cyclopropanol Property

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

RIDADR 

UN1993

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H318Causes serious eye damage

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

cyclopropanol Chemical Properties,Usage,Production

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.