5-methyl-2-(propan-2-yl)phenol

• ChemBase ID: 2245
• Molecular Formular: C10H14O
• Molecular Mass: 150.21756
• Monoisotopic Mass: 150.10446507
• SMILES: CC(C)c1ccc(C)cc1O
• Canonical SMILES: Cc1ccc(c(c1)O)C(C)C
• InChI: InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3
• InChIKey: MGSRCZKZVOBKFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-2-(propan-2-yl)phenol
• IUPAC Traditional name: thymol
• Synonyms: Thymolum; 2-isopropyl-5-methylphenol; IPMP; Thymol; 5-Methyl-2-isopropylphenol; 2-Isopropyl-5-methylphenol; 5-Methyl-2-(1-methylethyl)phenol; THYMOL; 5-Methyl-2-(1-Methylethyl)Phenol; 2-异丙基-5-甲基苯酚; 5-甲基-2-异丙基苯酚; 麝香草酚; 百里酚; 百里酚

Database IDs

• CAS Number: 89-83-8
• EC Number: 201-944-8
• MDL Number: MFCD00002309
• Beilstein Number: 1907135
• Merck Index: 149399
• PubChem SID: 24901193; 24886405; 24849989; 160965698; 46504674; 24899889
• PubChem CID: 6989
• CHEBI ID: 27607
• ATC CODE: QP53AX22
• CHEMBL: 29411
• Chemspider ID: 21105998
• DrugBank ID: DB02513
• FEMA ID: 3066
• KEGG ID: D01039
• Unique Ingredient Identifier: 3J50XA376E
• Wikipedia Title: Thymol
• Council of Europe Number: 174
• Flavis Number: 4.006

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.592933
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.4281075
• LogD (pH = 7.4): 3.427834
• Log P: 3.428111
• Molar Refractivity: 47.2709 cm^3
• Polarizability: 18.161888 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.16
• LOG S: -2.37
• Solubility (Water): 6.43e-01 g/l

PROPERTIES

Physical Property

• Solubility: 0.9 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; Insoluble in water
• Melting Point: 48-51 °C; 48-51 °C(lit.); 49 - °C; 49 °C; 49-51 °C; 49-52°C
• Boiling Point: 231-233°C; 232 °C(lit.); 232°C; 233 °C at 1013 hPa
• Flash Point: 102°C(215°F); 110 °C; 230 °F
• Auto Ignition Point: ca. 285 °C
• Density: .97 g/cm^3 at 24 °C; 0.96 g/cm^3; 0.965 g/mL at 25 °C(lit.); 0.970
• Vapor Pressure: 1 mmHg ( 64 °C); 2.5 hPa at 50 °C
• Hydrophobicity(logP): 3.30 [HANSCH,C ET AL. (1995)]
• Organoleptic: fruity; woody; sweet; earthy; wine-like; smoky; spicy; minty; coffee

Safety Information

• Storage Condition: Room Temperature (15-30°C), Protect from light
• RTECS: XP2275000
• European Hazard Symbols: Corrosive (C); Nature polluting (N); X
• UN Number: 3261; UN2430
• German water hazard class: 2
• Hazard Class: 8
• Packing Group: 3; III
• Risk Statements: 22-34-51/53; R:22-34-51/53
• Safety Statements: 26-28-36/37/39-45-61; S:26-28-45-61-36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H314-H411; H314-H318-H302-H411-H401
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P273-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 3
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98.0%; ≥99%; ≥99.0% (GC); ≥99.5%; ≥99.9% (GC); 95+%; 98%; 98+%; 99-101%
• Grade: analytical standard, for terpene analysis; certified reference material; Halal; Kosher; NI; Ph Eur; primary reference standard; purum; SAJ first grade
• Packaging: pkg of 1 g
• Suitability: complies for appearance of solution
• Ignition Residue: ≤0.05%
• Impurities: ≤0.05% non-volatile matter; acidic reac. impurities, complies; organic volatile impurities, complies (GC); related subst., complies (GC); residual solvents, complies
• Biological Source: from synthetic
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality: meets analytical specification of Ph. Eur., BP, NF
• Origin: France origin
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Pharmacopeia Traceability: traceable to USP 1449008
• Linear Formula: 2-[(CH3)2CH]C6H3-5-(CH3)OH
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02103062

Crystalline
Purity: 98%

DrugBank - DB02513

• Drug Groups: experimental
• Description: A phenol obtained from thyme oil or other volatile oils. It is used as a stabilizer in pharmaceutic preparations. It has been used for its antiseptic, antibacterial, and antifungal actions, and was formerly used as a vermifuge. (Dorland, 28th ed)

Sigma Aldrich - T0501

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T0501.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - W306606

Biochem/physiol Actions
Taste at 5 ppm
Other Notes
Natural occurrence: Buchu oil grapefruit oil, blackberry, and licorice.
Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10 kg in fiber drum

Sigma Aldrich - PHR1134

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.