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4.4.27 Product Subclass 27: Æ-Haloalkylsilanes<br />
N. J. Lawrence<br />
4.4.27 Product Subclass 27: Æ-Haloalkylsilanes ................................. 146<br />
145<br />
Synthesis of Product Subclass 27 .......................................... 147<br />
4.4.27.1 Method 1: Direct Halogenation of Alkylsilanes ........................ 147<br />
4.4.27.1.1 Variation 1: Chlorination of Alkylsilanes ................................ 148<br />
4.4.27.1.2 Variation 2: Bromination of Alkylsilanes ................................ 148<br />
4.4.27.2 Method 2: Substitution of Æ-Hydroxyalkylsilanes ...................... 149<br />
4.4.27.2.1 Variation 1: Substitution with Chloride Using Thionyl Chloride ........... 150<br />
4.4.27.2.2 Variation 2: Chlorination of Æ-Hydroxyalkylsilanes with<br />
Triphenylphosphine and Carbon Tetrachloride .............. 151<br />
4.4.27.2.3 Variation 3: Iodination of Æ-Hydroxyalkylsilanes with<br />
Methyl(triphenoxy)phosphonium Iodide .................... 151<br />
4.4.27.3 Method 3: Haloalkylation of Halosilanes .............................. 152<br />
4.4.27.4 Method 4: Reaction of Halosilanes with Diazomethane ................ 153<br />
4.4.27.5 Method 5: Nucleophilic Substitution of Halo(haloalkyl)silanes .......... 154<br />
4.4.27.6 Method 6: Alkylation of Æ-Haloalkylsilanes ............................ 155<br />
Applications of Product Subclass 27 in Organic Synthesis ................... 155