November 28, 2024, 05:40:40 AM
Forum Rules: Read This Before Posting


Topic: Amount of Hydrazine Hydrate in Wolff Kishner Reduction.  (Read 3484 times)

0 Members and 1 Guest are viewing this topic.

Offline zuriel

  • Full Member
  • ****
  • Posts: 107
  • Mole Snacks: +2/-1
Amount of Hydrazine Hydrate in Wolff Kishner Reduction.
« on: August 21, 2013, 09:40:16 AM »
Hi everyone,

I'm following an experimental procedure from this paper:

http://mend.endojournals.org/content/23/5/640.long

for compound X (p. 645) and I have a question about the AMOUNT of hydrazine hydrate used. They use 16.7 g of 85% hydrazine hydrate and, for me with 4 g of starting material using 60% hydrazine hydrate, it works out as 34.5 g (34 mL approx.).
I'm concerned about using this much of it though. Does anyone know WHY so MUCH is used? Is it necessary?

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Amount of Hydrazine Hydrate in Wolff Kishner Reduction.
« Reply #1 on: August 21, 2013, 09:50:38 AM »
Work out the quantities in number of moles of both SM and hydrazine hydrate.
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline kriggy

  • Chemist
  • Sr. Member
  • *
  • Posts: 1520
  • Mole Snacks: +136/-16
Re: Amount of Hydrazine Hydrate in Wolff Kishner Reduction.
« Reply #2 on: August 28, 2013, 01:30:44 PM »
Its about 8 times excess of hydrazine if I´m not wrong. I guess its because you want to have as little as possible of unreduced reagent. It seems that it also deprotects those hydroxy groups but I´m not sure on that, I´ve never seen this protecting group

Sponsored Links