Structure via PubChem · Public domain (PubChem)
para-cresol
Sign in to saveAlso known as 4-Cresol, p-Cresylic acid, 1-Hydroxy-4-methylbenzene, 4-Hydroxytoluene, 4-Methyl phenol, 4-methylphenol, p-methylphenol
'''para-Cresol, also 4-methylphenol', 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 o-cresol and m''-cresol.
Chemical data
- Formula
- C7H8O
- Molecular weight
- 108.14 g/mol
- IUPAC name
- 4-methylphenol
- SMILES
- CC1=CC=C(C=C1)O
- InChIKey
- IWDCLRJOBJJRNH-UHFFFAOYSA-N
- XLogP
- 1.9
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
Show 15 more facts
- found in taxon
- Bulbophyllum variegatum
- density
- 1.04
- chemical formula
- C₇H₈O
- lower flammable limit
- 1.1
- ionization energy
- 8.13
- NIOSH Pocket Guide ID
- 0156
- immediately dangerous to life or health
- 1107.5
- melting point
- 34.7
- boiling point
- 201.98
- vapor pressure
- 0.11
- flash point
- 187
- solubility
- 2
- time-weighted average exposure limit
- 10
- canonical SMILES
- CC1=CC=C(C=C1)O
- Commons category
- P-Cresol
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Production
- Applications
- Natural occurrences
- In humans
- In other species
- References
'''para-Cresol, also 4-methylphenol', 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 o-cresol and m-cresol.
==Production== Together with many other compounds, p-cresol is conventionally extracted from coal tar, the volatilized materials obtained in the roasting of coal to produce coke. This residue contains a few percent by weight of phenol and cresols. Industrially, p-cresol is currently prepared mainly by a two-step route beginning with the sulfonation of toluene: CH3C6H5 + H2SO4 → CH3C6H4SO3H + H2O Basic hydrolysis of the sulfonate salt gives the sodium salt of the cresol: CH3C6H4SO3H + 2 NaOH → CH3C6H4OH + Na2SO3 + H2O Other methods for the production of p-cresol include chlorination of toluene followed by hydrolysis. In the cymene-cresol process, toluene is alkylated with propene to give p-cymene, which can be oxidatively dealkylated in a manner similar to the cumene process.
Excerpted from Wikipedia’s “para-cresol” article, available under the CC BY-SA 4.0 licence.