cyclopropanol Chemical Properties

Melting point:

180℃

Boiling point:

101-102℃ (760 Torr)

Density 

9.9110 g/cm3

refractive index 

1.4129 (589.3 nm 20℃)

storage temp. 

2-8°C

pka

15.31±0.20(Predicted)

InChI

InChI=1S/C3H6O/c4-3-1-2-3/h3-4H,1-2H2

InChIKey

YOXHCYXIAVIFCZ-UHFFFAOYSA-N

SMILES

C1(O)CC1

Safety Information

RIDADR 

UN1993

cyclopropanol Usage And Synthesis

Description

Cyclopropanols can be readily synthesized via synthetic transformations such as the Kulinkovich cyclopropanation and the Simmons-Smith reaction [1]. Due to the high strains built intrinsically in the three-membered ring, cyclopropanols and their derivatives are highly reactive and can undergo various ring opening/expansion/fragmentation reactions. A significant amount of these ring opening/expansion/fragmentation reactions are catalyzed/promoted by transition metal complexes. In many of these cases, cyclopropanols and their derivatives are considered as the equivalents of homoenolates or β-alkyl radicals.

Uses

Cyclopropanol is a basic building block.

Definition

ChEBI: Cyclopropanol is a cyclopropane in which a hydrogen atom is replaced by a hydroxy group. It is a member of cyclopropanes and an aliphatic alcohol.

References

[1] Xinpei Cai, Mingji Dai, Weida Liang. “Total syntheses via cyclopropanols.” Tetrahedron 75 2 (2019): Pages 193-208.

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