Organic Synthesis How can we form this?Substitution?No; the pi bond will break before Br contributes to a substitution reactionWe could use hydrogenation of 1-bromo-1-butyne (provided only one of the pi bonds break)Performing an elimination on 1-bromo-2-butanol or 1-bromo-1-butanolwould work best.CH CH2CH2CH3BrOHCHCH CH2CH3BrCH2CH CH2CH3CCCH2CH3BrCH2CH CH2CH3BrOHBest choice: only one product possible.How do we choose between reactions?Notice that their may be more than one way to form a particular compoundThe handout is an oversimplification … There are thousands of reaction mechanisms, many of which are very specificConsiderations when choosing include …Yield (how much product forms)Potential for multiple productsEase of separating contaminating structuresType of isomer desiredEconomics: e.g. cost of starting materialsAnswers: 1, 21) An addition reaction involves breaking a double bond and adding two parts of a molecule across the bond
This is the end of the preview. Sign up
access the rest of the document.
This note was uploaded on 04/12/2011 for the course CHEM 1010 taught by Professor Marshall during the Spring '11 term at North Texas.