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Which among the following on dehalogenat...

Which among the following on dehalogenation will give trans alkene:

A

`{:(" Br"),(" |"),(H_(3)C-C-H),(" |"),(H_(3)C-C-H),(" |"),(" Br"):}`

B

`{:(" Br"),(" |"),(H_(3)C-C-H),(" |"),(H-" C"-CH_(3)),(" |"),(" Br"):}`

C

`{:(" Br"),(" |"),(H_(3)C-C-CH_(3)),(" |"),(H_(3)C-C-CH_(3)),(" |"),(" Br"):}`

D

`{:(" Cl"),(" |"),(H_(3)C-C-CH_(3)),(" |"),(H_(3)C-C-CH_(3)),(" |"),(" l"):}`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question "Which among the following on dehalogenation will give trans alkene?", we will analyze the given compounds step by step. ### Step 1: Identify the Compounds We are given four compounds. We need to examine each compound to determine if it can yield a trans alkene upon dehalogenation. ### Step 2: Eliminate Options We can start by eliminating options based on their structure. The last two compounds have four methyl (CH₃) groups on the adjacent carbons. When dehalogenation occurs in these compounds, they will produce a tetra-substituted alkene, which cannot exhibit cis-trans isomerism. Therefore, these two options can be eliminated. ### Step 3: Analyze the Remaining Compounds Now we focus on the first two compounds. We need to determine their configurations and whether they can yield a trans alkene. ### Step 4: Draw the Structures For each of the first two compounds, we will draw their structures and identify the stereochemistry: - **Compound 1**: - Draw the structure with Br and H on one carbon and CH₃ groups on the adjacent carbon. - Assign R/S configuration to the stereocenters. - **Compound 2**: - Similarly, draw the structure and assign R/S configuration. ### Step 5: Determine the Configuration For Compound 1, if we find that the two bromine atoms are in an anti-periplanar arrangement, then dehalogenation can occur, leading to the formation of a trans alkene. For Compound 2, if the bromine atoms are not in an anti-periplanar arrangement, the elimination will lead to a cis alkene instead. ### Step 6: Conclusion After analyzing both compounds: - Compound 1 yields a trans alkene upon dehalogenation. - Compound 2 yields a cis alkene upon dehalogenation. Thus, the answer to the question is **Compound 1**.
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