Jump to content

Irreversable Nuc [C anion]

nancy9494
in Organic Chemistry

Featured Replies

The strong CH3 Nuc would deprotinate the OH rather than react with the ketone? If so is there a lewis acid source to protinate the O?

Could I also get a hint on how the strong C [excess] would impact the compound?

Screen Shot 2018-01-28 at 2.28.24 PM.png

  • Author

What is a supporting information document? Is that in the journal? We are not allowed to use references for the exam. I think they just want us to use our tool bag of Orgo 2 knowhow. It is supposed to be doable without it. sigh. I asked my GSI (graduate student instructor) and she said the first step is deprotination of the OH group. So I'm guessing if there's excess the C anion will deprotinate the OH and attack the ketone. The formal charges of the O's make me uncomfortable.

Screen Shot 2018-01-29 at 12.28.15 PM.png

Edited by nancy9494

  • Author

Never mind about this one. The professor went over it and the second step H3O+ is missing.

The first one OH deprotinated by the CH3 then protonated by the the H3O+.

Excess same as first but the another CH3 attacks the ketone and that is later protonated by H3O+ [The added CH3 is on a wedge]

 

Archived

This topic is now archived and is closed to further replies.

Go to topic listing

Important Information

We have placed cookies on your device to help make this website better. You can adjust your cookie settings, otherwise we'll assume you're okay to continue.

Configure browser push notifications
Chrome (Android)
  1. Tap the lock icon next to the address bar.
  2. Tap Permissions → Notifications.
  3. Adjust your preference.
Chrome (Desktop)
  1. Click the padlock icon in the address bar.
  2. Select Site settings.
  3. Find Notifications and adjust your preference.