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Unformatted text preview: notable exception are the sodium alkynides, RC C: Na.-+ Preparation These organosodium compounds are prepared by proton exchange between terminal alkynes and sodium amide: RC C-H + Na + :NH 2-: pK a 25 ~ ~ RC C: Na +-+ :NH 3 pK a = 38 An Example of a Sodium Alkynide Addition Reaction CH 3 C CH NaNH 2 ether solvent CH 3 C C: Na +-CH 3 C C: Na +-sodium propynide + C=O CH 3 CH 3 CH 3 C C-C-O-CH 3 CH 3 Na + sodium alkoxide salt H 3 O + workup CH 3 C C-C-OH CH 3 CH 3 1,1-dimethyl-2-butyn-1-ol or 2-methyl-3-pentyn-2-ol...
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This note was uploaded on 07/22/2009 for the course CHEM 322AL taught by Professor Jung during the Summer '07 term at USC.
- Summer '07
- Organic chemistry