ArticleslgStudy

chemistry

Stannabenzene

Stannabenzene 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 Stannabenzene rather than just read about it. In short: Stannabenzene (C5H6Sn) is the parent representative of a group of organotin compounds that are related to benzene with a carbon atom replaced by a tin atom. Stannabenzene itself has been studied by computational chemistry, but has not been isolated.

Stannabenzene — main illustration
Stannabenzene — illustration

Key takeaways

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

Reference excerpt

Stannabenzene (C5H6Sn) is the parent representative of a group of organotin compounds that are related to benzene with a carbon atom replaced by a tin atom. Stannabenzene itself has been studied by computational chemistry, but has not been isolated.

Stable derivatives of stannabenzene Stable derivatives of stannabenzene have been isolated. The 2-stannanaphthalene depicted below is stable in an inert atmosphere at temperatures below 140 °C. The tin to carbon bond in this compound is shielded from potential reactants by two very bulky groups, one tert-butyl group and the even larger 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl or Tbt group. The two Sn-C bonds have bond lengths of 202.9 and 208.1 pm which are shorter than those for Sn-C single bonds (214 pm) and comparable to that of known Sn=C double bonds (201.6 pm). The C-C bonds show little variation with bond lengths between 135.6 and 144.3 pm signaling that this compound is aromatic.

Tbt-substituted 9-stannaphenanthrene was reported in 2005. At room temperature it forms the [4+2] cycloadduct. Tbt-substituted stannabenzene was reported in 2010. At room-temperature it quantitatively forms the DA dimer.

See also 6-membered aromatic rings with one carbon replaced by another group: borabenzene, silabenzene, germabenzene, stannabenzene, pyridine, phosphorine, arsabenzene, bismabenzene, pyrylium, thiopyrylium, selenopyrylium, telluropyrylium

References

Illustrations

Stannabenzene illustration
Stannabenzene illustration
Stannabenzene illustration
Stannabenzene: A stable 2-stannanaphthalene derivative
A stable 2-stannanaphthalene derivative
Stannabenzene: Tbt-substituted stannabenzene synthesis. Reagents lithium aluminium hydride (step 2), NBS (step 3), LDA (step 4)
Tbt-substituted stannabenzene synthesis. Reagents lithium aluminium hydride (step 2), NBS (step 3), LDA (step 4)

Worked examples

Example 1 — a first encounter with Stannabenzene

Start with the simplest possible case. Write down what Stannabenzene 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 Stannabenzene 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 Stannabenzene 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 Stannabenzene

In research
Stannabenzene 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 Stannabenzene 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
Stannabenzene is common in secondary-school and first-year university syllabi. It links to neighbouring topics Hypothetical chemical compounds, Six-membered rings, Tin(IV) compounds, so understanding it makes those chapters shorter.
In everyday life
Look for Stannabenzene 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.
Ask Teacher Smith questions about this articleOpens your AI tutor with a question about “Stannabenzene” →

Affiliate

Preply — study more efficiently by working with a personal tutor. 50% off.

How to study Stannabenzene in 20 minutes

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

Frequently asked questions

What is Stannabenzene in simple terms?

Stannabenzene (C5H6Sn) is the parent representative of a group of organotin compounds that are related to benzene with a carbon atom replaced by a tin atom. Stannabenzene itself has been studied by computational chemistry, but has not been isolated.

Why does Stannabenzene 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 Stannabenzene?

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 Stannabenzene.

Tags

  • Hypothetical chemical compounds
  • Six-membered rings
  • Tin(IV) compounds
  • Tin heterocycles

Keep exploring