DBU (short for 1,8-Diazabicyclo[5.4.0]undec-7-ene) is what is called a non-nucleophilic base because it will preferentially react via an E2 reaction over an SN2 reaction. Write the products of the following E2 reaction: DBU E2 CH;CH,Br a) Write the mechanism.

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**Description and Task:**

**DBU (short for 1,8-Diazabicyclo[5.4.0]undec-7-ene)** is what is called a non-nucleophilic base because it will preferentially react via an E2 reaction over an S<sub>N</sub>2 reaction. Write the products of the following E2 reaction:

**Chemical Equation:**

- **DBU** (structural formula: a bicyclic compound with two nitrogen atoms)

- **CH<sub>3</sub>CH<sub>2</sub>Br** (ethyl bromide)

**Reaction:**

- Reactants: DBU + CH<sub>3</sub>CH<sub>2</sub>Br
- Products: Results from an E2 elimination reaction leading to the formation of ethylene (CH<sub>2</sub>=CH<sub>2</sub>).

**Task:**

a) Write the mechanism.

**Explanation:**

- **Diagram:** The diagram shows a bicyclic compound labeled as DBU on the left, reacting with ethyl bromide (CH<sub>3</sub>CH<sub>2</sub>Br) to undergo an E2 reaction.

- **Mechanism:** 
  - In an E2 reaction, the base (DBU) abstracts a proton from the β-carbon adjacent to the leaving group (Br).
  - This results in the simultaneous formation of a double bond and the expulsion of the leaving group (Br<sup>-</sup>), leading to the formation of ethylene (CH<sub>2</sub>=CH<sub>2</sub>).
Transcribed Image Text:**Description and Task:** **DBU (short for 1,8-Diazabicyclo[5.4.0]undec-7-ene)** is what is called a non-nucleophilic base because it will preferentially react via an E2 reaction over an S<sub>N</sub>2 reaction. Write the products of the following E2 reaction: **Chemical Equation:** - **DBU** (structural formula: a bicyclic compound with two nitrogen atoms) - **CH<sub>3</sub>CH<sub>2</sub>Br** (ethyl bromide) **Reaction:** - Reactants: DBU + CH<sub>3</sub>CH<sub>2</sub>Br - Products: Results from an E2 elimination reaction leading to the formation of ethylene (CH<sub>2</sub>=CH<sub>2</sub>). **Task:** a) Write the mechanism. **Explanation:** - **Diagram:** The diagram shows a bicyclic compound labeled as DBU on the left, reacting with ethyl bromide (CH<sub>3</sub>CH<sub>2</sub>Br) to undergo an E2 reaction. - **Mechanism:** - In an E2 reaction, the base (DBU) abstracts a proton from the β-carbon adjacent to the leaving group (Br). - This results in the simultaneous formation of a double bond and the expulsion of the leaving group (Br<sup>-</sup>), leading to the formation of ethylene (CH<sub>2</sub>=CH<sub>2</sub>).
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