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cyclopropanol
Sign in to saveCyclopropanol 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. 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-c
Chemical data
- Formula
- C3H6O
- Molecular weight
- 58.08 g/mol
- IUPAC name
- cyclopropanol
- SMILES
- C1CC1O
- InChIKey
- YOXHCYXIAVIFCZ-UHFFFAOYSA-N
- XLogP
- 0.1
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- secondary alcohol
- Has part
- oxygen
- Mass
- 58.041865
Show 3 more facts
- chemical formula
- C₃H₆O
- canonical SMILES
- C1CC1O
- Commons category
- Cyclopropanol
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
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. 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 and of modulators of protein trafficking.
== References ==
Excerpted from Wikipedia’s “cyclopropanol” article, available under the CC BY-SA 4.0 licence.