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|Section2= |Section3= |Section8= }} ''tert''-Butyl chloride is a colorless, liquid organic compound at room temperature. It is sparingly soluble in water, with a tendency to undergo spontaneous solvolysis when dissolved into it. The compound is flammable and volatile, and its main use is as a starting molecule to carry out nucleophilic substitution reactions, to produce different substances, ranging from alcohols to alkoxide salts. When ''tert''-butyl chloride is dissolved in a polar and protic solvent, like water, it undergoes a solvolysis reaction. The chloride groups leaves, causing an heterolytic rupture of the compound, giving rise to a carbocation which eventually becomes a tertiary alcohol after a water molecule reacts with it, releasing hydrochloric acid as the final product. If a different, stronger nucleophilic agent is present at the moment of reaction, reaction product may not be an alcohol, but a tertiary carbon with the nucleophile as a substituent. Because of the steric hindrance of the ''tert''-butyl group the solvolysis reaction follows the SN1 mechanism and not the SN2 mechanism. == Synthesis == ''tert''-Butyl chloride can be synthesized in the laboratory by the SN1 reaction of ''tert''-Butanol with concentrated hydrochloric acid, as shown below. The overall reaction, therefore, is: Because ''tert''-butanol is a tertiary alcohol, the relative stability of the ''tert''-butyl carbocation in the Step 2 allows the SN1 mechanism to be followed, whereas a primary alcohol would follow an SN2 mechanism. 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「Tert-Butyl chloride」の詳細全文を読む スポンサード リンク
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