{"id":2193,"date":"2024-10-31T11:38:46","date_gmt":"2024-10-31T03:38:46","guid":{"rendered":"https:\/\/glorichemical.com\/?p=2193"},"modified":"2026-03-27T09:38:26","modified_gmt":"2026-03-27T01:38:26","slug":"dimethyl-sulfate-uses","status":"publish","type":"post","link":"https:\/\/glorichemical.com\/es\/dimethyl-sulfate-uses\/","title":{"rendered":"Usos del sulfato de dimetilo"},"content":{"rendered":"<h3>Sulfato de dimetilo\uff08DMS\uff09CAS 77-78-1 Usos<\/h3>\n<p>El sulfato de dimetilo es un agente metilante vers\u00e1til muy utilizado en s\u00edntesis org\u00e1nica en diversos sectores, como el de los pesticidas, tintes, productos farmac\u00e9uticos y fragancias. Se emplea principalmente para producir \u00e9steres met\u00edlicos, \u00e9teres met\u00edlicos y metilaminas, y sirve como materia prima para compuestos como el dimetilsulf\u00f3xido, la cafe\u00edna, la code\u00edna, la amidopirina, el trimetoprim, la vainillina y el pesticida metamidofos. Adem\u00e1s, funciona como disolvente de hidrocarburos arom\u00e1ticos y como agente alquilante.<\/p>\n<h3>Aplicaciones como reactivo metilante y disolvente<\/h3>\n<p>El sulfato de dimetilo sirve como reactivo de metilaci\u00f3n y disolvente en la producci\u00f3n de medicamentos, pesticidas, tintes y fragancias.<\/p>\n<h3>Usos en la producci\u00f3n de tintes y la metilaci\u00f3n<\/h3>\n<p>El sulfato de dimetilo se utiliza en la producci\u00f3n de tintes y act\u00faa como agente metilante de aminas y alcoholes.<\/p>\n<hr \/>\n<h3>Sulfato de dimetilo - Aplicaciones<\/h3>\n<p>El sulfato de dimetilo se emplea principalmente en la metilaci\u00f3n de fenoles, aminas y tioles, normalmente a trav\u00e9s de un mecanismo SN2. Aunque estas reacciones de alquilaci\u00f3n son eficaces y el sulfato de dimetilo es rentable, su elevada toxicidad limita su uso. Comparativamente:<\/p>\n<ul>\n<li><strong>Yoduro de metilo<\/strong> es menos t\u00f3xico pero m\u00e1s caro y es m\u00e1s adecuado para la O-metilaci\u00f3n.<\/li>\n<li><strong>Carbonato de dimetilo<\/strong> es menos t\u00f3xico y puede utilizarse para la N-metilaci\u00f3n.<\/li>\n<\/ul>\n<p>Al seleccionar un agente metilante, es esencial equilibrar la toxicidad y la eficacia de la reacci\u00f3n.<\/p>\n<p>El sulfato de dimetilo tambi\u00e9n sirve como reactivo para determinar los componentes del alquitr\u00e1n de hulla, como sustituto del metilo en s\u00edntesis org\u00e1nica y como disolvente de hidrocarburos arom\u00e1ticos.<\/p>\n<hr \/>\n<h3>Reacciones espec\u00edficas de metilaci\u00f3n<\/h3>\n<h4>O-Metilaci\u00f3n<\/h4>\n<p>La O-metilaci\u00f3n de fenoles es una aplicaci\u00f3n com\u00fan, que tambi\u00e9n puede aplicarse a alcoholes simples. Por ejemplo:<\/p>\n<p><span class=\"katex-display\"><span class=\"katex\"><span class=\"katex-mathml\">2(CH3)3COH+(CH3O)2SO2\u21922(CH3)3COCH3+H2SO42(CH_3)_3COH + (CH_3O)_2SO_2 \\rightarrow 2(CH_3)_3COCH_3 + H_2SO_4<\/span><span class=\"katex-html\" aria-hidden=\"true\"><span class=\"base\"><span class=\"mord\">2<\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">CO<\/span><span class=\"mord mathnormal\">H<\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">O<\/span><span class=\"mclose\">)<span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mrel\">\u2192<\/span><\/span><span class=\"base\"><span class=\"mord\">2<\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">COC<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">4<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/p>\n<p>Del mismo modo, los alc\u00f3xidos pueden metilarse:<\/p>\n<p><span class=\"katex-display\"><span class=\"katex\"><span class=\"katex-mathml\">RO-Na++(CH3O)2SO2\u2192ROCH3+Na(CH3)SO4RO^- Na^+ + (CH_3O)_2SO_2 \\rightarrow ROCH_3 + Na(CH_3)SO_4<\/span><span class=\"katex-html\" aria-hidden=\"true\"><span class=\"base\"><span class=\"mord mathnormal\">R<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mbin