F Chlorotrimethylsilane

As with other non-metal derivatives, reactivity depends on chain-length, branching and degree of halogen substitution. Individually indexed compounds are f Chloromethylphenylsilane, 2810 f Chlorotrimethylsilane, 1304 f Cyanotrimethylsilane, 1665 f Dichlorodiethylsilane, 1683 f Dichlorodimethylsilane, 0902 f Dichloroethylsilane, 0903 f Dichloromethylsilane, 0470 f Dichloromethylvinylsilane, 1208 f Iodotrimethylsilane, 1306 f Methyltrichlorosilane, 0439 f Trichloroethylsilane, 0854 f Trichlorovinylsilane, 0746... 

The reaction of an aryl-1,2-diamine with iV-sulfinylaniline (PhNSO) and chlorotrimethylsilane in pyridine generates the 1,2,5-thiadiazole ring. Treatment of 2,2 5, 2"-terthiophene-3, 4 -diamine 143 with PhNSO and chlorotrimethylsilane (TMSCl) in pyridine at room temperature for Ih produced thieno[3,4-f]-l,2,5-thiadiazole 35 (Equation 24) <2004PCB2516>. 

The feasibility of a deprotonation of cyclohexanone derivatives bearing a chiral heterocyclic substituent in the 4-position with the C2-symmetric base lithium bis[(/f)-l-phenylethyl]amide with internal quenching of the lithium enolate formed with chlorotrimethylsilane is shown in entries 32 and 33 of Table 229,25a. The silyl enol ethers are obtained in a diastereomeric ratio of 79.5 20.5. By using lithium bis[(1S)-l-phenylethyl]amide the two diastereomers are formed in a ratio of 20 80 indicating that the influence of the chirality of the substituent is negligible. 

SILYLATION Bis(trimethylsilyl)urea. t-Butyldimethylchlorosilane. t-Butyldimethylsilyl trifluoromethanesulfonate. Chlorotrimethylsilane. Dimethyl(2,4,6-tri-f-butylphenoxy)chlorosilane. Ethyl trimethylsilylacctate. Ketene t-butyldimethylsilyl methyl acetal. N-Methyl-N-(/-... 

Silylated aminophosphinimines, R2N-P=NR (R = SiMes) are obtained from LiNR2 with PX3 (X = F, Cl, Br) or R2N-PF2, or in reactions involving elimination of chlorotrimethylsilane. They dimerize slowly to cyclic phosphazanes. ... 

The trimethylsilyl group was the first to be developed and is widely used for the protection of serine and threonine (Table 6). Chlorotrimethylsilane, l,14 3,3,3-hexamethyldisilazane, and A(0-bis(trimethylsilyl)acetamide are commercially available reagents used for the conversion of alcohols into the corresponding trimethylsilyl derivatives.Furthermore, trimethylsilyl cyanide has been used to protect the side chains of serine, threonine, and ty-rosine.f This silyl protection allows the formation of A -carboxyanhydrides from H-Ser(TMS)-OH and H-Thr(TMS)-OH, and their application in peptide synthesis in the aqueous phase.f l The TMS group can be removed under various conditions, depending on the kind of functional group to which it is bound the TMS ethers are more stable than related amino or carboxy derivatives.These differences in stability allow the direct application of completely silylated hydroxy amino acids in peptide synthesis.b ... 

Sn ). A one-pot synthesis is available for the preparation of (TF[F)3Li-Sn(SiMe3)3 by the reaction of chlorotrimethylsilane and lithium wire the resulting Li(TF[F)ji SiMe3 is treated with... 

The possibility of carrying out Mannich reactions with cyclic aminol ethers has been alluded to earlier. It has so been shown that the in situ method using chlorosilanes can be applied to oxazolidines such as 3-methyl-1,3-oxazolidine. The ring-chain tautomerlsm of 1,3-oxazolidines in the presence of protlc acids has been studied by NMR spectroscopy and the hydroxy Schiff base oxazolidine tautomerlsm has been discussed in terms of the apparent violation of Baldwin s rules. The idea that a Mannich reaction could be carried out while at the same time protecting the resulting alcoholic function was explored in a reaction of 2-methylfuran with 3-methyl-1,3-oxazolidine and f-butyldimethylchlorosilane. The yield in this reaction is only modest (33%) but catalysis with 1,2,4-triazole results in an improvement to 61% (equation 30). Go yields are obtained in reactions of 2-methylfuran with 3-methyl-1,3-oxazolidine and chlorotrimethylsilane (73%) or trichloromethylsilane (87%). Even the reaction of furan gives a good yield (75%) with trichloromethylsilane. 

CHLOROTRIMETHYLSILANE or CHLOROTRIMETHYLSILICANE (75-77-4) CaHjClSi Forms explosive mixture wdth air [explosion limits in air (vol %) 1.8 to 39.0 flash point -18°F/-28°C cc autoignition temp 743°F/395°C Fire Rating ... 

Reich et al. have shown that the equatorial C-Se bond of the 1,3-diselenane derived from cfs-3,5-dimethylcyclohexanone can be cleaved kinetically by f-BuLi in THF and the resulting carbanion trapped by chlorotrimethylsilane. This high stereoselectivity was reversed in a sequential experiment. The Scax/Se q isomerization occurred at - 78 C leading to a 24 1 ratio in favor of the alkylselanyl group in the equatorial position [15] (Scheme 16). The half-life was estimated to be 7 min. 

The ligand exchange approach is not commonly used to prepare organic iodine(III) dichlorides and only several examples of such reactions are known. (Dichloroiodo)benzene can be conveniently prepared by treatment of iodosylbenzene with chlorotrimethylsilane, MesSiCl, in dichloromethane [86]. This is a very clean reaction, which allows us to generate PhICl2 in situ and so use it without isolation [87], A similar approach was employed for the low-temperature preparation of CF3ICI2 by the reaction of CF3l(Cl)F with trimethylchlorosilane at 0 °C [70],... 

Dry lead ethylmercaptide refluxed with 2.2 moles of chlorotrimethylsilane on a steam bath until all the bright yellow mercaptide has been converted into white lead chloride ethylthiotrimethylsilane (Y 76%) mixed with the equimolar amount of n-butanol, and distilled n-butoxytrimethylsilane (Y 93%). F. e., method of prepn. and reactions of alkylthiosilanes s. E. W. Abel, Soc. 1960, 4406. 

The silylation of tertiary alcohols in good yields has been reported, e.g. di-f-hydroxyadamantane. The preparation of 2-methyl-2-trimethylsilyloxynonadecane was achieved in 84% yield using a combination of BSA, chlorotrimethylsilane, and iV-(trimethylsilyl)imidazole. 2-Methyl-2-trimethylsilyloxy-... 

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