(1S,6R)-3,7,7-trimethylbicyclo[4.1.0]hept-2-ene

• ChemBase ID: 148735
• Molecular Formular: C10H16
• Molecular Mass: 136.23404
• Monoisotopic Mass: 136.12520051
• SMILES: CC1=C[C@H]2[C@H](C2(C)C)CC1
• Canonical SMILES: CC1=C[C@H]2[C@@H](CC1)C2(C)C
• InChI: InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6,8-9H,4-5H2,1-3H3/t8-,9+/m1/s1
• InChIKey: IBVJWOMJGCHRRW-BDAKNGLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,6R)-3,7,7-trimethylbicyclo[4.1.0]hept-2-ene
• IUPAC Traditional name: (1S,6R)-3,7,7-trimethylbicyclo[4.1.0]hept-2-ene
• Synonyms: (1S)-3,7,7-Trimethylbicyclo[4.1.0]hept-2-ene; (+)-2-Carene; (1S)-3,7,7-三甲基二环[4.1.0]庚-2-烯; (+)-2-蒈烯

Database IDs

• CAS Number: 4497-92-1
• EC Number: 224-792-4
• MDL Number: MFCD00066416
• Beilstein Number: 2038651
• PubChem SID: 24853894; 162242910; 24853148
• PubChem CID: 78249

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.8016615
• LogD (pH = 7.4): 2.8016615
• Log P: 2.8016615
• Molar Refractivity: 44.7223 cm^3
• Polarizability: 17.495043 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 167-168 °C(lit.)
• Flash Point: 100.4 °F; 38 °C
• Density: 0.862 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.476; n20/D 1.476(lit.)
• Optical Rotation: [α]20/D +90.0°, c = 6 in ethanol; [α]20/D +90±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: ≥96.0% (sum of enantiomers, GC); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C10H16

DETAILS

Sigma Aldrich - 232386

Packaging
5, 25 mL in glass bottle

Sigma Aldrich - 21984

Other Notes
Preparation of di(2-isocaranyl)borane1; Chiral building block: oxidative cleavage to a keto aldehyde2,3