71648-20-9

Usage

Chemical Class

Chlorinated organic compounds

Parent Compound

7-oxabicyclo[4.1.0]heptane

Bicyclic Structure

Seven-membered ring with an oxygen atom

Industrial Applications

Production of pharmaceuticals, agrochemicals, and as a solvent in chemical processes

Usage

Precursor in the synthesis of other organic compounds

Chemical Structure

Contains three chlorine atoms and one oxygen atom

Reactivity

Highly reactive due to the presence of chlorine atoms

Hazardous Nature

Potentially hazardous chemical requiring careful handling and storage

Health and Environmental Effects

Preventing adverse effects through proper handling and storage

InChI:InChI=1/C6H7Cl3O/c7-5(8)2-1-3-6(9)4(5)10-6/h4H,1-3H2

Upstream product

• 3776-30-5 2,2,6,6-tetrachlorocyclohexanone 
• 56207-45-5 2,2,6,6-tetrachlorocyclohexanol 

Downstream Products

• 145706-17-8 2,2-dichloro-6,6-difluorocyclohexanol 

Relevant academic research and scientific papers

Highly Selective Ring-opening of 1,3,3-Trohalogenoepoxycyclohexanes by Boron Trihalides; Methodology for Determination of the Regioselectivity in the Cyclization of 2,2,6,6-Tertrahalogenocyclohexanols

Reaction of 1,3,3-trihalogeno-7-oxabicycloheptanes with boron trihalides (F, Cl, Br) resulted in the regio- and stereo-selective formation in high yield of the corresponding tetrahalohydrins.In these reactions the hypervalent halogenoborate species are responsible for the selective halogenation of the epoxides by cis opening.A methodology is given to predict the regioselectivity in the epoxidic cyclization of 2,2,6,6-tetrahalogenocyclohexanols.These processes allowed the preparation of all the isomers of 1,3,3-trihalogeno-7-oxabicycloheptanes or 2,2,6,6-tetrahalogenocyclohexanols (X = Cl, F), very useful intermediates.

Nucleophilic Fluorination by Selective Ring Opening of α-Halooxiranes

Reaction of 1,3,3-trihalo-7-oxabicycloheptanes with boron trifluoride-ether or HF*pyridine resulted in the regio- and stereo-selective formation in high yield of the corresponding cis-fluorohydrins; using a succession of cyclisations followed by ring-opening reactions by fluoride afforded an iterative preparation of unknown 2,2,6,6-tetrafluorocyclohexanol 13 starting from the chlorinated analogue 1.