Ketones

Gilman Reagents (Organocuprates): What They’re Used For

Gilman Reagents (Organocuprates): What They’re Used For

February 5, 2016

Last time we talked about how to make Gilman reagents (organocuprates). In this post, we’ll talk about what they’re actually used for. Here’s a summary for today: So what are Gilman Reagents Used For…

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Reactions of Grignard Reagents

Reactions of Grignard Reagents

December 10, 2015

Here’s the summary for today’s post: So far in this series we’ve introduced organometallic compounds and said that their carbons tend to be nucleophilic. We’ve learned how to make them from alk…

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Hydroboration and Oxymercuration of Alkynes

Hydroboration and Oxymercuration of Alkynes

May 14, 2013

Alkyne chemistry bears many resemblances to alkene chemistry, but in these first few posts on the subject, the purpose is to illustrate how one seemingly minor change – an extra π bond – can lead to sign…

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The Malonic Ester Synthesis

The Malonic Ester Synthesis

August 14, 2012

Apropos of nothing, here’s a post about a series of reactions that is a common source of student difficulties. It’s called the malonic ester synthesis, and it’s an interesting way of making substitu…

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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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Reagent Friday: Zinc Amalgam (Zn-Hg)

Reagent Friday: Zinc Amalgam (Zn-Hg)

December 9, 2011

In a blatant plug for the Reagent Guide and the Reagents App for iPhone, each Friday  I profile a different reagent that is commonly encountered in Org 1/ Org 2.  What it’s used for: For our purposes, zinc…

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Reagent Friday: Grignard Reagents

Reagent Friday: Grignard Reagents

October 14, 2011

In a blatant plug for the Reagent Guide and the Reagents App for iPhone, each Friday  I profile a different reagent that is commonly encountered in Org 1/ Org 2.  NOTE – I said that the Reagents app would…

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