Problem: Draw the product(s) of the following reactions.

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We’re being asked to draw the products for the given reactions.


Recall that leaving group conversions of alcohols can be achieved using these reagents:

1) HX: alcohols are converted into alkyl halides. The mechanism for this depends on the type of alcohol involved:

1˚ Alcohols: follow an SN2 mechanism

2˚ and 3˚ Alcohols: follow an SN1 mechanism


2) SOCl2 or PBr3: alcohols are converted into alkyl halides. Both reagents follow an SN2 mechanism, with inversion of configuration.


3) Sulfonyl Chloride: alcohols are converted into sulfonyl esters. This proceeds without the use of SN2 mechanism, which means we expect retention of configuration.


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Problem Details

Draw the product(s) of the following reactions.

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Our tutors have indicated that to solve this problem you will need to apply the Leaving Group Conversions Summary concept. You can view video lessons to learn Leaving Group Conversions Summary. Or if you need more Leaving Group Conversions Summary practice, you can also practice Leaving Group Conversions Summary practice problems.

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Based on our data, we think this problem is relevant for Professor Elshorbany's class at USF.