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I'm not an expert teacher or lecturer of chemistry. I was only a student from SMA NEGERI 15 SURABAYA who had been one of the Bronze Medalist Participants of Olimpiade Sains Nasional X (2011) of Chemistry In Manado, North Sulawesi, 11 - 16 September 2011 and graduated in 2012. Now, I'm studying at Universitas Airlangga in Surabaya, Indonesia. I do love chemistry and I would like to help them who had difficulties in studying chemistry. That's why, please understand me if you found some misconcepts in my entries. Suggestions are always necessary in order to develop this blog. And I'm sorry because my English isn't so well.

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Friday, June 17, 2011

Pinnacol – Pinnacolone Rearrangement

Pinnacol – Pinnacolone Rearrangement

(Tata Ulang Pinakol – Pinakolon)


This reaction can happen when there is a two-closed-hydroxil diol compound reacted with strong acid to stabilize its new structure. This reaction will turn a diol become a ketone if it’s possible.

Example of Reaction Mechanism for (3-methyl-butane-2,3-diol) :



From that reaction, we can conclude that the acid is act as a catalyst because it is reacted with the compound and formed again in the end of reaction.

Question:

Determine the reaction mechanism for this rearrangement reaction!


Remember: For benzene, the easiest species that can be attacked is the branch group.

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