CAS 19894-98-5

(1R,3S,5R)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol

Description:

(1R,3S,5R)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol is a bicyclic organic compound characterized by its unique bicyclo[3.1.1]heptane structure, which consists of a seven-membered ring system with two bridgehead carbon atoms. The presence of multiple methyl groups at the 6-position contributes to its steric bulk and influences its reactivity and physical properties. The compound features a hydroxyl (-OH) group at the 3-position, which imparts alcohol characteristics, making it polar and capable of hydrogen bonding. This hydroxyl group also plays a crucial role in the compound's solubility in polar solvents. The specific stereochemistry, indicated by the (1R,3S,5R) configuration, suggests that the compound has distinct spatial arrangements that can affect its biological activity and interactions with other molecules. Overall, this compound is of interest in organic synthesis and may have applications in medicinal chemistry, particularly in the development of pharmaceuticals or as a building block in complex organic molecules.

Formula: C₁₀H₁₆O

InChI: InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7-,8+,9+/m1/s1

InChI key: InChIKey=LCYXQUJDODZYIJ-VGMNWLOBSA-N

SMILES: CC1(C)[C@]2(C[C@@]1(C[C@H](O)C2=C)[H])[H]

Synonyms:

• Bicyclo[3.1.1]heptan-3-ol, 6,6-dimethyl-2-methylene-, (1R,3S,5R)-
• (1R,3S,5R)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol
• 2(10)-Pinen-3-ol, (1R,3S,5R)-(+)-
• Bicyclo[3.1.1]heptan-3-ol, 6,6-dimethyl-2-methylene-, [1R-(1α,3α,5α)]-
• d-trans-Pinocarveol

(1R,3S,5R)-6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol

CAS: 19894-98-5

(1R,3S,5R)-6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol is a natural product with β-pinene and α-pinene as its main components. The enantiomers of this compound have been analysed by gas chromatography and mass spectrometry (GC/MS). The 1H and 13C nuclear magnetic resonance (NMR) spectra of the enantiomer in cell culture media were obtained. Lanthanide shift experiments were performed to determine if lanthanides could be used as a weighting agent for the NMR spectra. The 1H NMR spectrum was obtained from a cell free system using the residuals from cells cultured with the enantiomer. A residual spectrum was obtained from the cells cultured with (1R,3S,5R)-6,6-dimethylbicyclo[3.1.1

Formula: C₁₀H₁₆O

Purity: Min. 95%

Molecular weight: 152.23 g/mol

Ref: 3D-UAA89498