Reading a scheme

Alkylation of acetylides

2 real reactions from the literature, on metal acetylides. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.

Loading examples…

  1. Acetylide alkylation: acetylide ion (a metal acetylide), sodium ion and butyl bromide (a primary alkyl bromide) with Na; NH3 gives 1-hexyne (the terminal alkyne).

  2. Acetylide alkylation: 1-bromo-3-chloropropane (a primary alkyl chloride) and a metal acetylide with NH3 (l) gives 6-chlorohex-2-yne (the internal alkyne).