Interaction of epichlorohydrin with phosphorus acid chlorides

Summary

• 1. Phosphorus acid chlorides react with epichlorohydrin according to the scheme proposed by Kabachnik and Rossiiskaya for the interaction of phosphorus trichloride with ethylene oxide.

• 2. It was established by a counter-synthesis method and by spectrum analysis that in the products of the addition of epichlorohydrin to phosphorus acid chlorides the ester groups have the iso-structure:$\begin{gathered} CH_2 C1 \hfill \\ - OCH\backslash /, \hfill \\ CH_2 C1 \hfill \\ \end{gathered}$ and not the linear structure -OCH₂CHC1CH₂C1.

• 3. At a bath temperature∼ 160°, tris (β,β'-dichloroisopropyl) phosphite undergoes the Arbuzov rearrangement, with the formation of the bis (β,β'-dichloroisopropyl) ester of β,γ-dichloropropylphosphonic acid.