15095-84-8Relevant articles and documents
REACTIONS OF TRIMETHYLTINSODIUM WITH ALKYL HALIDES. EFFECTS OF STRUCTURE AND SOLVENT ON COURSE OF REACTION AND REACTIVITY
Kuivila, Henry G.,Reeves, William G.
, p. 801 - 808 (2007/10/02)
The reactions of eleven alkyl chlorides and bromides with trimethyltinsodium have been examined.It has been found that primary and secondary halides react smoothly and rapidly to provide good yields of substitution products in THF and TG at Oo.The reaction is less satisfactory for allyl bromide and unsatisfactory for cinnamyl chloride and tertiary halides.Trimethyltinsodium and 2-chlorobutane react with second order kinetics.Relative reactivities of the halides have been determined in the two solvents and are discussed.Lithium, sodium and potassium as counterions yielded the same results in the reaction of the trimethyltinalkils with primary, secondary and tertiary butyl bromides in THF.