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N-Benzoyl-N'-phenylurea

N-Benzoyl-N'-phenylurea 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 N-Benzoyl-N'-phenylurea rather than just read about it. In short: N-Benzoyl-N′-phenylurea (BPU) consists of a urea core with a benzoyl amide on one nitrogen and a phenyl group on the other. It is the parent compound of the benzoylurea class of molecules, several of which are commercially useful insecticides, although N-benzoyl-N′-phenylurea itself is not known to have insecticidal properties.

N-Benzoyl-N'-phenylurea — main illustration
N-Benzoyl-N'-phenylurea — illustration

Key takeaways

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

Reference excerpt

N-Benzoyl-N′-phenylurea (BPU) consists of a urea core with a benzoyl amide on one nitrogen and a phenyl group on the other. It is the parent compound of the benzoylurea class of molecules, several of which are commercially useful insecticides, although N-benzoyl-N′-phenylurea itself is not known to have insecticidal properties.

Structure and bonding Structure of N-benzoyl-N′-phenylurea was first determined in 2010. Molecules in this compound are approximately flat and exhibit high charge delocalization. Within the molecule an intramolecular N−H⋅⋅⋅O hydrogen bond is present forming pseudoaromatic 6-membered ring. Additionally intermolecular N−H⋅⋅⋅O hydrogen bonds are also present combining two molecules into a centrosymmetric dimer (8-membered ring is formed). Carbonyl C=O bond distances are equal to ca. 1.23 Å, C−N distances are in range of 1.34 to 1.41 Å.

Synthesis In 1965 N-benzoyl-N′-phenylurea was synthesized when dry N-chlorobenzamide was reacted with phenylisocyanate or refluxed in dry benzene with anhydrous potassium fluoride. Alternatively N-benzoyl-N′-phenylurea was synthesized in 2010 by hydrolysis of N-benzoyl-N′-phenylthiourea.

Applications Benzoylphenylureas (BPUs) were first identified in the 1970s as insecticides. These compounds disrupt molting and development, making them useful as insect growth regulators. BPUs such as lufenuron and diflubenzuron are commonly used for pest control due to their selectivity and low toxicity to vertebrates.

References

Illustrations

N-Benzoyl-N'-phenylurea illustration
N-Benzoyl-N'-phenylurea illustration
N-Benzoyl-N'-phenylurea: Centrosymmetric dimer found in crystal structure of N-Benzoyl-N′-phenylurea[1]
Centrosymmetric dimer found in crystal structure of N-Benzoyl-N′-phenylurea[1]

Worked examples

Example 1 — a first encounter with N-Benzoyl-N'-phenylurea

Start with the simplest possible case. Write down what N-Benzoyl-N'-phenylurea 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 N-Benzoyl-N'-phenylurea 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 N-Benzoyl-N'-phenylurea 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 N-Benzoyl-N'-phenylurea

In research
N-Benzoyl-N'-phenylurea 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 N-Benzoyl-N'-phenylurea 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
N-Benzoyl-N'-phenylurea is common in secondary-school and first-year university syllabi. It links to neighbouring topics Acylureas, Phenyl compounds, so understanding it makes those chapters shorter.
In everyday life
Look for N-Benzoyl-N'-phenylurea 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 N-Benzoyl-N'-phenylurea in 20 minutes

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

Frequently asked questions

What is N-Benzoyl-N'-phenylurea in simple terms?

N-Benzoyl-N′-phenylurea (BPU) consists of a urea core with a benzoyl amide on one nitrogen and a phenyl group on the other. It is the parent compound of the benzoylurea class of molecules, several of which are commercially useful insecticides, although N-benzoyl-N′-phenylurea itself is not known to…

Why does N-Benzoyl-N'-phenylurea 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 N-Benzoyl-N'-phenylurea?

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 N-Benzoyl-N'-phenylurea.

Tags

  • Acylureas
  • Phenyl compounds

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