April 28, 2024, 01:07:26 AM
Forum Rules: Read This Before Posting


Topic: What is the final product ?  (Read 6227 times)

0 Members and 1 Guest are viewing this topic.

Offline eureka123

  • Regular Member
  • ***
  • Posts: 45
  • Mole Snacks: +0/-3
What is the final product ?
« on: October 27, 2009, 10:28:17 PM »
What is the final product ?

Offline nj_bartel

  • Sr. Member
  • *****
  • Posts: 1487
  • Mole Snacks: +76/-42
Re: What is the final product ?
« Reply #1 on: October 28, 2009, 12:14:45 AM »
What's LDA act as?

Offline orgoclear

  • Full Member
  • ****
  • Posts: 176
  • Mole Snacks: +9/-13
Re: What is the final product ?
« Reply #2 on: October 28, 2009, 03:10:45 AM »
LDA is a hindered strong base. So basically you have to decide where it will attack i.e. which acidic H it will remove to form the carbanion.

Offline eureka123

  • Regular Member
  • ***
  • Posts: 45
  • Mole Snacks: +0/-3
Re: What is the final product ?
« Reply #3 on: October 28, 2009, 07:21:56 AM »
oh...i know all that ...i have doubts regarding final product....

i am posting two options..tell me which it will be ???


Offline nj_bartel

  • Sr. Member
  • *****
  • Posts: 1487
  • Mole Snacks: +76/-42
Re: What is the final product ?
« Reply #4 on: October 28, 2009, 08:03:07 AM »
Are alkyl chains electron donating or withdrawing?

Offline eureka123

  • Regular Member
  • ***
  • Posts: 45
  • Mole Snacks: +0/-3
Re: What is the final product ?
« Reply #5 on: October 28, 2009, 08:07:49 AM »
electron donating..

plz tell me the final answer....

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: What is the final product ?
« Reply #6 on: October 28, 2009, 08:33:10 AM »
Remember, you only have 1 eq of LDA, you can only deprotonate your starting material once
My research: Google Scholar and Researchgate

Offline nj_bartel

  • Sr. Member
  • *****
  • Posts: 1487
  • Mole Snacks: +76/-42
Re: What is the final product ?
« Reply #7 on: October 28, 2009, 11:07:14 AM »
Unless your product has a more acidic proton than your reagant.  Is that the case?

Offline eureka123

  • Regular Member
  • ***
  • Posts: 45
  • Mole Snacks: +0/-3
Re: What is the final product ?
« Reply #8 on: October 28, 2009, 01:07:41 PM »
thats what my doubt is....

plz all the experts here reply...

i feel ans should be 2nd option..but ans given in book is 1st option

Offline nj_bartel

  • Sr. Member
  • *****
  • Posts: 1487
  • Mole Snacks: +76/-42
Re: What is the final product ?
« Reply #9 on: October 28, 2009, 02:01:29 PM »
Well I'd say you're right and the book is wrong.

Offline lavoisier

  • Chemist
  • Full Member
  • *
  • Posts: 155
  • Mole Snacks: +17/-3
  • Gender: Male
  • El sueño de la razón produce monstruos
Re: What is the final product ?
« Reply #10 on: October 28, 2009, 02:22:21 PM »
I agree.
It might be a typo in your book.

However, even if some dialkylated material were formed, it would be in mixture with some monoalkylated material.
Unless we think that a rather hindered 1,3-dicarbonyl compound is allylated by an excess of allyl bromide without any base? I don't think so.

Offline eureka123

  • Regular Member
  • ***
  • Posts: 45
  • Mole Snacks: +0/-3
Re: What is the final product ?
« Reply #11 on: October 28, 2009, 09:59:34 PM »
Thanx everyone

but

Unless your product has a more acidic proton than your reagant.  Is that the case?
plz explain why the above situtation with an example if possible


Offline nj_bartel

  • Sr. Member
  • *****
  • Posts: 1487
  • Mole Snacks: +76/-42
Re: What is the final product ?
« Reply #12 on: October 28, 2009, 10:52:37 PM »
If trifluoromethane was your substituent, that would increase the acidity of the remaining proton.

Offline eureka123

  • Regular Member
  • ***
  • Posts: 45
  • Mole Snacks: +0/-3
Re: What is the final product ?
« Reply #13 on: October 29, 2009, 02:14:10 AM »
ok ..tahnx everyone for your contributions...
such thpe of sicussion help a lot  :) :)

Sponsored Links