17299-10-4

Usage

Uses

Used in Pharmaceutical Industry:
1-(bromomethyl)cyclohexanol is used as an intermediate for the production of various pharmaceuticals. Its role in this application is attributed to its ability to facilitate the synthesis of complex organic molecules that are integral to the development of new drugs and medications.
Used in Agrochemical Industry:
In the agrochemical sector, 1-(bromomethyl)cyclohexanol is utilized as an intermediate in the synthesis of compounds that are employed in the development of pesticides, herbicides, and other agricultural products. Its contribution to this industry lies in its capacity to aid in the creation of effective and targeted agrochemicals.
Used in Research and Development:
1-(bromomethyl)cyclohexanol is also used as a starting material for various organic synthesis reactions in research and development. Its significance in this application stems from its potential to initiate a range of chemical reactions, enabling the exploration of novel compounds and advancements in the field of organic chemistry.
Safety Precautions:
Given the hazardous nature of 1-(bromomethyl)cyclohexanol, it is crucial to handle 1-(bromomethyl)cyclohexanol with appropriate safety measures. This includes working in a well-ventilated area and using personal protective equipment, such as gloves, goggles, and a face shield, to minimize the risk of exposure and potential health hazards.

Upstream product

• 185-70-6 1-oxaspiro(2.5)octane 
• 1192-37-6 methylenecyclohexane 
• 108-94-1 cyclohexanone 
• 74-95-3 1,1-dibromomethane 

Downstream Products

• 88476-36-2 1-(bromomethyl)-1-cyclohexyl phenylcarbamate 
• 88476-49-7 1-(bromomethyl)-1-cyclohexyl chloroformate 

Relevant academic research and scientific papers

A new entry of highly selective and nucleophilic BrH2C-and CLH2c-titanium complexes for carbonyl coupling

The direct coupling of various aldehydes and ketones with CH2Br2 or CH2Cl2 promoted by TiCl4-Mg bimetallic complex provides an extremely simple, practical, and efficient approach for the construction of bromomethyl or chloromethyl carbinols. The high chemoselectivity of this chemistry is illus-trated by the TiCl4-Mg-promoted selective coupling of CH2Br2 or CH2Cl2 with an aldehyde in the presence of ketone and selective transfer of CH2Br or CH2Cl to saturated carbonyl moiety. This protocol is also suitable for sterically hindered and enoliza-ble carbonyl compounds.

Mechanism-guided design of flow systems for multicomponent reactions: Conversion of CO2 and olefins to cyclic carbonates

A mechanism-guided design of a multi-step flow system enabled an efficient general process for the synthesis of cyclic carbonates from alkenes and CO 2. The flow system proved to be an ideal platform for multicomponent reactions because it was straightforward to introduce reagents at specific stages without their interacting with each other or with reaction intermediates prone to destruction by them. This system exhibited superior reactivity, increased yield, and broader substrate scope relative to conventional batch conditions and suppressed the formation of undesired byproducts, such as, epoxides and 1,2-dibromoalkanes. The Royal Society of Chemistry 2014.

Et2Zn-mediated rearrangement of bromohydrins

(Chemical Equation Presented) A simple and highly efficient method for the rearrangement of bromohydrins mediated by Et2Zn to synthesize carbonyl compounds was described. Various β-bromo alcohols were treated with 0.6 equiv of Et2Zn to form a zinc complex in CH 2Cl2 at room temperature for 2 h, followed by 1,2-migration to give the corresponding carbonyl compounds. This remarkable and clean rearrangement is general for acyclic and cyclic bromohydrins, and a variety of ring-expansive and -contractive carbonyl compounds were obtained in good to excellent yields according to the feature of the starting bromohydrins. The functional group tolerance of organozinc reagents in this reaction will be useful in organic synthesis. The scope and limitations of this rearrangement process were also investigated.

Green approach for the conversion of olefins into vic-halohydrins using N-halosuccinimides in ionic liquids

Alkenes undergo smooth bromo- and iodohydroxylation with N-bromo- and N-iodosuccinimides/water, respectively, using the air and moisture stable ionic liquid [bmim]BF4 as a novel recyclable reaction medium in high to quantitative yields. N-Halosuccinimides show enhanced reactivity in ionic liquids thereby reducing the reaction times and improving the yields considerably.

Regio- and Stereoselective Synthesis of β-Halohydrins from 1,2-Epoxides with Ammonium Halides in the Presence of Metal Salts

A simple efficient, stereoselective, and regioselective method for the synthesis of β-chlorohydrins, β-bromohydrins, and β-iodohydrins by the direct opening of 1,2-epoxides with the corresponding ammonium halide in acetonitrile, in the presence of metal salts, is described.This new method appears to be of general use and competitive with the other methods previously reported.