Encyclopedia of Reagents for Organic Synthesis 2008
DOI: 10.1002/047084289x.rc156.pub2
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Chlorotrimethylsilane

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“…They are readily miscible with nonpolar alkane and arene solvents such as hexane and toluene. These electrophilic reagents are known for their reactivity with a wide range of nucleophiles; typical reactions involve substitution of the halide for a nucleophile resulting in a stronger Si-nucleophile bond, e.g., to generate Si–O or Si–N bonds. The Si–X bond strength decreases significantly from the lighter to the heavier halides, with TMS–X bond dissociation energies of 113, 96, and 77 kcal/mol for X = Cl, Br, and I, respectively . These numbers suggest that reactions involving substitution of, e.g., a Si–Cl bond for a Si–Br bond or a Si–Br bond for a Si–I bond, are likely to be favorable.…”
mentioning
confidence: 99%
“…They are readily miscible with nonpolar alkane and arene solvents such as hexane and toluene. These electrophilic reagents are known for their reactivity with a wide range of nucleophiles; typical reactions involve substitution of the halide for a nucleophile resulting in a stronger Si-nucleophile bond, e.g., to generate Si–O or Si–N bonds. The Si–X bond strength decreases significantly from the lighter to the heavier halides, with TMS–X bond dissociation energies of 113, 96, and 77 kcal/mol for X = Cl, Br, and I, respectively . These numbers suggest that reactions involving substitution of, e.g., a Si–Cl bond for a Si–Br bond or a Si–Br bond for a Si–I bond, are likely to be favorable.…”
mentioning
confidence: 99%