April 24, 2024, 01:50:32 AM
Forum Rules: Read This Before Posting


Topic: synthesis from styrene  (Read 2436 times)

0 Members and 1 Guest are viewing this topic.

Offline caanmaro

  • Regular Member
  • ***
  • Posts: 12
  • Mole Snacks: +0/-0
synthesis from styrene
« on: November 23, 2014, 08:04:51 PM »
Hello friends

As can be explained by a logic synthesis mechanism of the following compound enclosed by styrene

Offline Altered State

  • Full Member
  • ****
  • Posts: 270
  • Mole Snacks: +24/-4
  • Gender: Male
    • Chemistry Hall
Re: synthesis from styrene
« Reply #1 on: November 23, 2014, 08:17:28 PM »
As I told you in the other post, you need to show that you have attempted to solve the problem.

Offline caanmaro

  • Regular Member
  • ***
  • Posts: 12
  • Mole Snacks: +0/-0
Re: synthesis from styrene
« Reply #2 on: November 24, 2014, 08:09:59 AM »
I want to know whether this mechanism is correct and if you can design another

Thanks friends

Offline Babcock_Hall

  • Chemist
  • Sr. Member
  • *
  • Posts: 5610
  • Mole Snacks: +321/-22
Re: synthesis from styrene
« Reply #3 on: November 24, 2014, 09:55:46 AM »
Drawing hydrogen as part of a 3-membered ring is unusual, and it implies that hydrogen can have four electrons, which is not correct.

Offline OrgXemProf

  • Regular Member
  • ***
  • Posts: 88
  • Mole Snacks: +17/-2
    • OrgXhemProf Home Page
Re: synthesis from styrene
« Reply #4 on: November 24, 2014, 11:45:57 AM »
Caanmaro's representation that depicts "hydrogen as part of a 3-membered ring" might be considered to be the equivalent of a pi-complex, i. e., a transient species that results from an initial Lewis acid - Lewis base interaction between C=C and H+.

The resulting pi-complex most likely is kinetically unimportant; it immediately reorganizes itself into a sigma-bonded carbocation intermediate as shown in Step 2 of the mechanism depicted in Reply #2.

Thus, it's possible that Caanmaro's representation simply may reflect limitations imposed by the simplified molecular-input line-entry system (SMILES).

With regard to the mechanism shown in Reply #2: Please reconsider the structure of the carbocation intermediate formed in Step 4 (i. e., that which leads to the final reaction product via Step 5).

Sponsored Links