4-methyl-1-(propan-2-yl)cyclohex-3-en-1-ol

• ChemBase ID: 129760
• Molecular Formular: C10H18O
• Molecular Mass: 154.24932
• Monoisotopic Mass: 154.1357652
• SMILES: CC1=CCC(CC1)(C(C)C)O
• Canonical SMILES: CC1=CCC(CC1)(O)C(C)C
• InChI: InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3
• InChIKey: WRYLYDPHFGVWKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-1-(propan-2-yl)cyclohex-3-en-1-ol
• IUPAC Traditional name: terpinen-4-ol
• Synonyms: 4-Carvomenthenol; 4-Terpinenol; 4-Carvomenthenol; Terpinen-4-ol; p-Menth-1-en-4-ol; (+/-)-4-Terpineol; 1-(1-Methylethyl)-4-methyl-3-cyclohexen-1-ol; 1-Terpinen-4-ol; Melaleucol; NSC 147749; Terpin-4-ol; dl-4-Terpineol; rac Terpinen-4-ol; 4-Methyl-1-(1-methylethyl)-3-cyclohexen-1-ol; 4-松油烯醇; 4-萜烯醇; 4-萜烯醇

Database IDs

• CAS Number: 562-74-3
• EC Number: 209-235-5
• MDL Number: MFCD00001562
• PubChem SID: 162224049; 24900947; 24900946
• PubChem CID: 11230
• CHEMBL: 507795
• Chemspider ID: 10756
• FEMA ID: 2248
• MeSH Name: terpinenol-4
• Unique Ingredient Identifier: L65MV77ZG6
• Wikipedia Title: Terpinen-4-ol
• Council of Europe Number: 2229c; 2229
• Flavis Number: 2.072

CALCULATED PROPERTIES

• Acid pKa: 19.999289
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.3302047
• LogD (pH = 7.4): 2.330205
• Log P: 2.330205
• Molar Refractivity: 48.3079 cm^3
• Polarizability: 18.809866 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 88-90 °C
• Flash Point: 174.2 °F; 79 °C
• Density: 0.931 g/mL at 25
• Refractive Index: n20/D 1.478
• Optical Rotation: [α]20/D -27°, neat
• Organoleptic: chocolate; grapefruit; lemon; lime; fruity; herbaceous; minty; woody; grapefruit; lemon; lime; pepper; woody; herbaceous; spicy

Safety Information

• RTECS: OT0175110
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Regulation Compliance: FCC; FDA 21 CFR (172.515)

Product Information

• Purity: ≥92%
• Grade: Halal; Kosher; natural; NI
• Empirical Formula (Hill Notation): C10H18O

DETAILS

Sigma Aldrich - W224847

Biochem/physiol Actions
Taste at 30 ppm
General description
Natural Occurrence: Anise, basil, black currant, cocoa, coriander, cranberry, grapefruit, lemon, lime, marjoram, peppermint oil, nutmeg and spearmint.
Packaging
1 kg in glass bottle
1 sample in glass bottle
250 g in poly bottle
5 kg in poly drum

Sigma Aldrich - W224820

Biochem/physiol Actions
Taste at 30 ppm
General description
Natural Occurrence: Anise, basil, black currant, cocoa, coriander, cranberry, grapefruit, lemon, lime, marjoram, peppermint oil, nutmeg and spearmint.
Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in poly drum

Toronto Research Chemicals - T117500

Shows antioxidant effects. Antiseptic.

REFERENCES

• Wong, S., et al.: Clin. Chem., 33, 214 (1987)
• Daood, H., et al.: Food Chem., 55, 365 (1987)
• Zainol, M., et al.: Food Chem., 81, 575 (1987)