mtight\">-<\/span><\/span><\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">N<\/span><span class=\"mord\"><span class=\"mord mathnormal\">a<\/span><span class=\"msupsub\"><span class=\"vlist-t\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mbin mtight\">+<\/span><\/span><\/span><\/span><\/span><\/span><\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">O<\/span><span class=\"mclose\">)<span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mrel\">\u2192<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">ROC<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">N<\/span><span class=\"mord mathnormal\">a<\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">4<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/p>\n<p>La O-metilaci\u00f3n de los hidratos de carbono mediante sulfato de dimetilo constituye la base del m\u00e9todo Haworth para determinar las estructuras c\u00edclicas de los az\u00facares, que suele realizarse en soluciones alcalinas. Un m\u00e9todo alternativo utiliza yoduro de metilo con \u00f3xido de plata.<\/p>\n<h4>N-Metilaci\u00f3n<\/h4>\n<p>El sulfato de dimetilo metila aminas, produciendo sales de amonio cuaternario o aminas terciarias. Por ejemplo:<\/p>\n<p><span class=\"katex-display\"><span class=\"katex\"><span class=\"katex-mathml\">C6H5CH=NC4C9+(CH3O)2SO2\u2192C6H5CH=N+(CH3)C4C9+CH3OSO3-C_6H_5CH=NC_4C_9 + (CH_3O)_2SO_2 \\rightarrow C_6H_5CH=N^+(CH_3)C_4C_9 + CH_3OSO_3^-<\/span><span class=\"katex-html\" aria-hidden=\"true\"><span class=\"base\"><span class=\"mord\"><span class=\"mord mathnormal\">C<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">6<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">5<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord mathnormal\">H<\/span><span class=\"mrel\">=<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">N<\/span><span class=\"mord\"><span class=\"mord mathnormal\">C<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">4<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord\"><span class=\"mord mathnormal\">C<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">9<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">O<\/span><span class=\"mclose\">)<span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mrel\">\u2192<\/span><\/span><span class=\"base\"><span class=\"mord\"><span class=\"mord mathnormal\">C<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">6<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">5<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord mathnormal\">H<\/span><span class=\"mrel\">=<\/span><\/span><span class=\"base\"><span class=\"mord\"><span class=\"mord mathnormal\">N<\/span><span class=\"msupsub\"><span class=\"vlist-t\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mbin mtight\">+<\/span><\/span><\/span><\/span><\/span><\/span><\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<\/span><span class=\"mord\"><span class=\"mord mathnormal\">C<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">4<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord\"><span class=\"mord mathnormal\">C<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">9<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">OS<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mbin mtight\">-<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/p>\n<p>Las sales de amonio cuaternario alif\u00e1tico derivadas de esta reacci\u00f3n pueden actuar como tensioactivos o suavizantes. En la reacci\u00f3n con aminas terciarias:<\/p>\n<p><span class=\"katex-display\"><span class=\"katex\"><span class=\"katex-mathml\">p-CH3(C6H4)NH2+(CH3O)2SO2\u2192p-CH3(C6H4)N(CH3)2+Na(CH3)SO4p-CH_3(C_6H_4)NH_2 + (CH_3O)_2SO_2 \\rightarrow p-CH_3(C_6H_4)N(CH_3)_2 + Na(CH_3)SO_4<\/span><span class=\"katex-html\" aria-hidden=\"true\"><span class=\"base\"><span class=\"mord mathnormal\">p<\/span><span