December 12, 2024, 07:37:42 AM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: Unsure of what is occuring in this reaction.  (Read 4685 times)

0 Members and 2 Guests are viewing this topic.

Offline Twickel

  • Full Member
  • ****
  • Posts: 177
  • Mole Snacks: +0/-0
  • Gender: Male
Unsure of what is occuring in this reaction.
« on: May 04, 2012, 10:38:27 AM »
page 22 of the attached file,  with the beta-di ester.. bit confused.
Logged

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Unsure of what is occuring in this reaction.
« Reply #1 on: May 04, 2012, 10:41:13 AM »
Quote from: Twickel on May 04, 2012, 10:38:27 AM
page 22 of the attached file,  with the beta-di ester.. bit confused.


So what exactly is your question?
Logged
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline Doc Oc

  • Chemist
  • Full Member
  • *
  • Posts: 564
  • Mole Snacks: +48/-12
Re: Unsure of what is occuring in this reaction.
« Reply #2 on: May 04, 2012, 11:25:09 AM »
Look up malonic ester.  That should point you in the right direction.
Logged

Offline Twickel

  • Full Member
  • ****
  • Posts: 177
  • Mole Snacks: +0/-0
  • Gender: Male
Re: Unsure of what is occuring in this reaction.
« Reply #3 on: May 04, 2012, 11:32:20 AM »
What mechanism is going on? What is the final product ? For the top most reaction.

I thought the acid hydrolysis forms a product were OH replaces both EtO groups...

Also, in carbonyl chemistry if the reagents are as follows 1)NaOCH3CH2/dry ethanol/heat 2)H30+ what reaction is happening?

« Last Edit: May 04, 2012, 12:10:38 PM by Twickel »
Logged

Offline Babcock_Hall

  • Chemist
  • Sr. Member
  • *
  • Posts: 5716
  • Mole Snacks: +331/-24
Re: Unsure of what is occuring in this reaction.
« Reply #4 on: May 04, 2012, 05:08:29 PM »
Do you mean NaOCH2CH3 (sodium ethoxide)?  Does your compound have any acidic hydrogen atoms?
Logged

Offline Twickel

  • Full Member
  • ****
  • Posts: 177
  • Mole Snacks: +0/-0
  • Gender: Male
Re: Unsure of what is occuring in this reaction.
« Reply #5 on: May 04, 2012, 09:29:48 PM »
Yes, Sodium ethoxide, the structure is Ph-Ch2-CO2CH2CH3

I drew the structures so it makes more sense.. having trouble visualising carbonyl chem reactions

With regards to the condensation reaction, I thought the ketone/aldehyde being added was just a mirror image of the starting product.. what s going on?

« Last Edit: May 04, 2012, 10:30:13 PM by Twickel »
Logged

Offline Twickel

  • Full Member
  • ****
  • Posts: 177
  • Mole Snacks: +0/-0
  • Gender: Male
Re: Unsure of what is occuring in this reaction.
« Reply #6 on: May 04, 2012, 11:09:19 PM »
Sorry for flooding, I tried to edit my last post to change the picture but it would not let me.

i think i figured it out check the bottom mechanism
Logged

Offline orgopete

  • Chemist
  • Sr. Member
  • *
  • Posts: 2636
  • Mole Snacks: +213/-71
    • Curved Arrow Press
Re: Unsure of what is occuring in this reaction.
« Reply #7 on: May 05, 2012, 12:22:58 AM »
Are you trying to do a Claisen?
Logged
Author of a multi-tiered example based workbook for learning organic chemistry mechanisms.

Offline Twickel

  • Full Member
  • ****
  • Posts: 177
  • Mole Snacks: +0/-0
  • Gender: Male
Re: Unsure of what is occuring in this reaction.
« Reply #8 on: May 06, 2012, 04:32:33 AM »
In regards to the hydrolyis, I only know how to do base catalysed. Can someone show me hydrolysis via these as the reagents H2O/H+.

Its on page 22 of the attached file

Have they just rotated the bond?
« Last Edit: May 06, 2012, 04:48:16 AM by Twickel »
Logged
Pages: [1]   Go Up
« previous next »
Sponsored Links