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

• ChemBase ID: 158253
• Molecular Formular: C10H18O
• Molecular Mass: 154.24932
• Monoisotopic Mass: 154.1357652
• SMILES: CC1=CC[C@@](CC1)(C(C)C)O
• Canonical SMILES: CC1=CC[C@](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/t10-/m1/s1
• InChIKey: WRYLYDPHFGVWKC-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-4-methyl-1-(propan-2-yl)cyclohex-3-en-1-ol
• IUPAC Traditional name: (1S)-1-isopropyl-4-methylcyclohex-3-en-1-ol
• Synonyms: (S)-p-Menth-1-en-4-ol; (S)-1-Isopropyl-4-methyl-3-cyclohexen-1-ol; (+)-Terpinen-4-ol; (S)-对薄荷-1-烯-4-醇; (S)-1-异丙基-4-甲基-3-环己烯-1-醇; (+)-萜品烯-4-醇

Database IDs

• CAS Number: 2438-10-0
• MDL Number: MFCD00077431
• Beilstein Number: 2411938
• PubChem SID: 162252389; 24888684
• PubChem CID: 2724161

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: 211-213 °C(lit.)
• Flash Point: 174.2 °F; 79 °C
• Density: 0.933 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.479

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (sum of enantiomers, GC)
• Grade: analytical standard, for terpene analysis
• Optical Purity: enantiomeric ratio: ~2:1
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H18O

DETAILS

Sigma Aldrich - 86477

Other Notes
Highly purified monoterpene. Chiral starting material for many hydroxylation and epoxidation reactions1,2,3