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Nomenclature: same general rules that we have seen before with
alkanes and alkenes
1. Suffix - yne
2. Triple bond recieves lowest possible number on the parent chain
Numbering starts on the end of the chain closest to the first multiple bond
(if there is a choice, alkenes receive the lower number)
a.
4. Compounds with double and triple bonds are called "-enynes," not "-ynenes"
Examples:
Chapter 7 - Alkyne Reactivity
Monday, May 15, 2017 10:03 PM Ezra always vinyl try'drogue cis trans Athene E O O nsefereochen O (^0) Octa 2,4 dien^6 y.nl I i Whs Ks peat^4 yn 2 amine or S
B y 6 3 2
Mechanism:
Example:
Preparation of Alkynes: Elimination Reactions of
Halides/Dihalides
Monday, May 15, 2017 10:03 PM
Mechanism:
Example:
Preparation of Alkynes: Elimination Reactions of
Halides/Dihalides
Monday, May 15, 2017 10:03 PM HE
Mechanism:
Example:
Reactions of Alkynes: Addition of HX
Monday, May 15, 2017 10:03 PM
Example: Reactions of Alkynes: Halogenation Monday, May 15, 2017 10:03 PM
Acid catalyzed keto-enol tautomerization Base catalyzed keto-enol tautomerization Tautomer Interconversion Monday, May 15, 2017 10:03 PM
Review: Base catalyzed keto-enol tautomerization Example: Hydration of an Internal Alkyne Monday, May 15, 2017 10:03 PM
Summary Example of Alkyne Hydration Methods Monday, May 15, 2017 10:03 PM
Sodium/Ammonia Reduction of an Alkyne Monday, May 15, 2017 10:03 PM
Internal Alkyne: Terminal Alkyne: Oxidative Cleavage of Alkynes
Monday, May 15, 2017 10:03 PM
Any terminal alkyne can undergo alkylation/dialkylation: ย Acetylide anions are highly nucleophilic New term - Alkylation: addition of an alkyl group to a molecule (in this case - the acetylide anion) Example: ยพ Must use methyl/primary alkyl halides (Br/I) Alkylation of Acetylide Anions Monday, May 15, 2017 10:03 PM
