(1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene

• ChemBase ID: 155866
• Molecular Formular: C15H24
• Molecular Mass: 204.35106
• Monoisotopic Mass: 204.18780077
• SMILES: CC1=CCCC(=C)[C@H]2CC([C@@H]2CC1)(C)C
• Canonical SMILES: CC1=CCCC(=C)[C@@H]2[C@@H](CC1)C(C2)(C)C
• InChI: InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1
• InChIKey: NPNUFJAVOOONJE-GFUGXAQUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
• IUPAC Traditional name: caryophyllene
• Synonyms: β-Caryophyllene; trans-(1R,9S)-8-Methylene-4,11,11-trimethylbicyclo[7.2.0]undec-4-ene; (-)-trans-Caryophyllene; β-石竹烯; 反式-(1R,9S)-8-亚甲基-4,11,11-三甲基二环[7.2.0]十一烷-4-烯; (-)-反式石竹烯

Database IDs

• CAS Number: 87-44-5
• EC Number: 201-746-1
• MDL Number: MFCD00075925
• Beilstein Number: 2044564
• PubChem SID: 162250004; 24853189
• PubChem CID: 5281515

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.5193095
• LogD (pH = 7.4): 4.5193095
• Log P: 4.5193095
• Molar Refractivity: 67.4524 cm^3
• Polarizability: 26.500362 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 262-264 °C(lit.)
• Flash Point: 204.8 °F; 96 °C
• Density: 0.902 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.499
• Optical Rotation: [α]20/D -10±1°, neat

Safety Information

• RTECS: DT8400000
• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥98.5% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C15H24

DETAILS

Sigma Aldrich - 22075

Packaging
1, 5, 25 mL in glass bottle