Question

(i) \(\mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H}\) (ii) \(\mathrm{CH}_{3} \mathrm{MgBr}\) then \(\mathrm{H}_{3} \mathrm{O}^{+} \quad\) product is

Short answer

No typical product is formed due to the lack of a suitable electrophile for \( \mathrm{CH}_{3} \mathrm{MgBr} \).

Step-by-step solution

Identify the Reactants

We have two reactants given in the exercise: (i) a peroxy acid, \ \( \mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H} \,\) which is an organic peroxide, and (ii) a Grignard reagent, \ \( \mathrm{CH}_{3} \mathrm{MgBr} \.\)

Determine the Reaction Type

The reaction involves the formation of a new carbon-carbon bond. Grignard reagents are particularly known for reacting with carbonyl groups to form alcohols.

Reaction of Grignard Reagent with Peroxy acid

Typically, the Grignard reagent, \ \( \mathrm{CH}_{3} \mathrm{MgBr} \,\) adds to an appropriate electrophilic carbon center. However, in this mixture, \ \( \mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H} \,\) is not a standard substrate for Grignard addition due to the peroxide linkage.

Hydrolysis Step

In this context, a product might not simply form by the described reactants directly. Hydrolysis component \ \( \mathrm{H}_{3} \mathrm{O}^{+} \,\) would usually follow the initial Grignard reaction to protonate and complete its action, if the Grignard had a typical electrophilic target.

Conclude the Likely Outcome

Without an appropriate electrophilic carbonyl in the peroxide, the direct reaction is not straightforward. The primary outcome as planned doesn't yield a specific Grignard outcome; a more reactive carbonyl-like species is needed for a definitive product like an alcohol.

Key concepts

Organic Peroxides

Organic peroxides, like \( \mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H} \), are fascinating compounds consisting of the peroxide functional group (\(-O-O-\)) bonded to organic molecules. They are quite reactive due to the weak O-O bond. This makes peroxides valuable in a variety of chemical reactions, particularly in organic synthesis where controlled reactivity is crucial for creating desired products.

Organic peroxides are often used as initiators in the polymerization of alkenes, as they decompose to form free radicals which drive the polymerization reaction. In other scenarios, they can act as oxidizing agents, converting other substances into their oxidized forms.

However, safety is a significant concern when handling organic peroxides because they can be explosively reactive if not managed under controlled conditions. It's essential to conduct all reactions with peroxides in a well-equipped lab with appropriate safety measures.

Reaction Mechanism

Understanding the underlying reaction mechanism is key to predicting the outcome of chemical reactions involving Grignard reagents. Typically, a Grignard reagent such as \( \mathrm{CH}_{3} \mathrm{MgBr} \) is highly nucleophilic, and it will attack an electrophilic carbon, usually found in carbonyl groups, to form a new carbon-carbon bond.

The Grignard reaction proceeds with the nucleophilic carbon from the Grignard reagent attacking the electrophilic carbon of a carbonyl. In this scenario, the compound \( \mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H} \) does not contain a typical carbonyl center because of its unique peroxide linkage, making it an atypical target for direct Grignard addition.

Although the classic Grignard mechanism involves the formation of alcohols via carbonyl addition, in the absence of a carbonyl-like electrophile in organic peroxides, alternative pathways or more reactive species might be necessary to achieve a similar result.

Hydrolysis Steps

The hydrolysis step is often the final stage in reactions involving Grignard reagents. After the Grignard reagent has reacted with its target to form a new intermediate, the protonation or hydrolysis step helps to finalize the reaction by generating the alcohol product, if a carbonyl was present.

In our scenario, typically, the addition of \( \mathrm{H}_{3} \mathrm{O}^{+} \) following the Grignard reaction is supposed to complete the transformation of the reactive intermediate into an alcohol through protonation of the alkoxide formed. However, since \( \mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H} \) does not contain a straight-forward carbonyl for the Grignard to attack, the expected Grignard reaction outcome might not be achievable directly.

In general chemistry practices, hydrolysis is significant for completing reactions as it often helps isolate the final product from intermediate stages by providing necessary protons to stabilize the charged intermediates.