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CAS 22422-34-0

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(1R,2R,3S,5R)-(-)-2,3-Pinanediol

Description:
(1R,2R,3S,5R)-(-)-2,3-Pinanediol, with the CAS number 22422-34-0, is a chiral organic compound belonging to the class of pinanediols, which are bicyclic alcohols derived from pinene. This compound features two hydroxyl (-OH) groups located at the 2 and 3 positions of the pinane framework, contributing to its diol classification. Its stereochemistry is defined by the specific arrangement of its four chiral centers, which influences its physical and chemical properties, including solubility and reactivity. Typically, pinanediols exhibit a relatively high boiling point and moderate polarity due to the presence of hydroxyl groups. They are often used in organic synthesis and as intermediates in the production of various chemical compounds. Additionally, the specific stereochemistry of (1R,2R,3S,5R)-(-)-2,3-Pinanediol may impart unique biological activities, making it of interest in fields such as pharmaceuticals and agrochemicals. Its enantiomeric form can also play a significant role in determining its interactions in biological systems.
Formula:C10H18O2
InChI:InChI=1/C10H18O2/c1-9(2)6-4-7(9)10(3,12)8(11)5-6/h6-8,11-12H,4-5H2,1-3H3/t6-,7-,8-,10+/m0/s1
InChI key:MOILFCKRQFQVFS-BDNRQGISSA-N
SMILES:C[C@]1([C@@H]2C[C@@H](C2(C)C)C[C@@H]1O)O
Synonyms:
  • (-)-2-Hydroxyisopinocampheol
  • (1R-(1alpha,2beta,3beta,5alpha))-2,6,6-Trimethylbicyclo[3.3.1]heptane-2,3-diol
  • (1R,2R,3S,5R)-(-)-Pinanediol
  • (1R,2R,3S,5R)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol
  • (1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol
  • Pinanediol
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