1 / 5

CH 8-3: Electrophilic Addition of Br 2 and Cl 2

CH 8-3: Electrophilic Addition of Br 2 and Cl 2. (1) Electrophilic Addition of HX ( HCl & HBr ) -Carbocation mechanism - Regioselective : Markovnikov’s Rule -Non-stereospecific reaction -Rearrangements possible

dill
Télécharger la présentation

CH 8-3: Electrophilic Addition of Br 2 and Cl 2

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. CH 8-3: Electrophilic Addition of Br2 and Cl2 (1) Electrophilic Addition of HX (HCl & HBr) -Carbocation mechanism -Regioselective: Markovnikov’s Rule -Non-stereospecific reaction -Rearrangements possible (2) Electrophilic Addition of H2O and ROH -Acid catalysis -Carbocation mechanism -Rearrangements possible (3) Electrophilic Addition of Br2 and Cl2 to alkenes -”Halonium ion” mechanism -No carbocation!!! -Stereospecific reaction – Anti-Addition

  2. Electrophilic Addition of Br2 or Cl2 to Alkenes Part I: Dihalide Products (no other nucleophile) Stereospecific Anti-Addition of Electrophile and Nucleophile

  3. Electrophilic Addition of Br2 or Cl2 to Alkenes • The mechanism for halogen addition involves a new intermediate, the “halonium ion” (no carbocation): bromonium ion • Since there is no carbocation, there are no rearrangements!

  4. Electrophilic Addition of Br2 or Cl2 to Alkenes • The mechanism for halogen addition involves a new intermediate, the “halonium ion” (no carbocation): • The nucleophile must add anti = stereospecific.

  5. Electrophilic Addition of Br2 or Cl2 to Alkenes Part II: “Second” Nucleophile • Anti-Addition of electrophile and a second nucleophile.

More Related