Problem: Draw a structural formula(s) for the major organic product(s) of the following reaction.Use the wedge/hash bond tools to indicate stereochemistry. You do not have to explicitly draw H atoms. If a group is achiral, do not use wedged or hashed bonds on it. Draw one structure per sketcher. Add additional sketchers using the dropdown menu in the bottom right corner. Separate multiple products using the + sign from the dropdown menu.

🤓 Based on our data, we think this question is relevant for Professor Dougherty's class at UTSA.

FREE Expert Solution

Using the Big Daddy Flowchart, we can determine the mechanism for this reaction:

Q1 → neutral nucleophile

Q2 → 2° leaving group → SN1 + E1 mechanism

This will follow a mechanism:

(1) Formation of carbocation:


(2a) For the SN1 products, nucleophilic attack:

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Problem Details

Draw a structural formula(s) for the major organic product(s) of the following reaction.

  • Use the wedge/hash bond tools to indicate stereochemistry.
  •  You do not have to explicitly draw H atoms.
  •  If a group is achiral, do not use wedged or hashed bonds on it.
  •  Draw one structure per sketcher. Add additional sketchers using the dropdown menu in the bottom right corner. 
  • Separate multiple products using the + sign from the dropdown menu.

Frequently Asked Questions

What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the SN1 SN2 E1 E2 Chart (Big Daddy Flowchart) concept. You can view video lessons to learn SN1 SN2 E1 E2 Chart (Big Daddy Flowchart). Or if you need more SN1 SN2 E1 E2 Chart (Big Daddy Flowchart) practice, you can also practice SN1 SN2 E1 E2 Chart (Big Daddy Flowchart) practice problems.

What professor is this problem relevant for?

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