Lect24_1024 - 9. The Acidity of Terminal Alkynes Acetylenic...

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Ch. 7 - 1 sp sp 2 sp 3 9. The Acidity of Terminal Alkynes pK a = 25 pK = 44 pK = 50 Acetylenic hydrogen CC H HC C H H H H H H HH H H Relative basicity of the conjugate base
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Ch. 7 - 2 Comparison of acidity and basicity of 1 st row elements of the Periodic Table Relative acidity Relative basicity H OH H OR CC R H H NH 2 H CH CH 2 H CH 2 CH 3 > > >> > p 15.7 16-17 25 38 44 50
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Ch. 7 - 3 10. Synthesis of Alkynes by Elimination Reactions Synthesis of Alkynes by Dehydrohalogenation of Vicinal Dihalides
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Ch. 7 - 4 Synthesis of Alkynes by Dehydrohalogenation of Geminal Dihalides 3 5 o 3 2
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Ch. 7 - 5 11. Replacement of the Acetylenic Hydrogen Atom of Terminal Alkynes The acetylide anion can be prepared by RH NaNH 2 liq. NH 3 R Na + NH 3
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Ch. 7 - 6 13. Hydrogenation of Alkenes Hydrogenation is an example of addition reaction CC H H H 2 Pt, Pd or Ni solvent heat and pressure H H H H H 2 Pt, Pd or Ni solvent heat and pressure
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Ch. 7 - 7 14. Hydrogenation: The Function of the Catalyst Hydrogenation of an alkene is an exothermic reaction ●∆ -120 kJ/mol RC H C H R + H 2 hydrogenation H 2 CH 2 R + heat
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Ch. 7 - 8
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Ch. 7 - 9
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This note was uploaded on 02/20/2012 for the course CHEM 333 taught by Professor Lavigne during the Fall '09 term at South Carolina.

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Lect24_1024 - 9. The Acidity of Terminal Alkynes Acetylenic...

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