Organometallic Reaction: Benzoic Acid and Phenylmagnesium Bromide Equation

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Discussion Overview

The discussion revolves around the reaction between benzoic acid and phenylmagnesium bromide, specifically focusing on how to write the corresponding equation. Participants explore the nature of organometallic reactions, particularly involving Grignard reagents, and express uncertainty regarding the initial steps in the reaction process.

Discussion Character

  • Homework-related, Exploratory, Debate/contested

Main Points Raised

  • One participant expresses uncertainty about how to begin writing the reaction equation, noting the presence of an acidic hydrogen in benzoic acid and questioning whether an ether would result from the reaction.
  • Another participant asserts that the presence of magnesium and bromide indicates a specific type of reaction, suggesting that the original poster should conduct more research before asking for help.
  • A different participant acknowledges understanding the formation of phenyl magnesium bromide from bromobenzene and magnesium, as well as the mechanism for forming triphenylmethanol, but points out that these reactions do not involve benzoic acid, which is causing confusion.
  • One participant identifies phenyl magnesium bromide as a Grignard reagent and questions the common uses of Grignard reagents, while also asking why it is not applicable in this particular case.

Areas of Agreement / Disagreement

Participants do not appear to reach a consensus, as there are differing levels of understanding and varying perspectives on the reaction and its mechanisms. Some express confusion while others provide insights, leading to an ongoing exploration of the topic.

Contextual Notes

There is a lack of clarity regarding the specific reaction mechanism involving benzoic acid and phenylmagnesium bromide, as well as the implications of using Grignard reagents in this context. The discussion reflects varying assumptions about the reactions involved.

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Homework Statement


Write an equation showing how benzoic acid would react with phenylmagnesium bromide.

Homework Equations

The Attempt at a Solution


I am not quite sure where to start first with this Reaction. I haven't seen a Organometallic + acid reaction before. I realize that i have an acidic hydrogen but what would be the first step? would an ether result!? any help would be greatly appreciated, thanks pf! :)
 
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Magnesium and bromide in organic chemistry means only one type of reaction. Actually just googling for reactions of phenylmagnesium bromide gives name of the reaction between first hits. You should really try harder before asking.
 
I know borek, thank you. It gives you the (preparation) reaction mechanism to form phenyl magnesium bromide from bromobenzene and magnesium metal which i understand. It also shows the mechanism to form triphenylmethonal with phenyl magnesium bromide which i also understand. But neither of those reactions use benzoic acid and that is what is throwing me off
 
Phenyl magnesium bromide is a Grignard reagent - have you heard that name?

What is a common use of Grignard reagents?

Why is it of no use here?
 

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