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Nucleophilic Aromatic Substitution (2) – Arynes

September 17, 2018 By James Ashenhurst 7 Comments

In this post we'll discuss nucleophilic aromatic substitution, but with a new twist; a nucleophilic aromatic substitution that passes through a strange-looking intermediate called an aryne. Previously [see: Nucleophilic Aromatic Substitution] we saw that electron-poor aromatic rings containing a … [Read more...]

Filed Under: Aromatic Reactions, Organic Chemistry 2 Tagged With: arynes, benzyne, diels alder, knh2, nanh2, nucleophilic aromatic substitution, snar, triple bond

Alkynes Via Elimination Reactions

June 11, 2013 By James Ashenhurst 5 Comments

We've gone through elimination reactions before - treatment of alkyl halides with base gives alkenes. Some time ago we discussed elimination reactions here. Elimination reactions follow the general pattern below, where two adjacent bonds to carbon are broken - usually C-H and C-X, where X is a … [Read more...]

Filed Under: Alkyl Halides, Alkynes, Organic Chemistry 1, Organic Reactions Tagged With: alkyne, dihalides, e2, elimination, nanh2, synthesis

Reagent Friday: Sodium Amide (NaNH2)

July 29, 2011 By James Ashenhurst 29 Comments

In a blatant plug for the Reagent Guide, each Friday  I profile a different reagent that is commonly encountered in Org 1/ Org 2. Version 1.2 just got released this week, with a host of corrections and a new page index.  Note: there should also be another exciting announcement about the Reagent … [Read more...]

Filed Under: Organic Reagents Tagged With: acid, amides, base, nanh2, Reagent guide, reagents, sodium amide, steric bulk

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