(1aS,1bR,2R,4aS,7aR)-1,1,2-trimethyl-5-methylidene-decahydro-1H-cyclopropa[e]azulene

• ChemBase ID: 157919
• Molecular Formular: C15H24
• Molecular Mass: 204.35106
• Monoisotopic Mass: 204.18780077
• SMILES: C[C@@H]1CC[C@H]2[C@@H]1[C@H]1[C@H](C1(C)C)CCC2=C
• Canonical SMILES: C[C@@H]1CC[C@H]2[C@@H]1[C@H]1[C@H](C1(C)C)CCC2=C
• InChI: InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10-14H,1,5-8H2,2-4H3/t10-,11-,12-,13-,14-/m1/s1
• InChIKey: ITYNGVSTWVVPIC-DHGKCCLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1aS,1bR,2R,4aS,7aR)-1,1,2-trimethyl-5-methylidene-decahydro-1H-cyclopropa[e]azulene
• IUPAC Traditional name: (1aS,1bR,2R,4aS,7aR)-1,1,2-trimethyl-5-methylidene-octahydro-1aH-cyclopropa[e]azulene
• Synonyms: (-)-allo-Aromadendrene; (-)-Alloaromadendrene

Database IDs

• CAS Number: 25246-27-9
• MDL Number: MFCD16652612
• Beilstein Number: 2357213
• PubChem SID: 162252055; 24845865
• PubChem CID: 10899740

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.146064
• LogD (pH = 7.4): 4.146064
• Log P: 4.146064
• Molar Refractivity: 64.6954 cm^3
• Polarizability: 25.986029 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 265-267 °C(lit.)
• Flash Point: 120 °C; 248 °F
• Density: 0.923 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.501
• Optical Rotation: [α]20/D -33±1°, neat

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C15H24

DETAILS

Sigma Aldrich - 05680

Application
Alloaromadendrene can be used to study chiral building blocks, complex molecules, chemical syntheses and asymmetric syntheses. Alloaromadendrene has been used to apply headspace solid-phase microextraction (HS-SPME) coupled with GC/FID and GC/MS to the analysis of the volatile fraction of an Ephedra species. Alloaromadendrene has also been used to examine the temporal changes of methyl eugenol metabolites in Bactrocera correcta (guava fruit fly) male rectal glands.