities have to be modelled precisely. Papers usually cite it as a starting assumption and then explore where it breaks down.
In technology and industry: Engineering practice reuses Spirodecanone in design rules, simulations and safety margins. Knowing the idea lets you read a specification sheet and understand why the numbers look the way they do.
In the classroom: Spirodecanone is common in secondary-school and first-year university syllabi. It links to neighbouring topics Anilines, Belgian inventions, Imidazolidinones, so understanding it makes those chapters shorter.
In everyday life: Look for Spirodecanone outside the textbook — in sport, cooking, traffic, electronics or the sky above you. An example you found yourself is remembered far longer than one you were given.

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How to study Spirodecanone in 20 minutes

Read the reference excerpt below once, without taking notes.
Close the page and write down what Spirodecanone means in your own words.
Compare your version with the excerpt and mark what you missed.
Work through the three examples above with pen and paper.
Explain Spirodecanone out loud to somebody else — or to Teacher Smith in the lgStudy chat.

Frequently asked questions

What is Spirodecanone in simple terms?

Why does Spirodecanone matter?

Because it connects several chemistry ideas at once: it gives you a definition you can apply, a quantity you can calculate, and a way to check whether a result is plausible.

How should I study Spirodecanone?

Read the excerpt, restate it from memory, then work through the examples and applications listed on this page. The five-step study plan above takes about twenty minutes.

What does this page cover?

It gives you a compact reference excerpt plus original lgStudy explanations, examples, applications and study material on Spirodecanone.