Prepare Methyl Iodide Using SN2 Mechanism

  • Thread starter Thread starter Mind_It
  • Start date Start date
  • Tags Tags
    Concepts
Click For Summary
SUMMARY

The preparation of methyl iodide using the SN2 mechanism involves the substitution of a halide ion with iodide. The reaction can be exemplified by the displacement of methyl bromide (CH3Br) with potassium iodide (KI), resulting in methyl iodide (CH3I) and potassium bromide (KBr). The choice of solvent is crucial; aprotic solvents such as DMSO, DMF, or acetone enhance the reaction efficiency by stabilizing the nucleophile and facilitating the SN2 process.

PREREQUISITES
  • Understanding of SN2 reaction mechanisms
  • Familiarity with nucleophiles and leaving groups
  • Knowledge of solvent effects in organic reactions
  • Basic chemical reaction equations
NEXT STEPS
  • Research the properties and applications of DMSO as a solvent in organic synthesis
  • Study the role of leaving groups in nucleophilic substitution reactions
  • Explore the Kharasch addition and its implications on reaction mechanisms
  • Investigate the differences between protic and aprotic solvents in SN2 reactions
USEFUL FOR

Chemistry students, organic chemists, and anyone interested in nucleophilic substitution reactions and solvent effects in organic synthesis.

Mind_It
Messages
3
Reaction score
0

Homework Statement


Hi folks! :)
I have a problem with the following problem.
Take any methyl halide and prepare methyl iodide.Choose the appropriate solvent.

Now what i know is here we are going by SN2 mech and replacing a halide by iodide ion.But the problem i am facing is how can i replace a other halide by a iodide ion because my book says iodide is the best leaving group among all halides.So i am confused how will this happen. ?
 
Physics news on Phys.org
Yes, iodide is the best leaving group. But the solvent can make the difference. For example, the Kharasch addition in the presence of H2O2 breaks the Markonikov's rule. I'm sorry I don't have the details of this reaction, but will check into it.
 
You can do a displacement reaction with methylbromide:

CH3Br + KI ----> CH3I + KBr

You might want to use an aprotic solvent such as DMSO, DMF or acetone.
 

Similar threads

  • · Replies 5 ·
Replies
5
Views
15K
  • · Replies 3 ·
Replies
3
Views
8K
  • · Replies 1 ·
Replies
1
Views
3K
  • · Replies 2 ·
Replies
2
Views
3K
Replies
2
Views
10K
  • · Replies 1 ·
Replies
1
Views
4K
  • · Replies 1 ·
Replies
1
Views
5K
  • · Replies 1 ·
Replies
1
Views
6K
Replies
4
Views
4K
  • · Replies 23 ·
Replies
23
Views
6K