ipl-logo

Grignard Reaction Lab

397 Words2 Pages

Grignard is a reaction that is crucial to forming the new carbon-carbon bond. This is a two-part lab that teaches new techniques; the purpose of this lab is to introduce realistic organic synthesis and apply acid workup to produce triphenylmethanol. A Grignard reaction is characterized by the addition of a magnesium halide (an organomagnesium halide) to an aldehyde or a ketone in order to form a secondary or tertiary alcohol. These reactions are helpful because they serve as a crucial tool in performing important carbon-carbon bond-forming reactions (Arizona State University, 2018). This experiment aimed to observe the mechanisms of a Grignard reply to synthesize triphenylmethanol from benzophenone using phenylmagnesium bromide as the Grignard reagent. …show more content…

In this experiment, the combined reactions are as follows. To start the experiment, the Grignard reagent, phenylmagnesium bromide, was formed by reacting bromobenzene with magnesium while using anhydrous diethyl ether as the solvent. Using anhydrous ether is crucial because if any water is present, the Grignard reagent will react with the water instead, which will ultimately terminate the reaction. Once formed, the Grignard reagent reacted with the benzophenone to form triphenyl magnesium bromide; this served as the Grignard adduct. From there, the Grignard adduct underwent an acid workup using aqueous 6M hydrochloric acid in order to form the product triphenylmethanol. Since water and magnesium bromide chloride was structured as side products after the adduct was hydrolyzed, the product was isolated using two separate extractions: an ether extraction and an aqueous extraction through a separatory funnel. The product was then purified using petroleum ether and recrystallized using boiling isopropyl

Show More
Related
382 Words | 2 Pages

The purpose of this experiment was to learn about metal hydride reduction reactions. Therefore, the sodium borohydride reduction of the ketone, 9-fluorenone was performed to yield the secondary alcohol, 9-fluorenol. Reduction of an organic molecule usually corresponds to decreasing its oxygen content or increasing its hydrogen content. In order to achieve such a chemical change, sodium borohydride (NaBH4) is used as a reducing agent. There are other metal hydrides used in the reduction of carbonyl groups such as lithium aluminum hydride (LiAlH4).

Read More
470 Words | 2 Pages

Marissa De la Paz 29 October 2015 Landstrom T/R, 8am Experiment 13B: Phenyl Grignard Addition to Benzophenone The objective of this experiment is to first generate a Grignard reagent, then use that to synthesize triphenylmethanol. The Grignard reagent is necessary to create a new C—C bond. The formation of triphenylmethanol is broken down in several steps.

Read More
2217 Words | 9 Pages

When the Grignard was prepared, magnesium was the limiting reactant and bromobenzene was in excess. Benzophenone was the limiting reactant in the Grignard reaction, and thus, benzophenone is used as the limiting reagent in the calculations below. After the experiment, the weight of the crude product was measured to be 0.460 g, and the weight of the pure product was 0.350 g. The molar mass of triphenylmethanol was found to be 260.3 g in the pre-lab.

Read More
1039 Words | 5 Pages

Experiment 2 Report Scaffold (Substitution Reactions, Purification, and Identification) Purpose/Introduction 1. A Sn2 reaction was conducted; this involved benzyl bromide, sodium hydroxide, an unknown compound and ethanol through reflux technique, mel-temp recordings, recrystallization, and analysis of TLC plates. 2. There was one unknown compound in the reaction that was later discovered after a series of techniques described above.

Read More
1399 Words | 6 Pages

It is understood the mechanism is acid-catalyzed where protons coordinate with the carbonyl oxygen to make the carbonyl carbon more electropositive for nucleophilic attack (Scheme 1). In the experimental procedure all reactants were added together, this is inefficient as the protons can coordinate with either trans-cinnamic acid or methanol. Coordination with methanol is unnecessary as it reduces its nucleophilicity and makes less protons available to coordinate with the carboxylic acid. To improve

