(1S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one

• ChemBase ID: 152276
• Molecular Formular: C10H16O
• Molecular Mass: 152.23344
• Monoisotopic Mass: 152.12011513
• SMILES: C[C@]12CC[C@H](C1)C(C2=O)(C)C
• Canonical SMILES: O=C1[C@@]2(C)CC[C@@H](C1(C)C)C2
• InChI: InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
• InChIKey: LHXDLQBQYFFVNW-XCBNKYQSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
• IUPAC Traditional name: (+)-fenchone
• Synonyms: (+)-1,3,3-Trimethyl-2-norbornanone; (1S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one; (+)-Fenchone; (+)-1,3,3-三甲基-2-降冰片酮; (1S)-1,3,3-三甲基二环[2.2.1]庚-2-酮; (+)-葑酮

Database IDs

• CAS Number: 4695-62-9
• EC Number: 225-160-0
• MDL Number: MFCD00070689
• Beilstein Number: 2206555
• PubChem SID: 24869939; 24869936; 162246421
• PubChem CID: 1201521

CALCULATED PROPERTIES

• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.06492
• LogD (pH = 7.4): 3.06492
• Log P: 3.06492
• Molar Refractivity: 44.5438 cm^3
• Polarizability: 17.763361 Å^3

PROPERTIES

Physical Property

• Melting Point: 5-7 °C(lit.)
• Boiling Point: 63-65 °C/13 mmHg(lit.)
• Flash Point: 150.8 °F; 66 °C
• Density: 0.945 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.462; n20/D 1.463
• Optical Rotation: [α]20/D +60±3°, neat; [α]20/D +62±1°, neat

Safety Information

• RTECS: RB7875200
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); ≥99.5% (sum of enantiomers, GC)
• Grade: analytical standard, for terpene analysis; primary reference standard; purum
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H16O

DETAILS

Sigma Aldrich - 46208

Other Notes
Highly purified (+)-fenchone; the keto function can be transformed in many ways1,2