class=\"mbin\">-<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mopen\">(<\/span><span class=\"mord\"><span class=\"mord mathnormal\">C<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">6<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">4<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<\/span><span class=\"mord mathnormal\">N<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">O<\/span><span class=\"mclose\">)<span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mrel\">\u2192<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">p<\/span><span class=\"mbin\">-<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mopen\">(<\/span><span class=\"mord\"><span class=\"mord mathnormal\">C<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">6<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">4<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<\/span><span class=\"mord mathnormal\">N<\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">N<\/span><span class=\"mord mathnormal\">a<\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">4<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/p>\n<h4>S-Metilaci\u00f3n<\/h4>\n<p>El dimetilsulfato tambi\u00e9n puede metilar tiolatos, en los que se metila el azufre:<\/p>\n<p><span class=\"katex-display\"><span class=\"katex\"><span class=\"katex-mathml\">RS-Na++(CH3O)2SO2\u2192RSCH3+Na(CH3)SO4RS^- Na^+ + (CH_3O)_2SO_2 \\rightarrow RSCH_3 + Na(CH_3)SO_4<\/span><span class=\"katex-html\" aria-hidden=\"true\"><span class=\"base\"><span class=\"mord mathnormal\">R<\/span><span class=\"mord\"><span class=\"mord mathnormal\">S<\/span><span class=\"msupsub\"><span class=\"vlist-t\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mbin mtight\">-<\/span><\/span><\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">N<\/span><span class=\"mord\"><span class=\"mord mathnormal\">a<\/span><span class=\"msupsub\"><span class=\"vlist-t\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mbin mtight\">+<\/span><\/span><\/span><\/span><\/span><\/span><\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">O<\/span><span class=\"mclose\">)<span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mrel\">\u2192<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">RSC<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">N<\/span><span class=\"mord mathnormal\">a<\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">4<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/p>\n<p>Por ejemplo, con los tio\u00e9steres:<\/p>\n<p><span class=\"katex-display\"><span class=\"katex\"><span class=\"katex-mathml\">RC(O)SH+(CH3O)2SO2\u2192RC(O)S(CH3)+HOSO3CH3RC(O)SH + (CH_3O)_2SO_2 \\rightarrow RC(O)S(CH_3) + HOSO_3CH_3<\/span><span class=\"katex-html\" aria-hidden=\"true\"><span class=\"base\"><span class=\"mord mathnormal\">RC<\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">O<\/span><span class=\"mclose\">)<\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord mathnormal\">H<\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">O<\/span><span class=\"mclose\">)<span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">2<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mrel\">\u2192<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">RC<\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">O<\/span><span class=\"mclose\">)<\/span><span class=\"mord mathnormal\">S<\/span><span class=\"mopen\">(<\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mclose\">)<\/span><span class=\"mbin\">+<\/span><\/span><span class=\"base\"><span class=\"mord mathnormal\">H<\/span><span class=\"mord mathnormal\">OS<\/span><span class=\"mord\"><span class=\"mord mathnormal\">O<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><span class=\"mord mathnormal\">C<\/span><span class=\"mord\"><span class=\"mord mathnormal\">H<\/span><span class=\"msupsub\"><span class=\"vlist-t vlist-t2\"><span class=\"vlist-r\"><span