(7R)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.02,9]undecane

• ChemBase ID: 139223
• Molecular Formular: C15H24
• Molecular Mass: 204.35106
• Monoisotopic Mass: 204.18780077
• SMILES: C[C@@]12CCCC(C3C1CCC3C2=C)(C)C
• Canonical SMILES: C=C1C2CCC3[C@@]1(C)CCCC(C23)(C)C
• InChI: InChI=1S/C15H24/c1-10-11-6-7-12-13(11)14(2,3)8-5-9-15(10,12)4/h11-13H,1,5-9H2,2-4H3/t11?,12?,13?,15-/m0/s1
• InChIKey: PDSNLYSELAIEBU-WOFVOEOOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7R)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0^2,^9]undecane
• IUPAC Traditional name: (7R)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0^2,^9]undecane
• Synonyms: (1R,2S,7S,9S)-3,3,7-Trimethyl-8-methylenetricyclo[5.4.0.02.9]undecane; [1S-(1α,3aβ,4α,8aβ)]-Decahydro-4,8,8-trimethyl-9-methylene-1,4-methanoazulene; (+)-Longifolene; (1R,2S,7S,9S)-3,3,7-三甲基-8-亚甲基三环[5.4.0.02.9]十一烷; [1S-(1α,3aβ,4α,8aβ)]-十氢-4,8,8-三甲基-9-亚甲基-1,4-甲桥薁; (+)-长叶烯

Database IDs

• CAS Number: 475-20-7
• EC Number: 207-491-2
• MDL Number: MFCD00082306
• Beilstein Number: 2044263
• PubChem SID: 162233471; 24882263
• PubChem CID: 16217634

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.159092
• LogD (pH = 7.4): 4.159092
• Log P: 4.159092
• Molar Refractivity: 64.6219 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: 254 °C/706 mmHg(lit.)
• Flash Point: 101 °C; 213.8 °F
• Density: 0.928 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.504(lit.); n20/D 1.505
• Optical Rotation: [α]20/D +45±2°, neat

Safety Information

• RTECS: PB7724500
• German water hazard class: 2
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H400
• GHS Precautionary statements: P273
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C15H24

DETAILS

Sigma Aldrich - 62635

Other Notes
Building block for the synthesis of hydroazulenes1,2; Preparation of dilongifolylborane, an effective chiral hydroborating agent3