Grignard synthesis of triphenylmethanol lab report

Miniscale versions of both

Grignard synthesis of triphenylmethanol lab report

Hire Writer Several factors affect the formation of the Grignard Reagent. First is the nature of the halogen in the R-X bond. The difference in size creates an orbital overlap resulting in an weak bond. Iodine has the weakest bond due to its large orbital followed by bromine and chlorine, with the strongest being fluorine.

Flourine is not used in a Grignard Reagent because it is overly reactive and unstable. Small halides are also not used because they can spread out the negative charge in the molecule and strengthen the C-X bond.

A weaker C-X bond is preferred to facilitate the insertion of magnesium. The nature of the R group present is also important. Specifically the bond dissociation energy of a molecule reflects teh stability of the initial and final states.

A lower BDE ensures stability and lowers the likelihood of hemolytic cleavage and eventual formation of a Grignard. Benzyllic radical R groups are the most stable due to electron delocalization in their resonance structure.

Allylic radical R groups are also stable as their double bonds allow for similar resonance stabilization. Tertiary, Secondary, and Primary radicals follow in stability.

They are followed by methyl radicals and finally phenyl radicals. The solvent used to form the Grignard is important. Ethers are the most common solvent used for Grignard synthesis. Ethers like diethyl ether or THF are good solvents because they are non-reactive and can split the halogen of one molecule and the magnesium of the other.

The reflux apparatus also helps keep water out of the reaction container while the reagents are being dissolved and heated to increase reactivity. Primary use of a Grignard reagent is as a nucleophile.

In this reaction, the negatively charged carbon atom on the Grignard reagent attacks the partially positive charged carbon of the carbony group forming a new C-C bond. The R group thus adds tot he carbonyl carbon and the carbonyl oxygen eventually gets protonated to become an alcohol.


Grignard Reactions can thus create a ketone, a carboxylic acid, tertiary, secondary, or primary alcohol. Finally, after the Grignard reaction has completed, purification and characterization techniques are applied to assure the synthesis was successful.

Grignard synthesis of triphenylmethanol lab report

Purification is best done through recrystallization as used in previous experiments and some ways of characterization include measuring a melting range and collecting IR and H-NMR data. In general a more narrow melting range is more desirable as it ensures the sample is pure.

A melting range that matches the literature value also ensures the desired molecule has been identified. How to cite this page Choose cite format:โ€‚ยทโ€‚4 Anna Shahrour Synthesis of triphenylmethanol from phenyl magnesium bromide.

The Grignard reagent attacks the electrophilic carbonyl carbon of the benzophenone and pushes electrons up to /Grignard_Reactions_Synthesis_of_Triphenylmethanol. Triphenylcarbinol: A Grignard Synthesis Chemistry L/L October 1, Laura Meraz.

Grignard synthesis of triphenylmethanol lab report

2 Purpose: In this experiment, phenyulmagnesium bromide (a Grignard reagent) was prepared and used to produce triphenylcarbinol (a tertiary alcohol) by reacting with methyl benzoate.

Abstract The Grignard lab was performed to synthesize triphenylmethanol from bromobenzene through the process of a Grignard reaction. In this particular reaction a new carbon - carbon bond will be formed. The product that was formed during week one of the lab, was a solid, light rose color.

The final desired product, that was formed at the end of week two, was a solid substance that appeared A lab report about Preparation and usage of a Grignard reagent in order to synthesize Benzoic acid from Solid CO2 (Dry Ice) and a Bromo-Benzene Grignard.

Grignard Synthesis of Triphenylmethanol From Benzophenone.

Grignard Lab Report - Research Paper Example : Chemistry In the second part of the experiment, a yield of
Popular Topics In this experiment, phenylmagnesium bromide, a Grignard reagent was synthesized from bromobenzene and magnesium strips in a diethyl ether solvent.
Order now The Grinded reagent formed can then behave as a base or a nucleoli due to the partial charge between the carbonic and the alkyl group.
Anna Shahrour Grignard Reactions: The halide can be Cl, Br, or I not F.
Saturated NaCl solution Methods:

Enviado por. d-fbuser Aldol Condensation.

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Enviado por. Fajriah Fajriah. Grignard Reaction. Enviado por. jayhov. Grignard Reaction with a Ketone: Triphenylmethanol. Introduction: The purpose of this lab is to prepare phenylmagnesium bromide, a Grignard reagent, and react it with benzophenone to give triphenylmethanol.

Grignard reagents are very reactive and must be synthesized in an environment free of water or any other source of potential proton In order to synthesis triphenylmethanol, Grignard reagent is playing an important role because Grignard reagent is the key reagent in this experiment.

The presence of water in the process of generating Grignard reagent will causes the particular reagent to be decomposed.

Grignard Synthesis of 1,1-Diphenylethanol | Dr. Peggy Kline - Chemistry @ SMC | Peggy Kline