A lab experiment acetylation of ferrocene

The principal aims of this experiment are to provide experience in the synthesis of ferrocene; to become familiar with inert atmosphere techniques; and to introduce the use of thin-layer chromatography as an analytical tool and column-chromatography as a means of purification. Its purpose is to introduce students to the colorimetric method as an analytical technique, spectrophotometric analysis, water sample analysis, and quantitative techniques in volumetric analysis.

A lab experiment acetylation of ferrocene

In this lab we will be utilizing the Friedel Crafts process of acetylation of ferrocene. Ferrocene is an atom of iron bounded by two aromatic rings. We will use some reagents that will cause the ferrocene to add either one acetyl group to an aromatic ring or add two acetyl A lab experiment acetylation of ferrocene to each of the aromatic rings.

In order to determine how well this process had worked we employed: IR spectra analysis, column chromatography, and a little TLC. This experiment is relevant in today's highly industrialized world.

By utilizing many of the techniques we employ in this lab, a company can synthesize new types of materials or composites that could revolutionize an industry. Background When we react the ferrocene with phosphoric acid and acetic anhydride, we obtain many disparate products.

Not only do we get acetylferrocene, but we also get diacetylferrocene, some unreacted ferrocene reactant, and acetic acid as well. We will use thin layer chromatography TLCcolumn chromatography CGand IR spectra analysis in order to determine the what proportions of each of these compounds will be present in the final product.

Both methods turn around a compounds polarity. As one recalls, polarity is a measure of the electronegativity of a compound determined by their placement in the periodic chart. Specifically, in this lab we are talking about the difference in polarity between the atoms of oxygen and carbon. Ferrocene is relatively low to none in polarity.

Acetylferrocene, because of the carbonyl functional group, is more polar than the ferrocene.

A lab experiment acetylation of ferrocene

Moreover, diacetylferrocene, because of the 2: Both methods have an extremely polar stationary phase; specifically, silica or alumina gel is used. Through this polar stationary phase, a mobile liquid phase is passed.

Now, one can think of a polar stationary phase as a bully that waits in the high school halls for his hooligan friends. His hooligan friends, hooley's as I like to call them, always stay back to talk him; the rest of the normal student body simply keep walking and pass him.

The idea here is: Analogously, those compounds which are most similar to the stationary substrate will stay behind to "hang out". In this case, the more polar the compound is, then the more it will stay behind as the rest of the product moves forward in its liquid mobile phase.

CG, on the other hand, works by having gravity pull the liquid mobile phase down a polar laden column.

A lab experiment acetylation of ferrocene

The joyous wonder of TLC and CG, then, is that they are thus able to separate each constituent contained in the product. I will only remark on the important features of the procedure.

The amount of start material for this lab was ca. The calculation for this may also be found in the pre-lab I first added acetic anhydride to ferrocene FC and then warmed to add in the H3PO4 catalyst.

Ferrocene | C5H5FeC5H5 - PubChem

I observed a reddish-violet color to this mix of reactants. I then did a TLC and noted that the majority of the sample was not the original ferrocene start material.

Please see the pre-lab for reproductions of the TLC plates used in this lab. Also see table 1.

Lab 4: friedel-crafts reaction: acetylation of ferrocene

As one can see, this crude's Rf is half that of the start material. This indicates that a reaction has definitely occurred. Please see the pre-lab for a picture of what the extraction looked like. Then we transferred the lower organic potion into another vial with a little sodium sulfate for drying.


Then we transferred this to a tarred vial and dried off the MeCl in a nitrogen stream. MeCl is a great solvent because it evaporates easily bp.

Moreover, we used a nitrogen steam so that we could minimize the amount of moisture in regular air from being reintroduced into the sample. We allowed this to dry over till next weekend; we then performed a CG on this sample. We placed this crude into the CG and then added three mobile solvents to it in order to separate the crude.Acetylferrocene is the organoiron compound with the formula (C 5 H 5)Fe(C 5 H 4 COMe).

It consists of ferrocene substituted by an acetyl group on one of the cyclopentadienyl rings. It is an orange, air-stable solid that is soluble in organic solvents. Dec 05,  · Instructional video for the University of Sheffield, department of chemistry, level 2 laboratory experiment ‘The synthesis and reactivity of ferrocene’.

Video . Ferrocene: Catalyzing Interest in Organometallic Chemistry Joe Derosa 1/21/16 Part III: Other Applications of Ferrocene b) Using ferrocene for analytic methods in total synthesis (Burn, N.

Z., et al., JACS , ) - In Burns' synthesis of (+)-Halomon, a ferrocene derivative of one precursor was synthesized in order to form a crystalline.

1 CH Experiment 2 PCC-Sylvania Spring Synthesis of Ferrocene INTRODUCTION Ferrocene is a stable, yellow organometallic compound, C 10H lausannecongress2018.com it was first discovered in there was a considerable.

Science/Acetylation of Ferrocene term paper

Acetylation Of Ferrocene Experiment #7 Introduction In this lab we will be utilizing the Friedel Crafts process of acetylation of ferrocene. Ferrocene is an atom of iron bounded by two aromatic.

In this experiment the redox couple ferrocene/ferrocenium will be studied in an aprotic solvent using the technique of cyclic voltammetry. In particular, the experimental variables affecting the cyclic voltammetry data and their interpretation will be investigated.

2. Introduction. Cyclic voltammetry is a very versatile electrochemical.

Acetylation Of Ferrocene Essay