6876-10-4

Upstream product

• 7299-42-5 δ-terpineol 
• 19620-36-1 4-(propan-2-ylidene)cyclohexan-1-one 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 19620-35-0 8-(propan-2-ylidene)-1,4-dioxaspiro[4.5]decane 
• 25570-97-2 1,4,8-tribromo-trans-p-menthane 
• 141-52-6 sodium ethanolate 

Downstream Products

• 50429-75-9 (r-1,c-4)-1,4,7,8-tetrabromo-p-menthane 
• 51941-39-0 1,7-dibromo-p-menth-4⁽⁸⁾-ene 

Relevant academic research and scientific papers

Halogenated Terpenoids. XXIX the 1-Bromo 1-Bromomethyl Cyclohexyl System

Bromination of methylene groups exocyclic to cyclohexyl systems normally affords two isomeric products; the axial 1-bromo equatorial 1-bromomethyl compound and the axial 1-bromomethyl equatorial 1-bromo derivative. Free energy differences between these two isomers, and the conformations adopted by the axial 1-bromomethyl group, have been explored by n.m.r. spectroscopy, by X-ray crystallography and by MM3 calculations. Evidence is presented to show that the ax-bromomethyl group exists primarily as those rotamers which site the bromine atom synclinal to the vicinal bromine. The A value for a bromomethyl group in this system is then similar to that of an unsubstituted methyl group.