3-IODO-2-TRIMETHYLSILYLMETHYL-1-PROPENE

bp 25 °C/0.5 mmHg.

3-Iodo-2-trimethylsilylmethyl-1-propene is widely used as a bifunctional conjunctive reagent that serves as a dipolar trimethylenemethane synthon; treatment with SnF2 affords a dianionic trimethylenemethane synthon.The most common use of this reagent is as a 1,3-dipolar synthon for trimethylenemethane (TMM).

From the corresponding mesylate upon treatment with sodium iodide in acetone. The mesylate can be prepared from the commercially available alcohol.