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16254

Sigma-Aldrich

Thymol

meets analytical specification of Ph. Eur., BP, NF, 99-101%

Synonym(s):

2-Isopropyl-5-methylphenol, 5-Methyl-2-(1-methylethyl)phenol, 5-Methyl-2-isopropylphenol, IPMP

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About This Item

Linear Formula:
2-[(CH3)2CH]C6H3-5-(CH3)OH
CAS Number:
89-83-8
Molecular Weight:
150.22
Beilstein:
1907135
EC Number:
201-944-8
MDL number:
MFCD00002309
UNSPSC Code:
12171500
eCl@ss:
39023311
PubChem Substance ID:
57647553
NACRES:
NA.47

vapor pressure

1 mmHg ( 64 °C)

Quality Level

200

Assay

99-101%

form

solid

quality

meets analytical specification of Ph. Eur., BP, NF

impurities

acidic reac. impurities, complies
 organic volatile impurities, complies (GC)
 related subst., complies (GC)
 residual solvents, complies
≤0.05% non-volatile matter

bp

232 °C (lit.)

mp

48-51 °C (lit.)
48-51 °C

density

0.965 g/mL at 25 °C (lit.)

suitability

complies for appearance of solution

SMILES string

CC(C)c1ccc(C)cc1O

InChI

1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3

InChI key

MGSRCZKZVOBKFT-UHFFFAOYSA-N

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Application

Thymol has been used to study:
  • the effect of thymol on the viability of Bacillus cereus.
  • its effect on growth and production of citrinin from Penicillium citrinum.
  • the effect of thymol on insect and human γ-aminobutyric acid (GABA) receptors.

Biochem/physiol Actions

Thymol (5-methyl-2-isopropylphenol), a monocyclic phenolic compound, is a vital constituent of Thymus vulgaris essential oil. It has been used in dental preparations to kill odor-producing bacteria. Thymol serves as a preservative through its antimicrobial and antioxidant properties. In addition, thymol also has molluscicidal and insecticidal properties. Thymol acts as an allosteric modulator of human γ-aminobutyric acid (GABAA) receptors.

Disclaimer

The product is not intendedfor use as a biocide under global biocide regulations, including but notlimited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, EuropeanBiocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’sBiocidal Products Regulation, Korea’s Consumer Chemical Products and BiocideSafety Management Act (K-BPR) and others.

Signal Word

Danger

Hazard Statements

H302,H314,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

240.8 °F - closed cup

Flash Point(C)

116 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2394
STBK6093
STBK9285
STBK1794
STBH4736

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Inhibitory effect of eugenol and thymol on Penicillium citrinum strains in culture media and cheese
Vazquez B
International Journal of Food Microbiology, 67(2001), 157- 163 (2001)
Combined Effect of Nisin, Carvacrol and Thymol on the Viability of
Bacillus cereus Heat-Treated Vegetative Cells
Periago P M
Food Science and Technology International = Ciencia y tecnologia de Los Alimentos Internacional, 7(6), 487-492 (2001)
Thymol, a constituent of thyme essential oil, is a positive allosteric modulator of human GABAA receptors and a homo-oligomeric GABA receptor from Drosophila melanogaster
Priestley C M
British Journal of Pharmacology, 140(8), 1363-1372 (2003)
Sandeep Sharma et al.
Antimicrobial agents and chemotherapy, 53(1), 216-222 (2008-06-25)
Hydroxychavicol isolated from the chloroform extraction of aqueous extract of Piper betle leaves showed inhibitory activity against oral cavity pathogens. It exhibited an inhibitory effect on all of the oral cavity pathogens tested (MICs of 62.5 to 500 microg/ml) with
S P Lee et al.
British journal of pharmacology, 153(8), 1739-1749 (2008-03-13)
Thymol, a major component of thyme and oregano, has medical uses in oral care products as an astringent and antibiotic. Its distinctive sharp odour and pungent flavour are considered aversive properties. The molecular basis of these aversive properties is not
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