Read More
568 Words | 3 Pages

The purpose of this lab was to carry out two Diels-Alder reactions; Part 1 focused on obtaining, and characterizing through IR spectroscopy and melting point range, a diastereomeric mixture of 7-oxobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride produced from furan and maleic anhydride, while the goal in Part 2 was to produce dihydroanthracene succinic anhydride from anthracene and maleic anhydride and characterize the product using its melting point range. Since more extensive experiments such as mass spectroscopy, 1H NMR, and/or 13C NMR were not carried out in either part, the product structures’ cannot be confidently ascertained. Nonetheless, it will be assumed that at least the predicted products were isolated. For Part 1, the product in the reaction mixture was a near-transparent solid mass of prismatic crystals, while the isolated crystals were long, needle-like, and translucent white. This observation agrees with the literature appearance of “crystalline and white.”

Read More
1060 Words | 5 Pages

Introduction: What are enzymes? Chemical reactions that take place in living cells are known as metabolic reactions. There are two types of reactions: • Anabolic Reaction (Constructive) • Catabolic Reaction (Destructive)

Read More
1111 Words | 5 Pages

In this test, primary halides precipitate the fastest while secondary halides need to be heated in order for a reaction to occur. Comparison of the rates of precipitation of the obtained product to standard 1° and 2° bromide solutions will show whether the product is a primary or secondary

Read More
755 Words | 4 Pages

Regarding reaction 4, the duration was changed to 480 seconds. After the Styrofoam cups were restacked, 100mL HCl was added. The lid was added and the probe was instered. A watch glass was weighed, then weighed again after scooping on 1.0g MgO. After 3-4 readings were recorded, the MgO was added with the spatula, which was stirred constantly with the stir bar. The watch glass was weighed again with the remains of the MgO. Reaction 5 did not use the stock solution.

Read More
704 Words | 3 Pages

The purpose of this lab was to perform a Wittig reaction in order to test whether the counter ion in a base used in the reaction directly results in the formation of an E or Z product. Three bases -- LiOH, KOH, and NaOH -- will be reacted with acetonyl triphenylphosphonium chloride (a phosphonium salt). The product of that reaction will be reacted with p-annisaldehyde, and an NMR of each product will be taken and used to determine which isomer of each product is formed. In a Wittig reaction, an aldehyde or ketone is reacted with a ylide produced from an SN2 reaction with a phosphonium salt.

Read More
597 Words | 3 Pages

This allowed them to see the reaction in real time, with the help of X-ray crystallography. Due to this new technique, they observed additional transitional states previously unexplored as well as suggesting a third magnesium ion is involved in the reaction. They believed and proved, that by using their technique, intermediate states

Read More
851 Words | 4 Pages

Production diclofenac acid (DFA) by diclofenac sodium (DFS) hydrolysis DFA which yielded from DFS hydrolysis was characterized by FT-IR and DTA. Fig. 2 showed the information provided by the spectra FT-IR profile, which distinguished DFS from DFA. The DFA’s spectra showed a specific absorption peak at 3324 cm-1 which correspond to free OH stretching of a carboxylic group. Free acid was also presented as a peak at 1693 cm-1 associated with C

Read More
741 Words | 3 Pages

A chemical reaction is a process in which one or more reactants are converted into products. Chemical reactions are classified into five main reaction types: synthesis, decomposition, single replacement, double replacement, and combustion. The type of chemical reaction can also be classified in one of two ways: oxidation-reduction or non-oxidation-reduction reactions. Based on my recollecting of prior knowledge and recent studies to obtain background information for this particular lab, I was able to design a hypothesis that I feel incorporated the main aspects of my background information.

Read More
142 Words | 1 Pages

In this experiment, chemical reactions take place in cells and are responsible for all the actions of organisms. Chemical reactions can consume energy (endergonic) or release energy (exergonic). Together, these reactions make up an organism 's metabolism. The chemicals taking part in these reactions are called metabolites.

Read More
708 Words | 3 Pages

This has led to the recent disclosure of several improved reaction protocols for the synthesis of DHPMs, either by modification of the classical one-pot Biginelli approach itself or by the development of novel, but more complex multistep strategies. 3.3.2. Alternative multistep

Read More

More about Grignard Reaction Lab

Open Document