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Thymol information


Thymol
Thymol
Names
Preferred IUPAC name
5-Methyl-2-(propan-2-yl)phenol[1]
Systematic IUPAC name
5-Methyl-2-(propan-2-yl)benzenol
Other names
2-Isopropyl-5-methylphenol, isopropyl-m-cresol, 1-methyl-3-hydroxy-4-isopropylbenzene, 3-methyl-6-isopropylphenol, 5-methyl-2-(1-methylethyl)phenol, 5-methyl-2-isopropyl-1-phenol, 5-methyl-2-isopropylphenol, 6-isopropyl-3-methylphenol, 6-isopropyl-m-cresol, Apiguard, NSC 11215, NSC 47821, NSC 49142, thyme camphor, m-thymol, and p-cymen-3-ol
Identifiers
CAS Number
  • 89-83-8 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:27607 checkY
ChEMBL
  • ChEMBL29411 checkY
ChemSpider
  • 21105998 checkY
DrugBank
  • DB02513 checkY
ECHA InfoCard 100.001.768 Edit this at Wikidata
EC Number
  • 201-944-8
IUPHAR/BPS
  • 2499
KEGG
  • D01039 checkY
PubChem CID
  • 6989
UNII
  • 3J50XA376E checkY
CompTox Dashboard (EPA)
  • DTXSID6034972 Edit this at Wikidata
InChI
  • InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3 checkY
    Key: MGSRCZKZVOBKFT-UHFFFAOYSA-N checkY
  • InChI=1/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3
    Key: MGSRCZKZVOBKFT-UHFFFAOYAS
SMILES
  • CC(C)c1ccc(C)cc1O
Properties
Chemical formula
C10H14O
Molar mass 150.221 g·mol−1
Density 0.96 g/cm3
Melting point 49 to 51 °C (120 to 124 °F; 322 to 324 K)
Boiling point 232 °C (450 °F; 505 K)
Solubility in water
0.9 g/L (20 °C)[2]
Refractive index (nD)
1.5208[3]
Pharmacology
ATCvet code
QP53AX22 (WHO)
Hazards
GHS labelling:
Pictograms
GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
Signal word
Warning
Hazard statements
H302, H314, H411
Precautionary statements
P260, P264, P270, P273, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Thymol (also known as 2-isopropyl-5-methylphenol, IPMP), C10H14O, is a natural monoterpenoid phenol derivative of p-Cymene, isomeric with carvacrol, found in oil of thyme, and extracted from Thymus vulgaris (common thyme), ajwain,[4] and various other plants as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. Thymol also provides the distinctive, strong flavor of the culinary herb thyme, also produced from T. vulgaris. Thymol is only slightly soluble in water at neutral pH, but it is extremely soluble in alcohols and other organic solvents. It is also soluble in strongly alkaline aqueous solutions due to deprotonation of the phenol. Its dissociation constant (pKa) is 10.59±0.10.[5] Thymol absorbs maximum UV radiation at 274 nm.[6]

  1. ^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 691. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ "Thymol". PubChem. Retrieved 1 April 2016.
  3. ^ Mndzhoyan, A. L. (1940). "Thymol from Thymus kotschyanus". Sbornik Trudov Armyanskogo Filial. Akad. Nauk. 1940: 25–28.
  4. ^ O'Connell, John (27 August 2019). The book of spice : from anise to zedoary. New York: Pegasus. ISBN 978-1681774459. OCLC 959875923.
  5. ^ CAS Registry: Data obtained from SciFinder[full citation needed]
  6. ^ Norwitz, G.; Nataro, N.; Keliher, P. N. (1986). "Study of the Steam Distillation of Phenolic Compounds Using Ultraviolent Spectrometry". Anal. Chem. 58 (639–640): 641. doi:10.1021/ac00294a034.

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Thymol

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Thymol (also known as 2-isopropyl-5-methylphenol, IPMP), C10H14O, is a natural monoterpenoid phenol derivative of p-Cymene, isomeric with carvacrol, found...

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Thymol blue

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Thymol blue (thymolsulfonephthalein) is a brownish-green or reddish-brown crystalline powder that is used as a pH indicator. It is insoluble in water but...

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Ajwain

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(Trachyspermum ammi) (/ˈædʒəwɒn/) —also known as ajowan caraway, omam (in Tamil), thymol seeds, bishop's weed, or carom—is an annual herb in the family Apiaceae...

