p-Cresol

p-Cresol
Compound Structure:
Synonyms: 4-methylphenol; P-CRESOL ;106-44-5; 4-Cresol ;4-Hydroxytoluene
Compound ID: NMPC-1381
PubChem ID:

2879

Molecular Formula: C7H8O
Canonical SMILES: CC1=CC=C(C=C1)O
InChIKey: IWDCLRJOBJJRNH-UHFFFAOYSA-N
About the compound:

p-Cresol, also known as para-cresol or 4-methylphenol, is a type of cresol where a hydroxy group is substituted at the 4th position of a toluene molecule. It is an organic compound with the formula CH3C6H4(OH) and is a metabolite resulting from the metabolism of aromatic amino acids by the intestinal microflora in humans and animals. This compound plays several roles, including functioning as a uremic toxin, a human metabolite, and an Escherichia coli metabolite. In its physical form, p-cresol is a colorless solid and is commonly used as an intermediate in the production of other chemicals. It is a derivative of phenol and is an isomer of o-cresol and m-cresol. One of the primary uses of p-cresol is in the manufacture of antioxidants like butylatedhydroxytoluene (BHT). The monoalkylated derivatives of p-cresol undergo coupling reactions to produce a wide range of diphenol antioxidants. These antioxidants are particularly valuable in various applications due to their relative low toxicity and non-staining properties. This makes p-cresol a significant compound in the chemical industry, particularly in the production of materials that require stable, effective, and safe antioxidant properties.

GHS Hazard Statements

H301: Toxic if swallowed [Danger Acute toxicity, oral]

H311: Toxic in contact with skin [Danger Acute toxicity, dermal]

H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

First Aid

This guidance outlines immediate actions to take for different exposure scenarios:

Eyes: Check for contact lenses and remove if present. Flush eyes with water for 20-30 minutes and seek medical help. Don't apply any substances without doctor's advice. Transport to hospital even if no symptoms appear.

Skin: Immediately wash affected skin with water, remove contaminated clothing, and seek medical assistance. Transport to hospital even without symptoms.

Inhalation: Leave contaminated area, breathe fresh air. If symptoms occur, seek medical help and provide respiratory protection to rescuers. Transport to hospital if needed.

Ingestion: Do not induce vomiting. Call for medical help and be ready to administer activated charcoal, egg whites, or milk if advised by a physician. If victim is conscious and not convulsing, administer activated charcoal slurry, milk, or egg whites and transport to hospital. If unconscious, ensure open airway, do not give anything by mouth, and transport to hospital (NTP, 1992)

National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

108.14 g/mol

XLogP3

1.9

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

0

Exact Mass

108.057514874 g/mol

Monoisotopic Mass

108.057514874 g/mol

Topological Polar Surface Area

20.2Ų

Heavy Atom Count

8

Formal Charge

0

Complexity

62.8

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

P-cresol is a colorless solid with a tar like odor. Sinks and mixes slowly with water. (USCG, 1999)

Boiling Point

201.9°C

Melting Point

35.5°C

Density

1.02 g/cm³

Solubility 

Miscible with ethanol, ether, acetone, benzene and carbon tetrachloride

Vapor Pressure

0.11 [mmHg]

Source: PubChem            

Source Species: Nicotiana tabacum
Pteris togoensis
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