April 24, 2024, 12:14:16 AM
Forum Rules: Read This Before Posting


Topic: GIlman reagent oxidation number  (Read 3666 times)

0 Members and 1 Guest are viewing this topic.

Offline Shadow

  • Full Member
  • ****
  • Posts: 227
  • Mole Snacks: +5/-11
GIlman reagent oxidation number
« on: September 15, 2014, 04:03:39 PM »
What is the oxidation number of copper in the Gilman reagent?

Offline spirochete

  • Chemist
  • Full Member
  • *
  • Posts: 546
  • Mole Snacks: +51/-9
  • Gender: Male
Re: GIlman reagent oxidation number
« Reply #1 on: September 15, 2014, 04:09:02 PM »
What does the lewis structure look like? Where are the formal charges? What are the relative electronegativities of carbon, copper and lithium?

Offline zsinger

  • Full Member
  • ****
  • Posts: 374
  • Mole Snacks: +18/-60
  • Gender: Male
  • Graduate Chemist
Re: GIlman reagent oxidation number
« Reply #2 on: September 15, 2014, 06:06:12 PM »
What spiro said.  With that info, you will have your answer! :)
          -Z
"The answer is of zero significance if one cannot distinctly arrive at said place with an explanation"

Offline Shadow

  • Full Member
  • ****
  • Posts: 227
  • Mole Snacks: +5/-11
Re: GIlman reagent oxidation number
« Reply #3 on: September 16, 2014, 08:12:46 AM »
Is it +1? The R2Cu- moiety has a copper whose electronegativity is less than carbon, so it gets +2 from the two alkyl groups and -1 from the real charge, right?

Offline Shadow

  • Full Member
  • ****
  • Posts: 227
  • Mole Snacks: +5/-11
Re: GIlman reagent oxidation number
« Reply #4 on: September 17, 2014, 02:45:28 PM »
Can anyone prove this?

Offline argulor

  • Regular Member
  • ***
  • Posts: 27
  • Mole Snacks: +2/-1
Re: GIlman reagent oxidation number
« Reply #5 on: September 19, 2014, 02:22:33 AM »
Each alkyl ligand contributes a charge of (-1) and as you said the total charge on the species must be equal to -1; so we must be dealing with copper in the +1 oxidation state. Looks like you're good!

Sponsored Links