This problem previews an important aspect of Chapter 9 and is well worth attempting in order to get a head start on the material presented there.)

(a) Devise a method for the preparation of CH3CH2C‰¡CH from sodium acetylide and any necessary organic or inorganic reagents.
(b) Given the information that Ka for acetylene (HC‰¡CH) is 10-26 (pKa 26), comment on the scope of this preparative procedure with respect to R in RCPCH. Could you prepare (CH3)2CHC‰¡CH or (CH3)3CC‰¡CH in good yield by this method?

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(NaC CH).