(1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecane

• ChemBase ID: 137833
• Molecular Formular: C15H24O
• Molecular Mass: 220.35046
• Monoisotopic Mass: 220.18271539
• SMILES: C[C@@]12CC[C@@H]3[C@H](CC3(C)C)C(=C)CC[C@H]1O2
• Canonical SMILES: C=C1CC[C@H]2O[C@@]2(CC[C@@H]2[C@@H]1CC2(C)C)C
• InChI: InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1
• InChIKey: NVEQFIOZRFFVFW-RGCMKSIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.0^4,^6]dodecane
• IUPAC Traditional name: (1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.0^4,^6]dodecane
• Synonyms: (-)-Epoxycaryophyllene; (1R,4R,6R,10S)-9-Methylene-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecane; (-)-Caryophyllene oxide; 6,7-Epoxycaryophyll-3(15)-ene; Caryophyllene oxide; (-)-环氧石竹烯; (1R,4R,6R,10S)-9-亚甲基-4,12,12-三甲基-5-氧杂三环[8.2.0.04,6]十二烷; (-)-氧化石竹烯

Database IDs

• CAS Number: 1139-30-6
• EC Number: 214-519-7
• MDL Number: MFCD00134216
• Beilstein Number: 148213
• PubChem SID: 24853190; 24853061; 162232094; 24862287; 24902045
• PubChem CID: 1742210
• Flavis Number: 16.043

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.618528
• LogD (pH = 7.4): 3.618528
• Log P: 3.618528
• Molar Refractivity: 66.2129 cm^3
• Polarizability: 26.638624 Å^3
• Polar Surface Area: 12.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil
• Melting Point: 62-63 °C; 62-63 °C(lit.)
• Flash Point: 110 °C; 230 °F
• Optical Rotation: [α]20/D -57°, c = 2 in chloroform; [α]20/D -70°, c = 2 in chloroform; [α]20/D -71±1°, c = 2% in chloroform; [α]20/D -71°, c = 2 in chloroform

Safety Information

• RTECS: RP5530000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 86.0; 90%; 95%; 99%
• Grade: technical grade
• Empirical Formula (Hill Notation): C15H24O

DETAILS

Sigma Aldrich - 22076

Other Notes
Carefully purified sesquiterpene; Stereoselective rearrangement to an allyl alcohol1,2; Transformation to an amine3
Packaging
1 g in glass bottle

Sigma Aldrich - W509647

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

Sigma Aldrich - 361992

Packaging
5 g in glass bottle

Sigma Aldrich - 218340

Packaging
250 mg in glass bottle