cyanohydrin

The Strecker Synthesis of Amino Acids

The Strecker Synthesis of Amino Acids

November 12, 2018

What’s not to love about the cyanide ion? OK, OK, it’s a deadly poison, and should be treated extremely carefully in the lab. But besides that, it’s an excellent nucleophile that can react with a wi…

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The Ruff Degradation and Kiliani-Fischer Synthesis

The Ruff Degradation and Kiliani-Fischer Synthesis

October 29, 2018

The cyanide ion (CN–) can be a very useful tool for extending carbon chains by a single carbon. A familiar example is the reaction of cyanide ion with primary alkyl halides in a nucleophilic substitution reaction (S…

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Breaking Down Carbonyl Reaction Mechanisms: Anionic Nucleophiles (Part 1)

Breaking Down Carbonyl Reaction Mechanisms: Anionic Nucleophiles (Part 1)

April 26, 2010

I’m going to spend today going into the mechanisms of some of the reactions in the summary sheet I posted last time. Like I said in that post, I think that about 98% of the mechanisms of the 110 combinations on …

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