Can Jones Reagent Oxidize Benzyl Alcohol?

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Discussion Overview

The discussion revolves around the ability of Jones reagent to oxidize benzyl alcohol, focusing on its classification as a primary alcohol and the potential exceptions in oxidation reactions involving aromatic compounds. The conversation includes considerations of the strength of Jones reagent as an oxidant and comparisons with other reagents like Fehling's solution.

Discussion Character

  • Debate/contested
  • Technical explanation

Main Points Raised

  • Some participants assert that Jones reagent is a weak oxidant and cannot oxidize benzyl alcohol due to its primary alcohol status and potential exceptions related to aromatic compounds.
  • Others challenge the characterization of Jones reagent as weak, suggesting that it is not particularly weak as an oxidizing agent.
  • There is confusion regarding the question posed, with a participant questioning if there was a typo regarding the nature of the oxidizer.
  • One participant points out that Fehling's solution and Jones reagent are different reagents, questioning the relevance of comparing them in this context.

Areas of Agreement / Disagreement

Participants do not reach a consensus on whether Jones reagent can oxidize benzyl alcohol, with multiple competing views remaining regarding its effectiveness and the relevance of comparisons to other reagents.

Contextual Notes

Participants express uncertainty about the strength of Jones reagent and its applicability to benzyl alcohol, highlighting the need for clarity on the definitions and characteristics of the reagents discussed.

Physics lover
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Homework Statement
The question asked whether Jones reagent can reduce benzyl alcohol or not?
Relevant Equations
Jones reagent - a weak oxidant
I know that Jones reagent is a weak oxidant and can reduce primary and secondary alcohols and benzyl alcohol is primary,but then i remembered some exceptions,like fehling solution can not reduce aromatic compounds.So according to me Jones reagent can not reduce benzyl alcohol.Please tell me the correct answer.
 
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Are you sure the question is “can an oxidizer act as a reducing agent?” Or is that a typo?

(As a side note, the Jones oxidation is not particularly weak.)
 
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TeethWhitener said:
Are you sure the question is “can an oxidizer act as a reducing agent?” Or is that a typo?

(As a side note, the Jones oxidation is not particularly weak.)
Oh sorry,its oxidising only.It was a typo.
 
Physics lover said:
I know that Jones reagent is a weak oxidant and can reduce primary and secondary alcohols and benzyl alcohol is primary,but then i remembered some exceptions,like fehling solution can not reduce aromatic compounds.

What does Fehling's solution have to do with the Jones oxidation? They're two different reagents.

Physics lover said:
So according to me Jones reagent can not reduce benzyl alcohol.

In light of my comment above, what leads you to believe this is true?

Physics lover said:
Please tell me the correct answer.

That's not what we do at PF.
 

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