|
|Section2= |Section3= }} 4-Toluenesulfonyl chloride (p-toluenesulfonyl chloride, toluene-p-sulfonyl chloride) is an organic compound with the formula CH3C6H4SO2Cl. This white, malodorous solid is a reagent widely used in organic synthesis. Abbreviated TsCl or TosCl, it is a derivative of toluene and contains a sulfonyl chloride (-SO2Cl) functional group. ==Uses== (詳細はalcohols (abbreviated ROH) into the corresponding toluenesulfonate esters, or tosyl derivatives ("tosylates"): : CH3C6H4SO2Cl + ROH → CH3C6H4SO2OR + HCl Tosylates can be cleaved with lithium aluminium hydride: : 4 CH3C6H4SO2OR + LiAlH4 → LiAl(O3SC6H4CH3)4 + 4 RH Thus, tosylation followed by reduction allows for removal of a hydroxyl group. Likewise, TsCl is used to prepare sulfonamides from amines: :CH3C6H4SO2Cl + R2NH → CH3C6H4SO2NR2 + HCl The resulting sulfonamides are non-basic and, when derived from primary amines, are even acidic. The preparation of tosyl esters and amides are conducted in the presence of a base, which absorbs hydrogen chloride. The selection of the base is often crucial to the efficiency of tosylation. Typical bases include pyridine and triethylamine. Unusual bases are also used; for example, catalytic amounts of trimethylammonium chloride in the presence of triethylamine is highly effective by virtue of the trimethylamine.〔 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「4-Toluenesulfonyl chloride」の詳細全文を読む スポンサード リンク
|