[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methanol

• ChemBase ID: 137635
• Molecular Formular: C10H16O
• Molecular Mass: 152.23344
• Monoisotopic Mass: 152.12011513
• SMILES: CC1([C@H]2CC=C([C@@H]1C2)CO)C
• Canonical SMILES: OCC1=CC[C@H]2C[C@@H]1C2(C)C
• InChI: InChI=1S/C10H16O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,8-9,11H,4-6H2,1-2H3/t8-,9-/m0/s1
• InChIKey: RXBQNMWIQKOSCS-IUCAKERBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methanol
• IUPAC Traditional name: [(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methanol
• Synonyms: (1S)-(+)-Myrtenol; (1R)-2-Pinen-10-ol; (1R)-6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-methanol; (1R)-(-)-Myrtenol; (-)-Myrtenol; Myrtenol; (1S)-(+)-桃金娘烯醇; (1R)-2-蒎烯-10-醇; (1R)-6,6-二甲基二环[3.1.1]庚-2-烯-2-甲醇; (1R)-(-)-桃金娘烯醇; (-)-桃金娘烯醇; 桃金娘烯醇

Database IDs

• CAS Number: 6712-78-3; 19894-97-4
• EC Number: 243-409-1
• MDL Number: MFCD11983075; MFCD00001341
• Beilstein Number: 2206583
• PubChem SID: 162231897; 24851159; 24886063; 24901707
• PubChem CID: 88301
• FEMA ID: 3439
• Council of Europe Number: 10285
• Flavis Number: 2.091

CALCULATED PROPERTIES

• Acid pKa: 17.097551
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.5208902
• LogD (pH = 7.4): 1.5208902
• Log P: 1.5208902
• Molar Refractivity: 46.497 cm^3
• Polarizability: 18.07373 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 220-222 °C(lit.); 221-222 °C(lit.)
• Flash Point: 154.4 °F; 192.2 °F; 193 °F; 68 °C; 89 °C
• Density: 0.954 g/mL at 25 °C(lit.); 0.981 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.496; n20/D 1.496(lit.)
• Optical Rotation: [α]20/D -49±1°, neat; [α]20/D -51°, neat
• Organoleptic: berry; minty; woody; medicinal; vanilla

Safety Information

• German water hazard class: 3
• 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

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥95%; ≥98.5% (sum of enantiomers, GC); 95%; 97%
• Grade: analytical standard, for terpene analysis; Kosher; NI
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H16O

DETAILS

Sigma Aldrich - 188417

Packaging
25, 100 g in glass bottle

Sigma Aldrich - W343900

Biochem/physiol Actions
Taste at 50 ppm
Other Notes
Natural occurrence: Bilberry, buchu oil, hop oil, myrtle oil, pepper, raspberry, scotch spearment, strawberry, Virginia tobacco.
Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in poly drum

Sigma Aldrich - 70158

Other Notes
Use as chiral building block1,2,3,4