-The aim of the research accomplished in this article was to explore the differences between the oxidative bromination reaction under small-scale macroscopic vs tracer level radiochemical condition, explored in terms of effective brominating agents. The development of experimental protocols for successful radiobromination at the tracer NCA-scale should be applicable to the synthesis of other radiobromine-labed organic compounds such as PET radiopharmaceuticals and radiotherapy agents. Bromine-labeled compounds have advantages over iodine-labeled compounds; the stronger C-Br bond results in less dehalogenation, and unlike iodide, bromide does not accumulate in the thyroid.
They found that ipso substitution by electrophilic dematallation effectively "introduces radiobromine regiospecifically into organic compounds containing aromatic rings, but competition can occur with other reactive sites, such as open positions on an activated aromatic ring and amine or amide groups."
In one particular reaction hydrogen peroxide/acetic acid(2:1) was used in the radiobromination of a 5-tributytin substitutud furfural, in in which the electron-rich furan ring is deactivated slightly by the aldehyde group to make the compound in Image 1. It was used in the synthesis of 76Br-labeled progestin 16alpha, 17alpha-dioxolane for breat tumor imaging and radiotherapy.
(Image 1)
Source: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2743097/?tool=pubmed
I think you did a great job of fulfilling the requirements of this blog. There were a lot of compounds mentioned that I had never heard of, but you summarized the article in an easy to understand fashion. It was also helpful that you included a picture of the reaction. A lot of times in chemistry, I find that pictures make a concept or reaction easier to understand. I thought it was neat that it had a practical purpose because it was used in breast tumor imaging and radiotherapy. Good Job! :)
ReplyDeleteI found your article to be interesting and I liked the fact that you incorporated a picture to help understand your explication. I also found it interesting that bromide I believe it was helped played a practical use in breast tumor imaging and radiotherapy. However, I think you could have maybe stated what electrophilic substitution is to help give your audience a general idea of what you were talking about.
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