When 3,3-dimethyl-2-bu tanol is treated with concentrated HI, a rearrangement takes place. Which alkyl iodide would you expectfrom the reaction? Show the mechanism by which it is formed. A. Draw the product of the reaction of 3,3-dimethyl-2-butanol with concentrated HI. B. Write the mechanism for step one of this reaction. Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. C. Write the mechanism for step two of this reaction. Show lone pairs and formal charges. No hydrogen should be shown drawn out with a covalent bond in this step. D. Write the mechanism for step three of this reaction. Show lone pairs and formal charges. NOTE: When drawing mechanistic steps that involve the movement of bonds (such as in a methyl or hydride shift), dotted lines will appear that show which carbon of the bond that you are moving will attack the other group or carbocation. Pay careful attention to those dotted lines when drawing your mechanism. E. Write the mechanism for the final step of this reaction. Show lone pairs and formal charges.

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When 3,3-dimethyl-2-bu

tanol is treated with concentrated HI, a rearrangement takes place. Which alkyl iodide would you expectfrom the reaction? Show the mechanism by which it is formed.

A. Draw the product of the reaction of 3,3-dimethyl-2-butanol with concentrated HI.

B. Write the mechanism for step one of this reaction. Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond.

C. Write the mechanism for step two of this reaction. Show lone pairs and formal charges. No hydrogen should be shown drawn out with a covalent bond in this step.

D. Write the mechanism for step three of this reaction. Show lone pairs and formal charges.

NOTE: When drawing mechanistic steps that involve the movement of bonds (such as in a methyl or hydride shift), dotted lines will appear that show which carbon of the bond that you are moving will attack the other group or carbocation. Pay careful attention to those dotted lines when drawing your mechanism.

E. Write the mechanism for the final step of this reaction. Show lone pairs and formal charges.

 

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