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O-Cresol

O-Cresol 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 O-Cresol rather than just read about it. In short: ortho-Cresol (IUPAC name: 2-methylphenol, also known as 2-hydroxytoluene or ortho-toluenol) is an organic compound with the formula CH3C6H4(OH). It is a colourless solid that is widely used intermediate in the production of other chemicals.

O-Cresol — main illustration
O-Cresol — illustration

Key takeaways

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

Reference excerpt

ortho-Cresol (IUPAC name: 2-methylphenol, also known as 2-hydroxytoluene or ortho-toluenol) is an organic compound with the formula CH3C6H4(OH). It is a colourless solid that is widely used intermediate in the production of other chemicals. It is a derivative of phenol and is an isomer of p-cresol and m-cresol.

Natural occurrences o-Cresol is one of the chemical compounds found in castoreum. This compound is gathered from the beaver's castor glands and found in the white cedar consumed by the beaver. o-Cresol is a constituent of tobacco smoke.

Production Together with many other compounds, o-cresol is traditionally extracted from coal tar, the volatile materials obtained in the production of coke from coal. A similar source material is petroleum residues. These residue contains a few percent by weight of phenol and isomeric cresols. In addition to the materials derived from these natural sources, about two thirds of the Western world's supply is produced by methylation of phenol using methanol. The alkylation is catalysed by metal oxides:

C6H5OH + CH3OH → CH3C6H4OH + H2O Over-methylation gives xylenol. Many other production methods have been examined, including oxidative decarboxylation of salicylic acid, oxygenation of toluene, and hydrolysis of 2-chlorotoluene.

Applications o-Cresol is mainly used as a precursor to other compounds. Chlorination and etherification gives members of commercially important herbicides, such as 2-methyl-4-chlorophenoxyacetic acid (MCPA). Nitration gives dinitrocresol, a popular herbicide. Kolbe–Schmitt carboxylation gives o-cresotinic acid, a pharmaceutical intermediate. Carvacrol, essence of oregano, is derived by alkylation of o-cresol with propene. The muscle relaxant mephenesin is an ether derived from o-cresol.

Health effects Most exposures to cresols are at very low levels that are not harmful although, like phenols, cresols are skin irritants. When cresols are inhaled, ingested, or applied to the skin at very high levels, they can be harmful. Breathing high levels of cresols for a short time results in irritation of the nose and throat. Aside from these effects, very little is known about the effects of breathing cresols at lower levels over longer times. The acute LD50 for oral ingestion by mice is 344 mg/kg.

References

External links o-CRESOL (ICSC) Environmental Science - SMILES Examples Notations (accessed 22 December 2022) CDC - NIOSH Pocket Guide to Chemical Hazards

Illustrations

O-Cresol: Spacefill model of o-cresol
Spacefill model of o-cresol
O-Cresol illustration
O-Cresol illustration
O-Cresol illustration

Worked examples

Example 1 — a first encounter with O-Cresol

Start with the simplest possible case. Write down what O-Cresol 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 O-Cresol 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 O-Cresol 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 O-Cresol

In research
O-Cresol 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 O-Cresol 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
O-Cresol is common in secondary-school and first-year university syllabi. It links to neighbouring topics Alkylphenols, Antiseptics, Cresols, so understanding it makes those chapters shorter.
In everyday life
Look for O-Cresol 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 O-Cresol in 20 minutes

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

Frequently asked questions

What is O-Cresol in simple terms?

ortho-Cresol (IUPAC name: 2-methylphenol, also known as 2-hydroxytoluene or ortho-toluenol) is an organic compound with the formula CH3C6H4(OH). It is a colourless solid that is widely used intermediate in the production of other chemicals.

Why does O-Cresol 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 O-Cresol?

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 O-Cresol.

Tags

  • Alkylphenols
  • Antiseptics
  • Cresols

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