Electrophilic Aromatic Substitution: Introduction
The Six Key Electrophilic Aromatic Substitution Reactions In electrophilic aromatic substitution a C-H bond is broken and a new C-E bond (E being an electrophilic
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More On 1,2 and 1,4 Additions To Dienes
Two More Diene Reactions: Free-Radical Addition of HBr to Dienes, and Addition of Br2 to Dienes In an earlier post we covered 1,2 and 1,4
Read moreAromatic Synthesis (1) – “Order Of Operations”
Planning An Aromatic Synthesis: Putting Reactions In The Right Order When planning a synthesis of simple aromatic compounds, it’s not enough to pick the right
Read moreSelectivity In Free Radical Reactions
Free Radical Chlorination: Selectivity This post is all about the selectivity of free-radical halogenation: what does “selectivity” mean, anyway? And how do we calculate it? It’s often
Read moreHalogenation At Tiffany’s
Thinking Through The Selectivity of Bromination vs Chlorination: An Intuitive Analogy As we discussed in the last post on radicals, bromine radicals are considerably more
Read moreBonus Topic: Allylic Rearrangements
Allylic Rearrangements – Allylic Bromination With Rearrangement In allylic bromination reactions, the C-H bond of an allylic carbon breaks, and a new C-Br bond is
Read moreAlkynes Are A Blank Canvas
Alkynes: The Gateway To Organic Synthesis Now that we’ve gone through all the major reactions of alkynes, we can take a step back and look
Read moreHalogenation of Alkenes and Halohydrin Formation
Bromination, Chlorination, and Halohydrin Formation from Alkenes Alkenes undergo halogenation when treated with Cl2, Br2 and (less commonly) I2 to give vicinal dihalides These reactions
Read moreAlkene Addition Pattern #2: The “Three-Membered Ring” Pathway
The “Three-Membered Ring” Pathway In Alkene Mechanisms: Halogenation, Oxymercuration, Halohydrin Formation, and Acidic Epoxide Opening In the last post we walked through a proposal for
Read moreSummary: Three Key Families Of Alkene Reaction Mechanisms
The Three Key Families Of Alkene Addition Reaction Mechanisms (Plus Two Minor Ones) In this post we’ll do a final review of alkene addition reactions
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