What products will 2-methylbutan-2-ol give

  • Thread starter Thread starter josephcollins
  • Start date Start date
Click For Summary

Discussion Overview

The discussion revolves around the products formed when 2-methylbutan-2-ol reacts with excess concentrated H2SO4, as well as the reactivity of various alcohols and phenols with sodium metal. The scope includes theoretical considerations in organic chemistry and the mechanisms involved in these reactions.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant asks about the products of 2-methylbutan-2-ol with concentrated H2SO4 and the reactivity of various alcohols and phenols with sodium metal.
  • Another participant emphasizes the importance of reasoning in organic chemistry rather than relying solely on memorized formulas.
  • A different participant suggests that more R groups in an alcohol may lead to increased polarity and a more vigorous reaction with sodium, but expresses uncertainty about the reaction mechanism for ethers.
  • A later reply notes that 2-methylbutan-2-ol, being a tertiary alcohol, is likely to produce an olefin and mentions the possibility of ether formation in sulfuric acid media, indicating multiple mechanisms may be at play.
  • It is mentioned that the stability of compounds increases with more R groups, which may affect their reactivity, and that phenols are more acidic than aliphatic alcohols due to the electronegative influence of the phenyl group.

Areas of Agreement / Disagreement

Participants express various viewpoints on the mechanisms and products of the reactions, indicating that multiple competing views remain and the discussion is unresolved.

Contextual Notes

There are limitations regarding assumptions about the reactivity of different alcohols and phenols, as well as the specific conditions under which these reactions occur. The discussion does not resolve the exact products or mechanisms involved.

Who May Find This Useful

This discussion may be useful for students and practitioners interested in organic chemistry, particularly those exploring reaction mechanisms and product formation in alcohols and phenols.

josephcollins
Messages
59
Reaction score
0
What products will 2-methylbutan-2-ol give when reacted with excess concentrated H2SO4?

out of phenols with 2 methyl groups, an ether, a primary,secondary and tertiary alcohol, which will react most rapidly with sodium metal.


Could someone please help me with these,
thanks a lot,
Joe
 
Chemistry news on Phys.org
Please show us an effort at reasoning through these problems. You should be able to come up with some logical answers, as organic chemistry is not based on any memorized formulas, but on chemical thinking.
 
sorry sirus,
I would first imagine that the more R groups, the more polar the alcohol, so the more vigorous the reaction with Na+. there is also a very strong reaction with the phenol due to the electronegativity of the ring. But concerning the ether I do not quite know how the reaction will proceed, could someone help me with this step of the problem?
 
josephcollins said:
What products will 2-methylbutan-2-ol give when reacted with excess concentrated H2SO4?

out of phenols with 2 methyl groups, an ether, a primary,secondary and tertiary alcohol, which will react most rapidly with sodium metal.


Could someone please help me with these,
thanks a lot,
Joe
Dear Joe,

As 2-methylbutan-2-ol is a tertiary alcohol, its tendency to give an olefin is highest. If it is not a tertiary alcohol, principally seek for other mechanisms, such as ether formation (which is favorable in sulfuric acid media). So a total of at least two mechanisms (and therefore two main products) will be present, I think, with different percentages, of course.

About your second question, please remember that stability increases with increasing R groups, which is indicative of decreasing reaction ability. Phenols are more acidic than ordinary alcohols, as the phenyl group pulls oxygen's electrons, so releasing hydrogen more than that in aliphatic alcohols. However, methyl groups in ortho- and para-positions decrease this acidity to some extent. Ethers are the most stable compounds in this series.

According to the information I gave above, give some feedback.
 
Last edited:

Similar threads

Replies
1
Views
2K
  • · Replies 28 ·
Replies
28
Views
6K
Replies
1
Views
4K
  • · Replies 1 ·
Replies
1
Views
3K
  • · Replies 1 ·
Replies
1
Views
3K
  • · Replies 3 ·
Replies
3
Views
10K
  • · Replies 2 ·
Replies
2
Views
2K
  • · Replies 2 ·
Replies
2
Views
67K
  • · Replies 1 ·
Replies
1
Views
2K
  • · Replies 3 ·
Replies
3
Views
3K