December 04, 2021, 10:08:00 AM
Forum Rules: Read This Before Posting


Topic: combining a benzene ring and cyclohexane  (Read 9664 times)

0 Members and 1 Guest are viewing this topic.

Offline quietone

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
combining a benzene ring and cyclohexane
« on: June 05, 2011, 01:11:35 AM »
How would I combine a benzene ring and a cyclohexane? I can't break any of the benzene ring's double bonds, and the two molecules will be sharing two carbons. I know if it was just a hexane chain I was adding, I could use a Friedel Crafts alkylation, but I'm lost as to how to do it with a cyclic molecule.

Offline Vidya

  • Full Member
  • ****
  • Posts: 802
  • Mole Snacks: +44/-62
  • Gender: Female
  • Online Chemistry and Organic Chemistry tutor
    • Online Chemistry Tutor
Re: combining a benzene ring and cyclohexane
« Reply #1 on: June 05, 2011, 01:34:26 AM »
whats the problem with the cyclohexane ?
you can use this also in friedel crafts alkylation reaction

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +404/-70
  • Gender: Male
    • My research history
Re: combining a benzene ring and cyclohexane
« Reply #2 on: June 05, 2011, 09:10:05 AM »
How would I combine a benzene ring and a cyclohexane? I can't break any of the benzene ring's double bonds, and the two molecules will be sharing two carbons. I know if it was just a hexane chain I was adding, I could use a Friedel Crafts alkylation, but I'm lost as to how to do it with a cyclic molecule.

Try hydrogenation of naphthalene at low temperature,

Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline quietone

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
Re: combining a benzene ring and cyclohexane
« Reply #3 on: June 05, 2011, 02:25:40 PM »
@discodermolide I have to start with a benzene, and make the tetralin molecule, so I can't use the naphthalene. @Uma How would I do the alkylation? Could I hypothetically place a Cl at the 1 and 2 positions on the cyclohexane and then run the normal alkylation?

Online sjb

  • Global Moderator
  • Sr. Member
  • ***
  • Posts: 3603
  • Mole Snacks: +219/-42
  • Gender: Male
Re: combining a benzene ring and cyclohexane
« Reply #4 on: June 05, 2011, 03:50:10 PM »
@discodermolide I have to start with a benzene, and make the tetralin molecule, so I can't use the naphthalene. @Uma How would I do the alkylation? Could I hypothetically place a Cl at the 1 and 2 positions on the cyclohexane and then run the normal alkylation?

Not an alkylation, but what other forms of Friedel-Crafts do you know?

Offline quietone

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
Re: combining a benzene ring and cyclohexane
« Reply #5 on: June 05, 2011, 08:28:28 PM »
@sjb I only know two forms, alkylation and acylation. I didn't know there were more than that.

Offline contra

  • Regular Member
  • ***
  • Posts: 22
  • Mole Snacks: +2/-1
  • Gender: Male
Re: combining a benzene ring and cyclohexane
« Reply #6 on: June 05, 2011, 09:54:16 PM »
@quietone

Look into using acylation and Clemmenson reductions. The synthesis is only a few steps, you can do it! :D

Offline BluePill

  • Full Member
  • ****
  • Posts: 100
  • Mole Snacks: +6/-2
  • Gender: Male
  • Difficult is never synonymous to impossible.
Re: combining a benzene ring and cyclohexane
« Reply #7 on: June 05, 2011, 10:32:57 PM »
suzuki coupling is a good coupling reaction.

Sponsored Links