Cyclopropanol
Watchedfieldschanged
Verifiedrevid441485086
PinCyclopropanol
OthernamesCyclopropyl alcohol, Hydroxycyclopropane

Cyclopropanol is an organic compound with the chemical formula C3H6O or (CH3)2CHOH. It contains a cyclopropyl group with a hydroxyl group attached to it. The compound is highly unstable due to the three-membered ring, and is susceptible to reactions that open the ring. It is highly prone to rearrangement, undergoing structural isomerization to form propanal.[1][2] This property is useful synthetically: cyclopropanol can be used as a synthon for the homoenolate of propanal. The chemical is also useful as a reagent to introduce a cyclopropyl group into ester, sulfate, and amine linkages. The resulting cyclopropyl-containing compounds have been used in investigations of potential antiviral drugs[3] and of modulators of protein trafficking.[4]

References

  1. ^ Magrane, J. K. & Cottle, D. L. (1942). "The Reaction of Epichlorohydrin with the Grignard Reagent". J. Am. Chem. Soc.. 64 (3): 484–487. doi:10.1021/ja01255a004
  2. ^ Stahl, G. W. & Cottle, D. L. (1943). "The Reaction of Epichlorohydrin with the Grignard Reagent. Some Derivatives of Cyclopropanol". J. Am. Chem. Soc.. 65 (9): 1782–1783. doi:10.1021/ja01249a507
  3. ^ "Antiviral compounds". No. 2009005677.
  4. ^ "Modulators of protein trafficking". No. 2009062118.