April 24, 2024, 06:49:14 PM
Forum Rules: Read This Before Posting


Topic: NaBH4 quenching with HCl & water  (Read 33838 times)

0 Members and 1 Guest are viewing this topic.

Offline shrikantvarma

  • Regular Member
  • ***
  • Posts: 59
  • Mole Snacks: +1/-2
NaBH4 quenching with HCl & water
« on: June 24, 2010, 09:26:01 AM »
I have done reductive amination of aldehyde & amine compound,reduction performed by using sodium borohydride ,after reaction i workup with addition of water to quench NaBH4,but it gives some white foaming while addition of water,but after quenching reaction with dilute HCl i get no foaming is it correct to quench NaBH4 with HCl?

Offline Doc Oc

  • Chemist
  • Full Member
  • *
  • Posts: 564
  • Mole Snacks: +48/-12
Re: NaBH4 quenching with HCl & water
« Reply #1 on: June 24, 2010, 09:39:11 AM »
The overall effect is the same, using aqueous conditions to quench NaBH4 creates hydrogen gas, which is why you see bubbling.  You should consider the sensitive functionalities on your molecule when deciding whether to use HCl or water to quench.

Offline shrikantvarma

  • Regular Member
  • ***
  • Posts: 59
  • Mole Snacks: +1/-2
Re: NaBH4 quenching with HCl & water
« Reply #2 on: June 24, 2010, 02:00:53 PM »
thanks,can u tell me what will be the by product of reaction after quenching with water & HCl,is there formation of boric acid ?

Offline Doc Oc

  • Chemist
  • Full Member
  • *
  • Posts: 564
  • Mole Snacks: +48/-12
Re: NaBH4 quenching with HCl & water
« Reply #3 on: June 24, 2010, 02:58:31 PM »
Yes, boric acid is formed.

Offline g-bones

  • Chemist
  • Full Member
  • *
  • Posts: 197
  • Mole Snacks: +22/-7
Re: NaBH4 quenching with HCl & water
« Reply #4 on: June 25, 2010, 07:13:23 PM »
the gas you see is H2.  if you are concerned about using HCl to quench the reaction AcOH will do the trick to. 

Sponsored Links