Silicon Chemistry: Similar to Carbon? Synthesizing PEG-trimethoxysilane

  • Thread starter Thread starter hdsncts
  • Start date Start date
  • Tags Tags
    Chemistry Silicon
Click For Summary

Discussion Overview

The discussion revolves around the similarities and differences between silicon and carbon chemistry, particularly in the context of synthesizing PEG-trimethoxysilane. Participants explore the mechanisms involved in this synthesis and the appropriate starting materials.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested
  • Mathematical reasoning

Main Points Raised

  • One participant questions whether silicon chemistry is similar to carbon chemistry due to their position in the periodic table and valence electron configuration.
  • Another participant asserts that silicon-silicon bonds are not sufficiently similar to carbon-carbon bonds, suggesting fundamental differences in their chemistry.
  • A participant proposes that the term "trimethoxysilane" might be confused with "trimethylsilyl," which is a common protecting group in organic synthesis.
  • One participant clarifies their intention to have specific groups attached to silicon for an elimination reaction involving hydroxyl groups, indicating a need for methoxyl groups rather than methyl groups.
  • The same participant expresses uncertainty about the starting materials and inquires whether it is possible to convert methyl groups to methoxyl groups if starting with TMS.

Areas of Agreement / Disagreement

Participants exhibit disagreement regarding the similarities between silicon and carbon chemistry, with some asserting differences while others explore potential similarities. The discussion about the appropriate starting materials and synthesis methods remains unresolved.

Contextual Notes

Participants have not fully established the mechanisms for the proposed synthesis, and there are unresolved questions regarding the conversion of functional groups and the specific reactions involved.

hdsncts
Messages
10
Reaction score
0
Is Silicon chemistry very similar to Carbon chemistry? Being in the same column with the same number of valence electrons, I assume it would be? Would I be able to use the same mechanisms I learned in my Organic Chemistry class?

I ask because I'm trying to synthesize PEG-trimethoxysilane. I'm actually not sure what to start with, either. Any help would be very appreciated.
 
Chemistry news on Phys.org
In general they are different, Si-Si bond is not similar to C-C bond enough.
 
Are you sure it isn't trimethylsilyl? If so that's a pretty common alcohol protecting group. And if PEG stands for polyethylene glycol then it would make more sense to me. Cause then all you do is put TMS-chloride with pyridine and voila.
 
No, I need to have the groups attached to the silicon (except the PEG... yes you are right, I did mean polyethylene glycol) to undergo an elimination reaction with a hydroxyl group. This would attach the PEG onto another molecule via the silicon. I don't think the methyl groups would do this, but the methoxyl groups would.

Like I said though, I haven't decided what to start with- if I were to start with TMS, could I convert the methyl groups to methoxyl.
 

Similar threads

  • · Replies 8 ·
Replies
8
Views
2K
Replies
3
Views
3K
Replies
6
Views
3K
Replies
11
Views
3K
Replies
3
Views
2K
Replies
13
Views
6K
Replies
1
Views
2K
  • · Replies 43 ·
2
Replies
43
Views
10K
  • · Replies 19 ·
Replies
19
Views
10K
  • · Replies 4 ·
Replies
4
Views
4K