19311-30-9

Upstream product

• 6353-54-4 4-tert-butyl-1-methylcyclohexanol 
• 16980-56-6 cis-4-tert-butyl-1-methylcyclohexanol 
• 98-53-3 4-tercbutyl-cyclohexanone 

Downstream Products

• 27042-32-6 4-tert-Butyl-1,1-dimethylcyclohexan 
• 4001-94-9 trans-1-tert-butyl-4-methyl-cyclohexane 
• 3325-80-2 cis-1-tert-butyl-4-methyl-cyclohexane 
• 3419-74-7 4-tert-Butyl-1-methylcyclohex-1-en 

Relevant academic research and scientific papers

Activation of the silicon-halogen bond by bismuth (III) halides. Halogenation of alcohols: prospective and mechanism

In the presence of catalytic amount of BiCl3, chloromethylsylanes can be used as chlorinating agents for alcohols, and as chloro-dealkylating agents for silyl ethers and carboxylic and sulfonic esters.The chlorination of (R)-(-)-octan-2-ol and the (R)-(-)-2-mesyloctane by TMSCl gave predominantly the (S)-(+)-2-chlorooctane with inversion of configuration at secondary carbon.According to the class of alcohol, the mechanism involves SN2, SN2' or SN1 processes.This new activation of the Si-Cl bond, probably trough a Si-Cl...BiCl3 interaction gives a hard-soft reagent that can generate a silicenium cation, was also observed with Me3SiBr, BiBr3 and Me3SiI, BiI3 systems.The reaction is also presented as a possible alcoholysis of chlorosilanes, which can lead to siloxanes in non-aqueous conditions. catalysis / halogenation / alcohol / ester / silyl ether / chlorosilane / chlorotrimethylsilane / bromotrimethylsilane / iodotrimethylsilane / siloxane / bismuth (III) halide

Diastereofacial selectivity in reactions of substituted cyclohexyl radicals. An experimental and theoretical study

The diastereofacial selectivity in reactions of a series of alkyl-substituted cyclohexyl radicals has been investigated. In additions of cyclohexyl radicals to alkenes, it has been found that only substituents bound at the olefinic center being attacked by the radical influence the equatorial-axial selectivity. Substituents bound to the radical center or axial substituents β to the radical center lead to increased axial attack. Equatorial β-substituents or axial γ-substituents increase the amount of equatorial attack. The same trends are observed for halogen and hydrogen abstraction reactions; the amount of axial reaction product is usually somewhat higher than in the addition reactions. The stereoselectivities can be explained with steric and torsional effects very similar to those suggested for nucleophilic addition reactions to cyclohexanones. A MM2 force field has been parameterized to gain further insight into the stereochemistry of the reaction.