SChapter 10.Alkynes-1 - 7 Named as substituted acetylene CH...

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ALK YNES Chapter 10
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Alkynes 2
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Naming Alkynes 3 1. Identify the parent chain, which should include the C C triple bond. 2. Identify and name the substituents. 3. Assign a locant (and prefix if necessary) to each substituent, giving the C C triple bond the lowest number possible. 4. List the numbered substituents before the parent name in alphabetical order. Ignore prefixes (except iso) when ordering alphabetically. 5. The C C triple bond locant is placed either just before the parent name or just before the -yne suffix.
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Examples CH 3 CH CH 3 CH 2 C C CH CH 3 CH 3 CH 3 C C CH 2 CH 2 Br CH 3 C CH 4
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Examples CH 2 CH CH 2 CH CH 3 C CH CH 3 C C CH 2 CH OH CH 3 5
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Naming Alkynes with more than one Functional Group 6 A chain is numbered to give the lowest possible number to the functional group with the higher priority
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Common Names
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Unformatted text preview: 7 Named as substituted acetylene. CH 3 CH CH 3 CH 2 C C CH CH 3 CH 3 7 CH 3 C CH Alkyne Acidity 8 “Acidic” Hydrogens 9 “Acidic” Hydrogens 10 Preparation of Alkynes 11 Treatment of a 1,2-dihalidoalkane with KOH or NaOH produces a two-fold elimination of HX Elimination Reactions of Dihalides CH 3 C C CH 2 CH 3 200 ° C KOH (fused) CH 3 CH CH CH 2 CH 3 Br Br 1) 2) H 2 O Example 12 Reduction of Alkynes 13 Addition of HX to Alkynes 14 Hydrohalogenation 15 Hydration of Alkynes 16 Keto-enol Tautomerism 17 Hydroboration-Oxidation 18 Hydration Regioselectivity 19 Addition of Halogens 20 Oxidative Cleavage of Alkynes 21 Alkylation of Acetylide Anions 22 Alkylation of Acetylide Anions 23 Example 24 ? 25...
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