When 2-cyclobutylpropan-2-ol is treated with a solution of HBr in Et2O, 2-bromo-1,1-dimethylcyclopentane is the resulting product. Write the reaction and propose a mechanism using curved arrows notation in each step.
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When 2-cyclobutylpropan-2-ol is treated with a solution of HBr in Et2O, 2-bromo-1,1-
dimethylcyclopentane is the resulting product. Write the reaction and propose a mechanism
using curved arrows notation in each step.
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- Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.single reaction sequence: a certain ketone undergoes alkylation to give new ketone, when reacted with a base and then an alkylating agent, 1-bromopropane. What is the structure of the final ketone product?When 2-iodo-1,4-dimethylcyclohexane is heated in acetic acid, CH3COOH, a mixture of substitution and elimination products is obtained. Provide structures for all possible products, writing [not drawing] the name of the mechanism by which each one is formed.
- Addition of hydrochloride acid to 1-isopropenyl-1-methylcyclopentane generates 1-chloro-1,2,2 trimethylcyclohexane. Draw the complete mechanism, including intermediates, to illustrate electron flow in the reaction.When 2-Methylcyclohexane-1,3-dione was treated with 3-buten-2-one in the presence of EtONa (base), the corresponding bicyclic compound was obtained. Draw the product of this reaction and explain the reaction mechanism of this reaction with figures and sentences. CH3 de EtONa EtOH ?When trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product. However, when cis-2-chloro-1-cyclohexanol is treated with a base, the product is cyclohexanone. Write the mechanism for each of the two reactions.
- If phenoxide ion is allowed to react with 1-bromopentane, pentyl phenyl ether is obtained. However, if cyclohexane is used as the alkyl halide, the major products are phenol and cyclohexene. Explain how these products were formed.Reaction of but-1-ene with HBr gives two products in unequal amounts. In each case, identify the two products, state which is the major product, explain why it is the major product and give the mechanism for its formation.When 2-methylpent-2-eno reacts with HCl two alkyl halides are formed. Present the structures of the formed products and propose a mechanism that explains the formation of these products. Indicate the main product.
- If 1-bromopentane is heated in acetone containing NaOH, what is the alkane produced? Draw and explain the step-by-step mechanism of the production of the compoundWhen treated with NaOH, the bromide below gives an alkene by the E2 mechanism, by elimination of the H atom indicated by the arrow: (a) Draw the Newman projection from which elimination takes place. (b) Draw the mechanism. (c) Draw the product with the proper stereochemistry. (d) Assign the proper stereochemical descriptor to the product. (e) Give the rate equationThe reaction of (S)-2-bromopentane with potassium cyanide to yield 2-methylpentanenitrile (2-cyanopentane) occurs due to a nucleophilic substitution pathway. The reaction is 100% stereospecific. Please explain what this observation tells about the mechanism of the reaction.