Eugenol and Eugenol acetate reaction questions

  • Thread starter Thread starter TeenieBopper
  • Start date Start date
  • Tags Tags
    Reaction
Click For Summary

Discussion Overview

The discussion revolves around the reactions of eugenol and eugenol acetate with FeCl3, focusing on the expected products and observations during a lab experiment. Participants explore the theoretical aspects of these reactions, including the role of alkenes and the formation of complexes with iron.

Discussion Character

  • Homework-related
  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant notes a lack of observable reaction when adding FeCl3 to eugenol, questioning the purpose of the question if no reaction occurs.
  • Another participant suggests that a color change should be observed theoretically, indicating a reaction.
  • Participants discuss the reaction of alkenes with halogens in the presence of a catalyst, speculating on the product structure.
  • There is mention of Fe forming complexes with OH groups, leading to a proposed structure involving Fe at the center of a six-pointed star bonded to the oxygen from the OH group in eugenol.
  • It is suggested that eugenol acetate, lacking an OH group, may not react with FeCl3.
  • A later reply affirms that Fe(III) should react with phenolic -OH groups to create a color complex, but notes that the color may not be stable in the case of eugenol.

Areas of Agreement / Disagreement

Participants express uncertainty regarding the reactions, with some agreeing that a color change should occur while others question the conditions under which the reactions take place. The discussion remains unresolved regarding the exact nature of the products and the implications of the observations made during the lab.

Contextual Notes

Participants highlight missing assumptions, such as the explicit addition of a halogen, which is necessary for the expected reaction with alkenes. There is also a lack of clarity on the stability of the color complex formed with Fe(III) and its implications for the reactions discussed.

TeenieBopper
Messages
27
Reaction score
0

Homework Statement


Complete the following reactions, giving the correct structure for each organic product:
eugenol + FeCl_3 ->

eugenol acetate + FeCl_3 ->


Homework Equations





The Attempt at a Solution



When I did this lab, my partner and I didn't notice a reaction when we added FeCl_3 to our eugenol product, but that seems too easy; why would they ask what the product is if there wasn't a reaction.

However, both eugenol and eugenol acetate have an alkene. I learned in lecture that when an alkene reacts with a halogen in the presence of a catalyst (Cl_2 and FeCl_3, respectfully) the double bond becomes a single bond and each side takes one of the halogen atoms. So does the alkene end simply become CClH-2-CClH_2 for both eugenol and eugenol acetate?

Any help is greatly appreciated.
 
Physics news on Phys.org
TeenieBopper said:
When I did this lab, my partner and I didn't notice a reaction when we added FeCl_3 to our eugenol product, but that seems too easy; why would they ask what the product is if there wasn't a reaction.

Not good, in theory you should observe a color change.

I learned in lecture that when an alkene reacts with a halogen in the presence of a catalyst (Cl_2 and FeCl_3, respectfully)

And you added a halogen?
 
Borek said:
Not good, in theory you should observe a color change.

Well, the solution with the eugenol products was clear, and the FeCl_3 was yellow, and when we mixed the two, the solution was yellow. I just assumed that it was because of the FeCl_3.
And you added a halogen?

Yeah, this was why I was confused, because we didn't explicitly add a halogen.

I did some more reading, and I found something about Fe reacting and creating complexes with OH groups. Would the product for for Eugenol + FeCl_3 essentially be six pointed star with Fe at the center, bonded with the O from the OH group from the eugenol? And then, because eugenol acetate doesn't have any OH groups, it doesn't react with the FeCl_3?
 
TeenieBopper said:
Yeah, this was why I was confused, because we didn't explicitly add a halogen.

So if you didn't add the halogen, it couldn't react with a double bond.

I did some more reading, and I found something about Fe reacting and creating complexes with OH groups. Would the product for for Eugenol + FeCl_3 essentially be six pointed star with Fe at the center, bonded with the O from the OH group from the eugenol? And then, because eugenol acetate doesn't have any OH groups, it doesn't react with the FeCl_3?

You are on the right track. Fe(III) should react with phenolic -OH creating a color complex. From what I read, in the case of eugenol color doesn't have to be stable.
 

Similar threads

Replies
4
Views
5K
  • · Replies 1 ·
Replies
1
Views
5K
  • · Replies 2 ·
Replies
2
Views
7K
  • · Replies 4 ·
Replies
4
Views
8K
Replies
2
Views
2K
  • · Replies 1 ·
Replies
1
Views
4K
  • · Replies 2 ·
Replies
2
Views
3K
  • · Replies 1 ·
Replies
1
Views
3K
  • · Replies 5 ·
Replies
5
Views
24K
Replies
4
Views
4K