Skip to main content
Chemistry

Return to Question

added 221 characters in body
Source Link
Karsten ♦
Karsten ♦
  • 42.3k
  • 8
  • 75
  • 194

So I was doing an exercise from the book and i saw this question: Norbornadiene + hexachloro-1,3-cyclopentadiene gives aldrin and I had to determine the structure of aldrin. The reagents of course undergoes a Diels-Alder reaction. In the end i came to conclusion that there are 2 options, either 2 hexachloro-1,3-cyclopentadienes get connected to norbornadiene or just one, I checked the answers and it was stated exclusively that only molecule gets connected, and the other option wasn't even mentioned.

enter image description here Source

So i think there aren't any things making connecting second hexachloro-1,3-cyclopentadiene to aldrin impossible, the double bond is still relatively electron abundant, the chlorines are far away and not withdrawing the electrons from double bond, there isnt any steric strain and stuff like that, so why doesn't norbornadiene react with 2 hexachloro-1,3-cyclopentadienes but with only 1?

So I was doing an exercise from the book and i saw this question: Norbornadiene + hexachloro-1,3-cyclopentadiene gives aldrin and I had to determine the structure of aldrin. The reagents of course undergoes a Diels-Alder reaction. In the end i came to conclusion that there are 2 options, either 2 hexachloro-1,3-cyclopentadienes get connected to norbornadiene or just one, I checked the answers and it was stated exclusively that only molecule gets connected, and the other option wasn't even mentioned.

So i think there aren't any things making connecting second hexachloro-1,3-cyclopentadiene to aldrin impossible, the double bond is still relatively electron abundant, the chlorines are far away and not withdrawing the electrons from double bond, there isnt any steric strain and stuff like that, so why doesn't norbornadiene react with 2 hexachloro-1,3-cyclopentadienes but with only 1?

So I was doing an exercise from the book and i saw this question: Norbornadiene + hexachloro-1,3-cyclopentadiene gives aldrin and I had to determine the structure of aldrin. The reagents of course undergoes a Diels-Alder reaction. In the end i came to conclusion that there are 2 options, either 2 hexachloro-1,3-cyclopentadienes get connected to norbornadiene or just one, I checked the answers and it was stated exclusively that only molecule gets connected, and the other option wasn't even mentioned.

enter image description here Source

So i think there aren't any things making connecting second hexachloro-1,3-cyclopentadiene to aldrin impossible, the double bond is still relatively electron abundant, the chlorines are far away and not withdrawing the electrons from double bond, there isnt any steric strain and stuff like that, so why doesn't norbornadiene react with 2 hexachloro-1,3-cyclopentadienes but with only 1?

Source Link
Roxtron
Roxtron
  • 105
  • 4

Norbornadiene + hexachloro-1,3-cyclopentadiene, does norbornadiene react with 1 or 2 molecules of the hexachloro-1,3-cyclopentadiene?

So I was doing an exercise from the book and i saw this question: Norbornadiene + hexachloro-1,3-cyclopentadiene gives aldrin and I had to determine the structure of aldrin. The reagents of course undergoes a Diels-Alder reaction. In the end i came to conclusion that there are 2 options, either 2 hexachloro-1,3-cyclopentadienes get connected to norbornadiene or just one, I checked the answers and it was stated exclusively that only molecule gets connected, and the other option wasn't even mentioned.

So i think there aren't any things making connecting second hexachloro-1,3-cyclopentadiene to aldrin impossible, the double bond is still relatively electron abundant, the chlorines are far away and not withdrawing the electrons from double bond, there isnt any steric strain and stuff like that, so why doesn't norbornadiene react with 2 hexachloro-1,3-cyclopentadienes but with only 1?