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Acetyl Ferrocene (shown below) is an aromatic organometallic compound that can b

ID: 954760 • Letter: A

Question

Acetyl Ferrocene (shown below) is an aromatic organometallic compound that can be prepared using the reaction scheme shown below. Often time in this reaction two products form, acetyl ferrocene and diacetyl fcrrocene. If a scientist wanted to synthesize in lab acetyl ferrocene using this reaction a purification technique such as column chromatography is usually employed to purify and isolate the desired product. The column chromatography typically used has alumina as the stationary phase and the mobile phase used has a gradient. First 100% hexanes is used to elute the first band then the mobile phase is changed to 50/50 mixture of dichloromethane and hexanes to elute the two remaining bands. 1. Assuming the reaction did not go to completion and starting material is present in addition to the two product, which fraction should the scientist keep if the desired compound is acetyl ferrocene? Explain your answer. 2. What would be the consequence of starting the experiment with 50/50 mixture of dichloromethane and hexanes rather than 100% hexanes?

Explanation / Answer

When he runs column Chromatography 100% Hexane the starting material will come

Then he starts to runs with 50 : 50 Dichloromethane & hexane Acetyl ferrocene will come first and followed by diacetyl ferrocene.

1. He sould keep the second fraction. Because first band will come with 100% hexane which is starting material followed he will start with 50 : 50 Dichloromethane & hexane where Acetyl ferrocene will come which is second band.

2. If he runs 50 : 50 Dichloromethane & hexane all the compounds ( one starting material and 2 products) will come together.