36399-24-3

Basic information

• Product Name: Cyclohexanol, 1-(oxiranylmethyl)-
• Synonyms: Cyclohexanol,1-(oxiranylmethyl);1-oxiranylmethyl-cyclohexanol;1-<1-Hydroxy-cyclohexyl>-2,3-oxido-propan;1-(2,3-epoxypropyl)cyclohexane-1-ol;1-(2,3-Epoxypropyl)-1-cyclohexanol
• CAS NO: 36399-24-3
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Mol File: 36399-24-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Cyclohexanol, 1-(oxiranylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanol, 1-(oxiranylmethyl)-(36399-24-3)
• EPA Substance Registry System: Cyclohexanol, 1-(oxiranylmethyl)-(36399-24-3)

Safety Data

• Hazardous Substances Data: 36399-24-3(Hazardous Substances Data)

Upstream product

• 1123-34-8 1-allyl-1-cyclohexanol 
• 108-94-1 cyclohexanone 

Downstream Products

• 29839-61-0 1-oxaspiro[4.5]decan-3-ol 
• 61266-65-7 1-oxaspiro[3,5]nonan-2-yl methanol 
• 37926-11-7 1-(2-Hydroxy-3-phenylamino-propyl)-cyclohexanol 
• 55862-21-0 (±)-4-cyclohexyl-1,2,4-butanetriol 

Relevant articles and documents

Organocatalytic Trapping of Elusive Carbon Dioxide Based Heterocycles by a Kinetically Controlled Cascade Process

A conceptually novel approach is described for the synthesis of six-membered cyclic carbonates derived from carbon dioxide. The approach utilizes homoallylic precursors that are converted into five-membered cyclic carbonates having a β-positioned alcohol group in one of the ring substituents. The activation of the pendent alcohol group through an N-heterocyclic base allows equilibration towards a thermodynamically disfavored six-membered carbonate analogue that can be trapped by an acylating agent. Various control experiments and computational analysis of this manifold are in line with a process that is primarily dictated by a kinetically controlled acylation step. This cascade process delivers an ample diversity of six-membered cyclic carbonates in excellent yields and chemoselectivities under mild reaction conditions.

Green Organocatalytic Dihydroxylation of Alkenes

An inexpensive, green, metal-free one-pot procedure for the dihydroxylation of alkenes is described. H2O2 and 2,2,2-trifluoroacetophenone were employed as the oxidant and organocatalyst, respectively, in this highly sustainable protocol in which a variety of homoallylic alcohols, aminoalkenes, and simple alkenes were converted into the corresponding polyalcohols in good to excellent yields. This process takes advantage of an epoxidation reaction followed by an acidic treatment in which water participates in the ring opening of the in situ prepared epoxide to lead to the desired product.

Stereoselective synthesis of polysubstituted tetrahydropyrans by radical cyclization of epoxides using a transition-metal radical source

Epoxyalkyl propargyl ethers 3a-f and allyl epoxyalkyl ethers 6a-c smoothly undergo radical cyclization reactions using a titanium(III) species (Cp 2TiCl) as the radical initiator to form polysubstituted tetrahydropyrans 4a-f and 7a-c in good yi