Home
Class 12
CHEMISTRY
2 phenylethylbromide when heated with Na...

2 phenylethylbromide when heated with NaOEt, elimination takes place. No deuterium exchange takes place when the reaction is
carried out in `C_(2)H_(5)OD` solvent. The mechanism will be

A

E1 elimination

B

E2 elimination

C

E1cB elimination

D

E2 or E1cB

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the reaction of 2-phenylethyl bromide when heated with sodium ethoxide (NaOEt) and determine the mechanism involved in the elimination process. ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactant in this case is 2-phenylethyl bromide, which can be represented as: \[ \text{C}_6\text{H}_5\text{CH}_2\text{CH}_2\text{Br} \] This compound has a bromine atom attached to a primary carbon adjacent to a phenyl group. 2. **Understand the Reaction Conditions**: The reaction is carried out in the presence of sodium ethoxide (NaOEt), which is a strong base. The conditions suggest that elimination is favored. 3. **Consider the Mechanisms of Elimination**: There are two primary mechanisms for elimination reactions: - E1 (Unimolecular elimination) - E2 (Bimolecular elimination) 4. **Analyze the Deuterium Exchange**: The problem states that no deuterium exchange occurs when the reaction is conducted in a solvent of C2H5OD. This indicates that the hydrogen atom involved in the elimination is not being replaced or exchanged with deuterium from the solvent. 5. **Determine the Type of Elimination**: The absence of deuterium exchange suggests that the hydrogen atom is not being removed to form a carbocation (which would be the case in an E1 mechanism). Instead, it indicates that the elimination occurs in a concerted manner, where the base abstracts a proton and the leaving group (bromine) departs simultaneously. 6. **Conclude the Mechanism**: Since the reaction proceeds without the formation of a carbocation and involves a concerted mechanism, we conclude that the elimination occurs via the E2 mechanism. The final product of the reaction will be an alkene, specifically styrene (C6H5CH=CH2), along with the by-products of ethanol and bromide ion. ### Final Answer: The mechanism of the reaction is **E2 elimination**.

To solve the problem, we need to analyze the reaction of 2-phenylethyl bromide when heated with sodium ethoxide (NaOEt) and determine the mechanism involved in the elimination process. ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactant in this case is 2-phenylethyl bromide, which can be represented as: \[ \text{C}_6\text{H}_5\text{CH}_2\text{CH}_2\text{Br} ...
Promotional Banner

Similar Questions

Explore conceptually related problems

Degrowth takes place when

Expiration takes place when

No net diffusion of water takes place when

The reaction take place by mechanism is

Inspiration can take place only when:

The nuclear fusion reaction between deuterium and tritium takes place

Endosmosis takes place when a plant cell is immersed in

The type of eclipse takes place when the moon is in the Earth's umbra region

When does a lunar eclipse take place?