Cyclopropanol is an organic compound with the chemical formula C3H6O. 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.[3][4] 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[5] and of modulators of protein trafficking.[6]
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Preferred IUPAC name
Cyclopropanol | |
Other names
Cyclopropyl alcohol, Hydroxycyclopropane
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Identifiers | |
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3D model (JSmol)
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ChemSpider |
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ECHA InfoCard | 100.217.724 |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C3H6O | |
Molar mass | 58.080 g·mol−1 |
Density | 0.917 g/mL[1] |
Boiling point | 101 to 102 °C (214 to 216 °F; 374 to 375 K)[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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