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Thyme

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contains 20–54% thymol. Thyme essential oil also contains a range of additional compounds, such as p-cymene, myrcene, borneol, and linalool. Thymol, an antiseptic...

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Bromothymol blue

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bromothymol blue is common to many indicators including chlorophenol red, thymol blue, and bromocresol green. The presence of one moderate electron-withdrawing...

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Universal indicator

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sodium hydroxide, methyl red, bromothymol blue, sodium bisulfite, and thymol blue. The colours that indicate the pH of a solution, after adding a universal...

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Euthymol

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February 2014. The name Euthymol is a portmanteau of the words eucalyptus and thymol, which were the active ingredients of the original formulation. This was...

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Monoterpene

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camphene and limonene. Menthol, hinokitiol and thymol are also used in oral hygiene products. Thymol also has antiseptic and disinfectant properties...

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Monarda

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and gingivitis. Bee balm is a natural source of the antiseptic compound thymol, the primary active ingredient in some modern commercial mouthwash formulas...

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Monarda fistulosa

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fragrance, though the composition of its oils is quite variable. It can have thymol, geraniol, carvacrol, p-cymene, γ-terpinene, α-terpinene, and α-thujene...

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Vicks VapoRub

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effective cough suppressants for guinea pigs. It has been suggested that thymol oil can reduce or cure onychomycosis (nail fungus), although the same source...

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Menthol

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Symrise) This process starts from m-cresol which is alkylated with propene to thymol. This compound is hydrogenated in the next step. Racemic menthol is isolated...

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Thymovar

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essential oil thymol. THYMOVAR contains thymol, a volatile substance which sublimates in the air depending on temperature. On release, thymol vapour concentrations...

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Carvacrol

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Sclerotinia sclerotiorum, and Phytophthora capsici. British Pharmacopoeia Thymol Essential oil "Carvacrol data sheet from Sigma-Aldrich". "Front Matter"...

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Thymus pannonicus

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determined, namely: thymol, thymol/p-cymene, thymol/p-cymene/γ-terpinene, thymol/p-cymene/neral, thymol/p-cymene/γ-terpinene/β-bisabolene, thymol...

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Oregano

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Among the chemical compounds contributing to the flavour are carvacrol, thymol, limonene, pinene, ocimene, and caryophyllene. Oregano is the staple herb...

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Monarda didyma

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gingivitis.[citation needed] Beebalm is a natural source of the antiseptic thymol, the primary active ingredient in modern commercial mouthwash formulas.[citation...

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Phytochemistry

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common thyme (Thymus vulgaris), contains the monoterpene thymol, an antiseptic and antifungal. Thymol is one of many terpenes found in plants. Terpenes are...

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Thymus vulgaris

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Award of Garden Merit. Thyme (discussion of culinary and medicinal uses) Thymol, a disinfectant extract of essential oils "Bonnie Plants Thyme". Retrieved...

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Thymus serpyllum

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feed and it is also attractive to bees. The oils of T. serpyllum contain thymol, carvacrol, limonene, paracymene, gamma-terpinene and beta-caryophyllene...

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Phenolphthalein

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of universal indicator, together with methyl red, bromothymol blue, and thymol blue. Phenolphthalein adopts different forms in aqueous solution depending...

Word Count : 1809

Nigella sativa

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include thymoquinone, dihydrothymoquinone, p-cymene, carvacrol, α-thujene, thymol, α-pinene, β-pinene and trans-anethole. Protein and various alkaloids are...

Word Count : 1117

Caraway

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and palmitic acids. Phytochemicals identified in caraway seed oil include thymol, o-cymene, γ‑terpinene, trimethylene dichloride, β-pinene, 2-(1-cyclohexenyl)...

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Medicinal plants

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common thyme (Thymus vulgaris), contains the monoterpene thymol, an antiseptic and antifungal. Thymol is one of many terpenes found in plants. Medicinal plants...

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Arnica montana

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The main constituents of Arnica montana are essential oils, fatty acids, thymol, pseudoguaianolide sesquiterpene lactones and flavanone glycosides. Pseudoguaianolide...

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Thymolphthalein

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laxative and for disappearing ink. Thymolphthalein can be synthesized from thymol and phthalic anhydride. Phenolphthalein "Thymolphthalein". pubchem.ncbi...

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