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mechanism of (trans)-(1S, 2S) -2-méthylcyclohexan-1-ol with Br-

a) When the (trans) - (1S, 2S) -2-methylcyclohexan-1-ol is placed in the presence of hydrobromic acid diluted in water at room temperature, the substrate undergoes a substitution reaction. The speed of the reaction only depends on the concentration of the substrate. The optical activity of the substitution result deflects polarized light. Suggest a reaction mechanism which is consistent with the information provided and which clearly shows the spatial configuration (3D mechanism) of the starting substrate and that of the products. Justify the choice of your mechanism. Name the products formed and identify their isomeric relationship. b) When the products obtained in A are heated in the presence of sodium tert-butanoate, only one of the products obtained in A undergoes an elimination reaction. In this case, the speed depends on the concentration of the substrate and this substrate. The reaction leads to only one product. Propose a reaction mechanism which is consistent with the information provided and which clearly shows the spatial configuration (3D mechanism) of the starting substrate and that of the products. Justify the choice of your mechanism and explain why only one of the previously obtained products reacts. Name the product formed.

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