5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol

• ChemBase ID: 134474
• Molecular Formular: C10H18O
• Molecular Mass: 154.24932
• Monoisotopic Mass: 154.1357652
• SMILES: CC(=CCC(CO)C(=C)C)C
• Canonical SMILES: OCC(C(=C)C)CC=C(C)C
• InChI: InChI=1S/C10H18O/c1-8(2)5-6-10(7-11)9(3)4/h5,10-11H,3,6-7H2,1-2,4H3
• InChIKey: CZVXBFUKBZRMKR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol
• IUPAC Traditional name: lavandulol
• Synonyms: 5-Methyl-2-(1-methylethenyl)-4-hexen-1-ol; 2-Isopropenyl-5-methyl-4-hexen-1-ol; (+/-)-Lavandulol; rac-Lavandulol; (±)-2-Isopropenyl-5-methyl-4-hexen-1-ol; (±)-Lavandulol; (±)-2-异丙烯基-5-甲基-4-己烯-1-醇; (±)-熏衣草醇

Database IDs

• CAS Number: 58461-27-1
• EC Number: 261-264-2
• MDL Number: MFCD00674532
• Beilstein Number: 1722733
• PubChem SID: 162228750; 24874838
• PubChem CID: 94060

CALCULATED PROPERTIES

• Acid pKa: 18.006098
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.3248136
• LogD (pH = 7.4): 2.3248136
• Log P: 2.3248136
• Molar Refractivity: 50.1342 cm^3
• Polarizability: 19.314552 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 208.4 °F; 98 °C
• Density: 0.878 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.470

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥90% (GC)
• Grade: technical
• Empirical Formula (Hill Notation): C10H18O

DETAILS

Toronto Research Chemicals - L195300

A fragrance of lavender oil. The fragrance of the nature-identical (R)-enantiomer ('weak floral, herbal odor with slightly lemon-like, fresh citrus fruity nuance') was superior to those of both the unnatural (S)-enantiomer ('very weak odor') and the racem

REFERENCES

• Oritani, T., et al.: Agric. Biol. Chem., 37, 1923 (1973)
• Cross, H., et al.: Biotechnol. Lett., 26, 457 (1973)