Look at the given reaction and fill in the blanks with the appropriate compound

Question

Look at the given reaction and fill in the blanks with the appropriate compound code or vocab word.

Note: D = Deuterium, an isotope of hydrogen and reacts the same way, but is visible in NMR.

If this reaction is allowed to occur under cold conditions the major product will be compound  . The reaction will be under (thermodynamic / kinetic)  control and we form the most stable (intermediate / product )  . If we add a second equivalent of DBr the major product will be compound  .

If this reaction is allowed to occur with heat the major product will be compound  . The reaction will be under (thermodynamic / kinetic)  control and we form the most stable (intermediate / product )  . If we add a second equivalent of DBr the major product will be a mix of compounds  and  .

If instead of using DBr we use Br2 we'll get compound  under cold conditions, compound  under hot conditions and compound  with a second equivalent of Br2 regardless of conditions.

Explanation / Answer

1. If this reaction is allowed to occur under cold conditions the major product will be compound M.

The reaction will be under kinetic control and we form the most stable intermediate .

(under cold conditions, D from DBr goes to the less substituteed carbon, and it forms a more stable tertiary carbocation which takes Br)

2. If we add a second equivalent of DBr the major product will be compound L .

3. If this reaction is allowed to occur with heat the major product will be compound J . The reaction will be under thermodynamic control and we form the most stable product.

(under hot conditions, D from DBr goes to the less substituteed carbon, and it forms a more stable tertiary carbocationation which undergoes resonance to form a more substituted and more stable alkene. Thus, the product is more stable alkene).

4. If we add a second equivalent of DBr the major product will be a mix of compounds D and K .

5. If instead of using DBr we use Br2 we'll get compound A under cold conditions, compound B under hot conditions and compound C with a second equivalent of Br2 regardless of conditions.

Related Questions

Navigate

• Browse (All)
• Browse L
• Subjects

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.