(1R,8S)-2,2,7,7-tetramethyltricyclo[6.2.1.01,6]undec-5-ene

• ChemBase ID: 131905
• Molecular Formular: C15H24
• Molecular Mass: 204.35106
• Monoisotopic Mass: 204.18780077
• SMILES: CC1(CCC=C2[C@]31CC[C@H](C3)C2(C)C)C
• Canonical SMILES: CC1(C)[C@@H]2CC[C@@]3(C1=CCCC3(C)C)C2
• InChI: InChI=1S/C15H24/c1-13(2)8-5-6-12-14(3,4)11-7-9-15(12,13)10-11/h6,11H,5,7-10H2,1-4H3/t11-,15-/m0/s1
• InChIKey: CQUAYTJDLQBXCQ-NHYWBVRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,8S)-2,2,7,7-tetramethyltricyclo[6.2.1.0^1,^6]undec-5-ene
• IUPAC Traditional name: (1R,8S)-2,2,7,7-tetramethyltricyclo[6.2.1.0^1,^6]undec-5-ene
• Synonyms: (1R)-2,2,7,7-Tetramethyltricyclo[6.2.1.01.6]undec-5-ene; (-)-Isolongifolene; (1R)-2,2,7,7-四甲基三环[6.2.1.01.6]十一-5-烯; (-)-异长叶烯

Database IDs

• CAS Number: 1135-66-6
• EC Number: 214-494-2
• MDL Number: MFCD00042616
• Beilstein Number: 2207559
• PubChem SID: 162226182; 24881065
• PubChem CID: 11127402

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.1141863
• LogD (pH = 7.4): 4.1141863
• Log P: 4.1141863
• Molar Refractivity: 65.6209 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: 255-256 °C
• Flash Point: 120.2 °F; 49 °C
• Density: 0.930 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.499
• Optical Rotation: [α]20/D -138±2°, c = 1% in ethanol

Safety Information

• UN Number: 2319
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 10
• GHS Pictograms: GHS02
• GHS Signal Word: Warning
• GHS Hazard statements: H226
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2319 3/PG 3

Product Information

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

DETAILS

Sigma Aldrich - 58924

Other Notes
This (-)-isolongifolene has an enantiomeric purity of 93%; it is thus the highest purity material ever offered commercially1; the double bond can be epoxidized2
Packaging
1 mL in glass bottle