Acetylides from Alkynes, And Substitution Reactions of Acetylides
Alkylation of acetylides Terminal alkynes have unusually acidic C–H bonds (pKa 25). Treatment with a strong base such as sodium amide (NaNH2) gives an acetylide,
Read moreAlkylation of acetylides Terminal alkynes have unusually acidic C–H bonds (pKa 25). Treatment with a strong base such as sodium amide (NaNH2) gives an acetylide,
Read moreIdentifying Carbons Where Substitution and Elimination Reactions Can Take Place Substitution and elimination reactions need a leaving group in order for them to occur. Look
Read moreThe Role of The Substrate In Substitution & Elimination Reaction: SN2 vs E1/SN1 Deciding whether a reaction is SN1/SN2/E1/E2 first of all requires understanding the
Read moreThe Gabriel Synthesis For Making Primary Amines We’ve seen previously that it’s hard to *usefully* build amines through the SN2 reaction, because once amines start
Read moreAzide Ion: Structure, Properties, and Substitution Reactions Table of Contents The Azide Ion Is A Great Nucleophile Organic Azides As “Masked” Amines Exploding On The
Read moreThe Williamson Ether Synthesis In the Williamson Ether Synthesis, an alkyl halide (or sulfonate, such as a tosylate or mesylate) undergoes nucleophilic substitution (SN2) by an alkoxide to give an ether.
Read moreHow To Make Ethers With Alcohols And Acid Symmetrical ethers can be made from the acid-catalyzed dehydration of primary alcohols. A classic example is the
Read moreRearrangement Reactions: Substitution Reactions With Hydride Shifts In this post we cover several examples of reactions where carbocations form… but then a funny thing happens.
Read moreRing-opening of epoxides with basic nucleophiles Epoxides are cyclic ethers with considerable ring strain (about 13 kcal/mol) Epoxides undergo reaction with nucleophiles under basic conditions
Read moreMaking Alkyl Halides From Alcohols In today’s post we show that treating alcohols with HCl, HBr, or HI (which all fall under the catch-all term
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