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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, December 30, 2011

Pyridinium Chlorochromate (PCC)



Pyridinium chlorochromate is a reddish orange solid reagent used to oxidize primary alcohols to aldehydes and secondary alcohols to ketones. Pyridinium chlorochromate, or PCC, will not fully oxidize a primary alcohol to the carboxylic acid as does the Jones reagent. A disadvantage to using PCC is its toxicity. PCC was developed by Elias James Corey and William Suggs in 1975. PCC has the advantage of being less acidic. But this reagent is expensive enough so we have to use it wisely.

The original preparation by Corey involves adding one equivalent of pyridine to a solution of one equivalent of chromic acid and concentrated hydrochloric acid:

C5H5N + HCl + CrO3 → [C5H5NH][CrO3Cl]


Amorf of Pyridinium Chlorochromate
(Source: http://img.weiku.com/photo/1129/112980/product/Pyridinium_chlorochromate_CAS_NO_26299_14_9_201162311714677_s.jpg
and
http://www.ymzfcg.com/photo/201101/Pyridinium-chlorochromate-69182.jpg)


Mechanism Reaction of Oxidation with PCC
(Source: http://www2.chemistry.msu.edu/faculty/reusch/VirtTxtJml/alcohol2.htm)

Further Reading . . .
Wikipedia



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