Thymol

Base Information

• Chemical Name: Thymol
• CAS No.: 89-83-8
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Hs Code.: 2907.19 Oral rat LD50: 980 mg/kg
• European Community (EC) Number: 201-944-8
• NSC Number: 49142,47821,11215
• UNII: 3J50XA376E
• DSSTox Substance ID: DTXSID6034972
• Nikkaji Number: J10.606B
• Wikipedia: Thymol
• Wikidata: Q408883
• NCI Thesaurus Code: C77062
• RXCUI: 10553
• Pharos Ligand ID: D4NAHHQY55AV,D4V1F6FXMJ2N
• Metabolomics Workbench ID: 28117
• ChEMBL ID: CHEMBL29411
• Mol file: 89-83-8.mol

Synonyms:Apiguard;Thymol

Chemical Property of Thymol

Chemical Property:

• Appearance/Colour: white crystals or powder with a pungent odour
• Vapor Pressure: 1 mm Hg ( 64 °C)
• Melting Point: 48-51 °C(lit.)
• Refractive Index: Health: 3 Flammability: 1 Reactivity: 0
• Boiling Point: 233 °C at 760 mmHg
• PKA: 10.59±0.10(Predicted)
• Flash Point: 102.2 °C
• PSA: 20.23000
• Density: 0.974 g/cm³
• LogP: 2.82400
• Storage Temp.: Store at RT.
• Solubility.: ethanol: soluble50mg/mL
• Water Solubility.: 0.1 g/100 mL (20 ºC)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

99%, ^*data from raw suppliers

Thymol 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C， N
• Hazard Codes: C,N
• Statements: 22-34-51/53
• Safety Statements: 26-28-36/37/39-45-61-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: CC1=CC(=C(C=C1)C(C)C)O
• Recent ClinicalTrials: Thymol on Netrin-1 on Obese Patients
• Recent NIPH Clinical Trials: Association between brain atrophy and intestinal permeability in patients with multiple sclerosis
• Uses: Thymol is used as a preservative in halothane. It acts as an anesthetic, antiseptic in mouth wash, stabilizer in pharmaceutical preparations. It inhibits the growth and lactate production as well as reduces the uptake of cellular glucose within the bacteria. It is an active ingredient in toothpastes like euthymol. It is involved to control varroa mites and prevent fermentation and the growth of mold in bee colonies. Thymol is an antimicrobial compound which can increase the efficacy of antibiotics involving drug resistant bacteria. It inhibits growth and lactate production as well as reduces cellular glucose upta ke within the bacteria.
• Clinical Use: Isopropyl m-cresol is extracted from oil of Thymus vulgaris(thyme, of the mint family) by partitioning into alkalineaqueous medium followed by acidification. The crystals obtainedfrom the mother liquor are large and colorless, with athymelike odor. Thymol is only slightly soluble in water,but it is extremely soluble in alcohols and other organic solvents.Thymol has mild fungicidal properties and is used inalcohol solutions and in dusting powders for the treatmentof tinea (ringworm) infections.

Technology Process of Thymol

There total 239 articles about Thymol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 39.0%

3-thujen-2-one (24545-81-1) → thymol (89-83-8) + 3,5-diisopropyl-4-methylphenol (15269-17-7) + 3-isopropyl-5-methylphenol (3228-03-3) + 3-terpinolenone (491-09-8)

Guidance literature:

With trifluorormethanesulfonic acid; for 40h; Further byproducts given; Ambient temperature; Irradiation;

DOI:10.1021/jo00220a011

Reference yield:

methyl N-butyl-2-methyl-5-formylpyrrole-3-carboxylate → 2-methyl-1H-pyrrole (636-41-9) + 2,4-dimethyl-1H-pyrrole (625-82-1) + 3,4-Dimethylphenol (95-65-8) + 1,4-dimethylpyridin-2(1H)-one (15031-42-2) + 3-ethyl-2,6-dimethyl-4(3H)-pyrimidinone (32363-52-3) + 3-Methylpyridine (108-99-6) + acetic acid methyl ester (79-20-9) + thymol (89-83-8) + D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) + D-allose + 2-propylpyrazine (18138-03-9) + Pyrimidin-4-ol (51953-17-4) + isobutene (115-11-7,15220-85-6) + n-butane (106-97-8,9003-29-6,9021-92-5) + isoprene (78-79-5,9003-31-0)

Guidance literature:

at 300 - 900 ℃; Inert atmosphere; Pyrolysis;

DOI:10.1002/jhet.3626

Reference yield:

3-methyl-phenol (108-39-4) + isopropyl alcohol (67-63-0,8013-70-5) → 3-Methyl-4-isopropylphenol (3228-02-2) + thymol (89-83-8) + 3-methyl-2-isopropyl-phenol (3228-01-1) + 1-isopropoxy-3-methylbenzene (19177-04-9)

Guidance literature:

With CT-151-DR resin; In neat (no solvent); at 179.84 ℃; for 0.0833333h; Time; chemoselective reaction; Microwave irradiation;

DOI:10.3998/ark.5550190.p009.943

upstream raw materials:

quinoline

2,6-Dibromo-2-isopropyl-5-methylcyclohexanone

4,7-dimethyl-coumarin

pulegone

Downstream raw materials:

2-(2-isopropyl-5-methylphenoxy)ethan-1-ol

1-<(4-Hydroxy-3-isopropyl-6-methyl-phenyl)-methyl>-piperidin

4-[2-(2-isopropyl-5-methyl-phenoxy)-ethyl]-morpholine

[2]Furyl-(2-hydroxy-3-isopropyl-6-methyl-phenyl)-methanol

Refernces

• 1、 Nitta et al.. "". . p. 2360,2361-2364. Retrieved 1974.
• 2、 -. "Preparation method of thymol". Paragraph 0026-0037. . Retrieved 2020/08/22.
• 3、 Kulik, Anna,Neubauer, Katja,Eckelt, Reinhard,Bartling, Stephan,Panten, Johannes,K?ckritz, Angela. "Heterogeneously Catalysed Oxidative Dehydrogenation of Menthol in a Fixed-Bed Reactor in the Gas Phase". . p. 1066 - 1075. Retrieved 2019/06/24.