addition

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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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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Alkyne Reaction Patterns – The Carbocation Pathway

Alkyne Reaction Patterns – The Carbocation Pathway

May 24, 2013

In the previous three posts on alkynes we’ve introduced some new reactions that are specific to alkynes (versus alkenes): deprotonation (and subsequent substitution), partial reduction to alkenes, and the format…

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A Fourth Alkene Addition Pattern – Free Radical Addition

A Fourth Alkene Addition Pattern – Free Radical Addition

April 12, 2013

I’ve written that there are three major alkene reactivity patterns [carbocation, three membered ring, and concerted], but there are two minor pathways as well. This post discusses one of them. As discussed previ…

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Alkene Addition Pattern #3: The “Concerted” Pathway

Alkene Addition Pattern #3: The “Concerted” Pathway

April 2, 2013

In contrast to alkene addition reactions in the Carbocation Pathway and the 3-Membered Ring Pathway, we saw in the last two posts that hydroboration of alkenes is anomalous. The regioselectivity of the reaction is …

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Alkene Addition Pattern #2: The “Three-Membered Ring” Pathway

Alkene Addition Pattern #2: The “Three-Membered Ring” Pathway

March 20, 2013

The “Three-Membered Ring” pathway In the last post we walked through a proposal for how the bromination of alkenes works and showed that it adequately explains many of the experimental observations made fo…

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Rearrangements in Alkene Addition Reactions

Rearrangements in Alkene Addition Reactions

February 26, 2013

In exploring reactions that proceed along the carbocation pathway, every once in awhile you might see an example of an addition reaction that looks a little… strange. The alkene is gone, two new bonds have formed, b…

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Addition Reactions: Stereochemistry

Addition Reactions: Stereochemistry

January 30, 2013

In the last post on alkene addition reactions, we discussed one of the two key themes to look for in addition reactions: regiochemistry (in other words – what “region” of the alkene do different ato…

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Addition Reactions: Regioselectivity

Addition Reactions: Regioselectivity

January 28, 2013

In the previous post on addition, we talked about the key pattern of addition reactions [break C-C π, form two new bonds to adjacent carbons] and how this is the exact opposite pattern of elimination reactions we we…

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Addition Reactions: Elimination’s Opposite

Addition Reactions: Elimination’s Opposite

January 22, 2013

In previous series, we’ve discussed acid-base reactions, nucleophilic substitution reactions, and elimination reactions. These represent three of the four most important reaction types in a typical Org 1 course.…

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