[(4S)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol

• ChemBase ID: 138211
• Molecular Formular: C10H16O
• Molecular Mass: 152.23344
• Monoisotopic Mass: 152.12011513
• SMILES: CC(=C)[C@H]1CCC(=CC1)CO
• Canonical SMILES: OCC1=CC[C@H](CC1)C(=C)C
• InChI: InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m1/s1
• InChIKey: NDTYTMIUWGWIMO-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4S)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol
• IUPAC Traditional name: (-)-perillyl alcohol
• Synonyms: p-Mentha-1,8-diene-7-ol; (S)-(-)-Perillyl alcohol; (S)-p-Mentha-1,8-dien-7-ol; (S)-4-Isopropenyl-1-cyclohexenylmethanol; (-)-Perillyl alcohol; (S)-(4-(Prop-1-en-2-yl)cyclohex-1-en-1-yl)methanol; 对薄荷-1,8-二烯-7-醇; (S)-(-)-紫苏醇; (S)-4-异丙烯基-1-环己烯基甲醇; (S)-对薄荷-1,8-二烯-7-醇; (-)-紫苏子醇

Database IDs

• CAS Number: 18457-55-1
• MDL Number: MFCD00062995
• Beilstein Number: 2501605
• PubChem SID: 24853064; 24901225; 24887186; 162232469
• PubChem CID: 369312
• FEMA ID: 2664
• Council of Europe Number: 2024
• Flavis Number: 2.06

CALCULATED PROPERTIES

• Acid pKa: 16.85657
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.9390415
• LogD (pH = 7.4): 1.9390415
• Log P: 1.9390415
• Molar Refractivity: 48.255 cm^3
• Polarizability: 18.574406 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 119-121 °C/11 mmHg(lit.)
• Flash Point: 110 °C; 230 °F
• Density: 0.959 g/mL at 20 °C(lit.); 0.96 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.501; n20/D 1.501(lit.)
• Optical Rotation: [α]20/D -101±2°, neat; [α]20/D -88°, c = 1 in methanol; [α]22/D -88°, c = 1 in methanol
• Organoleptic: green; fatty

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FDA 21 CFR (172.515)

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 95+%; 96%
• Grade: analytical standard, for terpene analysis; Halal
• Empirical Formula (Hill Notation): C10H16O

DETAILS

Sigma Aldrich - W266418

Packaging
1 kg in poly bottle
Packaged in glass bottles
1 sample in glass bottle
100 g in poly bottle
5 kg in poly drum

Sigma Aldrich - 218391

Packaging
10, 50 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 218391.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.