Syntheses of Initiators

The synthesis of 2 was carried out by the same procedure as that used for the synthesis of 1, except 50 ml (0.48 mol) methyldichlorosilane and 55 ml (0.4 mol) vinyl benzyl chloride were employed. Yield was 100 g (93%). Bp. 134 °C, 0,4 mm. The H1 NMR spectrum of 2 together with assignments is shown in Fig. 2. Approximately 20% of the product is the Cl2(CH3)SiCH(CH2) CH2Cl isomer. 

A 300 ml three-neck flask equipped with condenser, stirrer, dropping funnel, dry nitrogen inlet tube, and containing 5.5 g (0.145 mol) lithium aluminum hydride LAH suspension in 100 ml anhydrous diethyl ether, was placed in an ice bath. Over a period of 25 min 30 ml (0.123 mol) 1 was added dropwise into the stirred suspension. The mixture was stirred for an additional hour at 0 °C, then poured over a mixture of 50 ml ether, 100 g crushed ice, and 50 ml ice water with stirring. When necessary more crushed ice was added to cool the mixture. The layers were separated, and the organic layer was concentrated first by distillation over calcium hydride, then by vacuum distillation over calcium hydride. The yield of 4 was 22.5 g (86%). Bp. 78-9 °C, 0.4 mm. The product was stored in a freezer. The structure of 4 was confirmed by its H NMR spectrum as shown in Fig. 4. 

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