class=\"vlist\"><span class=\"sizing reset-size6 size3 mtight\"><span class=\"mord mtight\">3<\/span><\/span><\/span><span class=\"vlist-s\">\u200b<\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/span><\/p>\n<hr \/>\n<h3>Aplicaciones adicionales<\/h3>\n<p>El sulfato de dimetilo metila la posici\u00f3n N7 de la guanina en el ADN, debilitando el enlace glicos\u00eddico con la ribosa. En condiciones alcalinas, el tratamiento con piperidina provoca la rotura del enlace fosfodi\u00e9ster, fragmentando el ADN. Esta t\u00e9cnica se utiliza para determinar secuencias de bases y romper cadenas de ADN de forma selectiva.<\/p>\n<p>En condiciones \u00e1cidas, el dimetilsulfato metila tanto el N7 de la guanina como el N3 de la adenina en el ADN, produciendo una reacci\u00f3n selectiva para las bases pur\u00ednicas.<\/p>\n<hr \/>\n<h3>M\u00e9todo de producci\u00f3n del sulfato de dimetilo<\/h3>\n<p>El sulfato de dimetilo se sintetiza por varios m\u00e9todos, pero la producci\u00f3n industrial utiliza principalmente la reacci\u00f3n del \u00e9ter dimet\u00edlico y el tri\u00f3xido de azufre:<\/p>\n<ol>\n<li><strong>El metanol se deshidrata<\/strong> para producir dimetil \u00e9ter.<\/li>\n<li><strong>Tri\u00f3xido de azufre<\/strong> se genera a partir de \u00e1cido sulf\u00farico 25% fumante calentado y se absorbe pulverizando sulfato de dimetilo.<\/li>\n<li>A continuaci\u00f3n, el dimetilsulfato cargado de tri\u00f3xido de azufre <strong>reacciona con \u00e9ter dimet\u00edlico<\/strong> en una torre de s\u00edntesis para formar sulfato de dimetilo. El producto tiene una pureza de \u226598%, con el siguiente consumo de materia prima:\n<ul>\n<li>Metanol: 550 kg\/t<\/li>\n<li>\u00c1cido sulf\u00farico fumante (25%): 3000 kg\/t<\/li>\n<\/ul>\n<\/li>\n<\/ol>\n<p>El proceso implica:<\/p>\n<ol>\n<li>A\u00f1adir \u00e1cido sulf\u00farico fumante en un tanque de evaporaci\u00f3n y calentar.<\/li>\n<li>Generando tri\u00f3xido de azufre, que luego se transfiere a un tanque de esterificaci\u00f3n.<\/li>\n<li>Conversi\u00f3n del metanol en \u00e9ter dimet\u00edlico y lavado con \u00e1cido sulf\u00farico para eliminar la humedad.<\/li>\n<li>Por \u00faltimo, el tri\u00f3xido de azufre reacciona con el \u00e9ter dimet\u00edlico en el tanque de esterificaci\u00f3n, produciendo sulfato dimet\u00edlico bruto, que se refina a continuaci\u00f3n.<\/li>\n<\/ol>\n<h3>M\u00e9todo alternativo<\/h3>\n<p>Un m\u00e9todo alternativo consiste en que el metanol reaccione con \u00e1cido sulf\u00farico para producir sulfato \u00e1cido de metilo, que luego sigue reaccionando con el metanol para producir \u00e9ter dimet\u00edlico. Este \u00e9ter interact\u00faa con el tri\u00f3xido de azufre para formar sulfato de dimetilo.<\/p>","protected":false},"excerpt":{"rendered":"<p>Dimethyl Sulfate\uff08DMS\uff09CAS 77-78-1 Uses Dimethyl sulfate is a versatile methylating agent extensively used in organic synthesis across industries, including pesticides, dyes, pharmaceuticals, and fragrances. It\u2019s primarily employed to produce methyl esters, methyl ethers, and methylamines, and it serves as a raw material for compounds like dimethyl sulfoxide, caffeine, codeine, amidopyrine, trimethoprim, vanillin, and the pesticide [&hellip;]<\/p>","protected":false},"author":1,"featured_media":2194,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[563],"tags":[546],"class_list":["post-2193","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-chemical-pesticides","tag-dimethyl-sulfate"],"yoast_head":"<!-- This site is optimized with the Yoast SEO Premium plugin v23.4 (Yoast SEO v27.5) - https:\/\/yoast.com\/product\/yoast-seo-premium-wordpress\/ -->\n<title>Dimethyl Sulfate Uses<\/title>\n<meta name=\"description\" content=\"Dimethyl sulfate is a widely used methylating agent in organic synthesis across industries such as pesticides, dyes, pharmaceuticals, and 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