Question

Friedel-Crafts Acylation of Ferrocene "riedel-Crafts reactions are examples of electrophilic aromatic substitution reactions. The eaction involves the substitution of hydrogen on the aromatic ring system by an electrophilic arbon species forming a new carbon-carbon bond. Friedel-Crafts reactions may be used to ntroduce either an alkyl or acyl group. Ferrocene does not undergo addition reactions typical of cyclopentadiene, but undergoes Electrophilic aromatic substitution. The Friedel-Crafts acylation reaction of ferrocene involves he addition of the acylium cation to one of the carbon atoms on the ring, followed by loss of a proton (to solvent). The acylium cation is produced from acetic anhydride, which also serves as a solvent for this reaction. If only one ring reacts, then the product is the orange acetylferrocene. If both rings react, then the product is the red 1,1-diacetylferrocene. The reaction time of this experiment is reduced to limit the formation of 1,1-diacetylferrocene. Your objectives in this experiment will be to synthesize, isolate, and characterize acetylferrocene. The reaction equation is shown below. In this experiment you will also become familiar with a technique called column chromatography, which can be used to separate the desired product from unreacted starting material and side products. The compounds are colored which will make it easy to see the separation. Melting temperature analysis will be used to characterize the synthesized product. Hypo, con un solo (aq) H3COCH H3C CH3 Ferrocene Acetic anhydride Acetylferrocene Acetic acid OBJECTIVES In this experiment, you will Synthesize acetylferrocene. • Isolate and purify the product using column chromatography • Measure the melting temperature range of your product.

Answer 1

toy machenSyn freo Sylathesis of actyl ferrocene by Bridel crift acylail of ferrocene en lab 192 poh -OH old Mt alb / HO y cool d . Hon p 27 by Miroscale Flash column chromatography" is the separa tion of ferro cene and Acetyl ferrodue. 77 phosphoric acid (H3PO4) and acetic anlydride is also a lachrymates. Avoid contact or unohue exposure to caporn. rear gloves all the time, especially when you are working with como sive reagents keep safety glasses on all the time dispose of organic substances in their proper containers melting tewperature Fermocene - 172.5°C. melting temperature - Acetif Pemoene 84°C to 830