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.
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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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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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>).](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F408732c2-67aa-456b-a4f7-83bd2d9f642d%2F6ca64965-81f2-40f3-85b5-8d7d6b180ce5%2F7v2in7q_processed.jpeg&w=3840&q=75)
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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