ketones

The Simple Two-Step Pattern For Seven Key Reactions of Aldehydes and Ketones

August 18, 2017

“There are just so many reactions! I can’t remember all the mechanisms!!” – distressed organic chemistry student Yes, yes there are a lot of reactions, particularly in second semester organic …

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Organic Chemistry Study Tips: Reaction Maps

Organic Chemistry Study Tips: Reaction Maps

May 7, 2012

This time of year one of the most common problems students come to me with is how to do synthesis problems. Like this:  There’s a lot of different ways to go about learning how to do synthesis – and IR…

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Reaction Friday: Keto-Enol Tautomerism

Reaction Friday: Keto-Enol Tautomerism

April 27, 2012

Today’s Reaction Friday is all about keto-enol tautomersm, the chemistry equivalent of Jekyll and Hyde. Included: Tautomers are constitutional isomers (not resonance forms) The same factors which stabilize alken…

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Weird Nomenclature In Carbonyl Chemistry

Weird Nomenclature In Carbonyl Chemistry

March 26, 2012

Making it through the chemistry of carbonyl derivatives (ketones, aldehydes, carboxylic acids, esters, and more) there are at least two “weird” nomenclature issues that repeatedly come up to baffle student…

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Reaction Friday: Formation of Acetals from Ketones

Reaction Friday: Formation of Acetals from Ketones

February 24, 2012

Today’s video is about the formation of acetals from aldehydes and ketones, an important method for the protection of the carbonyl group. One thing I forgot to mention in the video is that the reaction is an equ…

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Reaction Friday: Addition of Grignard Reagents to Ketones

Reaction Friday: Addition of Grignard Reagents to Ketones

February 18, 2012

Grignard reagents are very useful carbon-based nucleophiles and will readily form carbon-carbon bonds with carbonyl compounds. Here the reaction of Grignard reagents with ketones is described, along with several examp…

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Pictorial Guide to Infrared Spectra

Pictorial Guide to Infrared Spectra

August 3, 2011

From the “I wish I made this” department…. Pictorial Guide to Infrared Spectra (Jon Chui, U. of Victoria, Canada) Apparently Jon has been thinking about putting together a similar graphic for NMR, b…

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Summary Sheet #5 – 9 Key Mechanisms in Carbonyl Chemistry

Summary Sheet #5 – 9 Key Mechanisms in Carbonyl Chemistry

July 29, 2010

I finally got around to putting together a summary sheet of the two previous series on mechanisms in carbonyl chemistry (anionic nucleophiles and neutral nucleophiles) It’s a companion piece to the summary sheet…

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On Acetals and Hemiacetals

On Acetals and Hemiacetals

May 28, 2010

(Part VI on a series of posts on the reactions of neutral nucleophiles with carbonyl compounds) When I started this series on reaction mechanisms of carbonyl compounds, it was in an effort to justify a little statemen…

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Another awesome example of acid catalysis: Acids catalyze keto-enol tautomerism

Another awesome example of acid catalysis: Acids catalyze keto-enol tautomerism

May 5, 2010

Between posts on tautomerism and on lewis acid catalysis, I neglected to mention a really important point in carbonyl chemistry that illustrates another facet of acid catalysis: Acids catalyze keto-enol interconversio…

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