November 23, 2024, 06:03:58 PM
Forum Rules: Read This Before Posting


Topic: What is the mechanism for the reaction between CH2O, (CH3)2CO and Me2NH2Cl?  (Read 3558 times)

0 Members and 1 Guest are viewing this topic.

Offline joyb

  • Regular Member
  • ***
  • Posts: 36
  • Mole Snacks: +1/-0
What is the mechanism for the reaction between formaldehyde, acetone and dimethylammonium to give [MeCOCH2CH2NHMe2]+? I would guess a combination of the aldol reaction and addition-elimination to give an imine, but I'm having trouble getting the correct product from that.

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Quote
I would guess a combination of the aldol reaction and addition-elimination to give an imine

Sounds like you are on the right track, you have the key reactivity concepts here.

Quote
I'm having trouble getting the correct product from that

We can't help to explain where you're going wrong unless you show what you've done.



My research: Google Scholar and Researchgate

Offline someonefromasia

  • Regular Member
  • ***
  • Posts: 9
  • Mole Snacks: +0/-0
What is the mechanism for the reaction between formaldehyde, acetone and dimethylammonium to give [MeCOCH2CH2NHMe2]+? I would guess a combination of the aldol reaction and addition-elimination to give an imine, but I'm having trouble getting the correct product from that.
The amine first react with formaldehyde, kicking out water and forming H2CNMe2+Cl-. Then the tautomer of acetone does an "aldo" reaction on it, giving the product.

Sponsored Links