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Tetrabromobisphenol A

Tetrabromobisphenol A is a science 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 Tetrabromobisphenol A rather than just read about it. In short: Tetrabromobisphenol A (TBBPA) is a brominated flame retardant. The compound is a white solid (not colorless), although commercial samples appear yellow.

Tetrabromobisphenol A — main illustration
Tetrabromobisphenol A — illustration

Key takeaways

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

Reference excerpt

Tetrabromobisphenol A (TBBPA) is a brominated flame retardant. The compound is a white solid (not colorless), although commercial samples appear yellow. It is one of the most common flame retardants.

Production and use TBBPA is produced by the reaction of bromine with bisphenol A. Most commercial TBBPA products consist of a mixture that differ in the degree of bromination with the formula C15H16−xBrxO2 where x = 1 to 4. Its fire-retarding properties correlate with its bromine content. The annual consumption in Europe has been estimated as 6200 tons in 2004. TBBPA is mainly used as a reactive component of polymers, meaning that it is incorporated into the polymer backbone. It is used to prepare fire-resistant polycarbonates by replacing some bisphenol A. A lower grade of TBBPA is used to prepare epoxy resins, used in printed circuit boards.

Toxicity A study was published by the European Food Safety Authority (EFSA) in December 2011 on the exposure of TBBPA and its derivatives in food. The study, which examined at 344 food samples from the fish and other seafood food group, concluded that “current dietary exposure to TBBPA in the European Union does not raise a health concern.” EFSA also determined that “additional exposure, particularly of young children, to TBBPA from house dust is unlikely to raise a health concern”. Some studies suggest that TBBPA may be an endocrine disruptor and immunotoxicant. As an endocrine disruptor, TBBPA may interfere with both estrogens and androgens. Further, TBBPA structurally mimics the thyroid hormone thyroxin (T4) and can bind more strongly to the transport protein transthyretin than T4 does, likely interfering with normal T4 activity. TBBPA likely also suppresses immune responses by inhibiting expression of CD25 receptors on T cells, preventing their activation, and by reducing natural killer cell activity. A 2013 literature review on TBBPA concludes that TBBPA does not produce “adverse effects that might be considered to be related to disturbances in the endocrine system”. Therefore, in accordance with internationally accepted definitions, TBBPA should not be considered an “endocrine disruptor”. Furthermore, TBBPA is rapidly excreted in mammals and therefore does not have a potential for bioaccumulation. Measured concentrations of TBBPA in house dust, human diet and human serum samples are very low. Daily intakes of TBBPA in humans were estimated to not exceed a few ng/kg bw/day. Exposures of the general population are also well below the derived-no-effect-levels (DNELs) derived for endpoints of potential concern in REACH. TBBPA degrades to bisphenol A and to TBBPA dimethyl ether, and experiments in zebrafish (Danio rerio) suggest that during development, TBBPA may be more toxic than either BPA or TBBPA dimethyl ether.

Occurrence TBBPA emits can be found in trace concentration in the hydrosphere, soil, and sediments. It also occurs in sewage sludge and house dust. TBBPA has been the subject of an eight-year evaluation under the EU Risk Assessment procedure which reviewed over 460 studies. The Risk Assessment was published on the EU Official Journal in June 2008. The conclusions of the Risk Assessment were confirmed by the European Commission SCHER Committee (Scientific Committee on Health and Environmental Risks). TBBPA has been registered under REACH.

See also Dinitrobisphenol A

Further reading Early work on bromination of BPA: Zincke, T. (1905). "Ueber die Einwirkung von Brom und von Chlor auf Phenole: Substitutionsprodukte, Pseudobromide und Pseudochloride". Justus Liebigs Annalen der Chemie. 343: 75–99. doi:10.1002/jlac.19053430106.

References

External links BSEF, TBBPA Factsheet BSEF, industry page on TBBPA: Environmental aspects

Illustrations

Tetrabromobisphenol A illustration
Tetrabromobisphenol A illustration
Tetrabromobisphenol A: Structure of copolymer of polycarbonate containing the tetrabrominated monomer
Structure of copolymer of polycarbonate containing the tetrabrominated monomer

Worked examples

Example 1 — a first encounter with Tetrabromobisphenol A

Start with the simplest possible case. Write down what Tetrabromobisphenol A claims or describes in one sentence, then invent the smallest concrete situation in which that sentence is true. In science, 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 Tetrabromobisphenol A 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 Tetrabromobisphenol A 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 Tetrabromobisphenol A

In research
Tetrabromobisphenol A appears in science 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 Tetrabromobisphenol A 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
Tetrabromobisphenol A is common in secondary-school and first-year university syllabi. It links to neighbouring topics 2,2-Bis(4-hydroxyphenyl)propanes, Bromoarenes, Flame retardants, so understanding it makes those chapters shorter.
In everyday life
Look for Tetrabromobisphenol A 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 Tetrabromobisphenol A in 20 minutes

  1. Read the reference excerpt below once, without taking notes.
  2. Close the page and write down what Tetrabromobisphenol A 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 Tetrabromobisphenol A out loud to somebody else — or to Teacher Smith in the lgStudy chat.

Frequently asked questions

What is Tetrabromobisphenol A in simple terms?

Tetrabromobisphenol A (TBBPA) is a brominated flame retardant. The compound is a white solid (not colorless), although commercial samples appear yellow.

Why does Tetrabromobisphenol A matter?

Because it connects several science 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 Tetrabromobisphenol A?

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 Tetrabromobisphenol A.

Tags

  • 2,2-Bis(4-hydroxyphenyl)propanes
  • Bromoarenes
  • Flame retardants
  • IARC Group 2A carcinogens
  • Phenols
  • Suspected endocrine disruptors

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