Chemical Forums

Please login or register.

Login with username, password and session length

Sponsored links

Pages: [1]   Go Down

Author Topic: Does clemmensen reduction affect nitro groups on benzene?  (Read 3123 times)

0 Members and 1 Guest are viewing this topic.

science123

  • Regular Member
  • ***
  • Mole Snacks: +1/-2
  • Offline Offline
  • Posts: 47
Does clemmensen reduction affect nitro groups on benzene?
« on: October 14, 2010, 08:33:53 PM »

Can we selectively reduce aldehydes/ketones on a benzene ring which also has a nitro group without converting it to an amino group using Zn (Hg) / HCl ?
Logged

SVXX

  • Full Member
  • ****
  • Mole Snacks: +4/-0
  • Offline Offline
  • Gender: Male
  • Posts: 104
  • The Bleh
    • My Twitter Page
Re: Does clemmensen reduction affect nitro groups on benzene?
« Reply #1 on: October 14, 2010, 08:53:30 PM »

Yes they do affect nitro groups on the benzene ring, forcing them to undergo a dissolving metal reduction into an amino groups. The mechanism is similar to that of DMR using tin and HCl.
Logged
Organic Mania

science123

  • Regular Member
  • ***
  • Mole Snacks: +1/-2
  • Offline Offline
  • Posts: 47
Re: Does clemmensen reduction affect nitro groups on benzene?
« Reply #2 on: October 15, 2010, 07:45:57 AM »

I was told that Zn/HCl reduces nitro groups very slowly in comparison with Sn/HCl. Thus, Zn/HCl can be used to reduce aldehydes/ketones that are on benzene ring along with nitro groups since nitro reduction is very slow in comparison to carbonyl reduction. I don't know how correct is that.
Logged
Pages: [1]   Go Up
 

Mitch Andre Garcia's Chemical Forums 2003-Present.

Page created in 0.049 seconds with 23 queries.