{"id":16228,"date":"2016-04-15T16:12:11","date_gmt":"2016-04-15T15:12:11","guid":{"rendered":"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/?p=16228"},"modified":"2016-04-15T16:12:11","modified_gmt":"2016-04-15T15:12:11","slug":"oxane-oxide-a-tautomer-of-hydrogen-peroxide","status":"publish","type":"post","link":"https:\/\/rzepa.net\/blog\/2016\/04\/15\/oxane-oxide-a-tautomer-of-hydrogen-peroxide\/","title":{"rendered":"Oxane oxide: a tautomer of hydrogen peroxide."},"content":{"rendered":"

\n\tIf H3<\/sub>N+<\/sup>-O–<\/sup><\/span> is viable compared with its tautomer H2<\/sub>N-OH<\/span> when carrying water bridges, then why not try H2<\/sub>O+<\/sup>-O–<\/sup><\/span> vs<\/em> HO-OH<\/span>?\n<\/p>\n

\n\tThere are no examples to be found in crystal structures! The solvated structure of H2<\/sub>O+<\/sup>-O–<\/sup> is modified directly from that of H3<\/sub>N+<\/sup>-O– <\/sup>and the computed (ωB97XD\/6-311++G(d,p)\/SCRF=water) structure[cite]10.14469\/ch\/192005[\/cite] is shown below. Noteworthy is that the hydrogen bonds at the O+<\/sup> end are far stronger than those to at the O–<\/sup> end.\n<\/p>\n

\n\t\"NH3-8\"\n<\/p>\n

\n\tThe corresponding hydrated hydrogen peroxide is 16.3 kcal\/mol lower in free energy; this compares favourably with the value for water itself and suggests that oxane oxide might also be capable of isolation inside a suitable hydrogen bond stabilising cavity.<\/p>\n","protected":false},"excerpt":{"rendered":"

If H3N+-O– is viable compared with its tautomer H2N-OH when carrying water bridges, then why not try H2O+-O– vs HO-OH? There are no examples to be found in crystal structures! The solvated structure of H2O+-O– is modified directly from that of H3N+-O– and the computed (ωB97XD\/6-311++G(d,p)\/SCRF=water) structure[cite]10.14469\/ch\/192005[\/cite] is shown below. Noteworthy is that the hydrogen bonds at the O+ end are far stronger than those to at the […]<\/p>\n","protected":false},"author":2,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[8,11],"tags":[142,167,1038,1219,1222,1282,1853,1855,1889,1991],"class_list":["post-16228","post","type-post","status-publish","format-standard","hentry","category-general","category-interesting-chemistry","tag-ammonia","tag-anions","tag-free-energy","tag-hydrogen-bond","tag-hydrogen-peroxide","tag-inorganic-solvents","tag-oxide","tag-oxidizing-agents","tag-peroxide","tag-properties-of-water"],"_links":{"self":[{"href":"https:\/\/rzepa.net\/blog\/wp-json\/wp\/v2\/posts\/16228","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/rzepa.net\/blog\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/rzepa.net\/blog\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/rzepa.net\/blog\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/rzepa.net\/blog\/wp-json\/wp\/v2\/comments?post=16228"}],"version-history":[{"count":0,"href":"https:\/\/rzepa.net\/blog\/wp-json\/wp\/v2\/posts\/16228\/revisions"}],"wp:attachment":[{"href":"https:\/\/rzepa.net\/blog\/wp-json\/wp\/v2\/media?parent=16228"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/rzepa.net\/blog\/wp-json\/wp\/v2\/categories?post=16228"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/rzepa.net\/blog\/wp-json\/wp\/v2\/tags?post=16228"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}