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{"term":{"metadata":{"id":"01753","doi":"10.1351\/goldbook.D01753","code":"D01753","status":"current","longtitle":"IUPAC Gold Book - dipolar compounds","title":"dipolar compounds","contexts":[],"index":null,"version":"2.3.3","lastupdated":"2014-02-24"},"definitions":{"intro":{"html":"Electrically neutral molecules carrying a positive and a negative charge in one of their major canonical descriptions. In most dipolar compounds the charges are delocalized; however the term is also applied to species where this is not the case. 1,2-Dipolar compounds have the opposite charges on adjacent atoms. The term 1,3-dipolar compounds is used for those in which a significant canonical resonance<\/a> form can be represented by a separation of charge over three atoms (in connection with 1,3-dipolar cycloadditions). Subclasses of 1,3-dipolar compounds include:","text":"Electrically neutral molecules carrying a positive and a negative charge in one of their major canonical descriptions. In most dipolar compounds the charges are delocalized; however the term is also applied to species where this is not the case. 1,2-Dipolar compounds have the opposite charges on adjacent atoms. The term 1,3-dipolar compounds is used for those in which a significant canonical resonance form can be represented by a separation of charge over three atoms (in connection with 1,3-dipolar cycloadditions). Subclasses of 1,3-dipolar compounds include:"},"definition":[{"id":"1","text":"Allyl type X=Y+–Z−X−–Y+=ZX+–Y–Z−X−=Y–Z+ (X, Z = C, N, or O; Y = N or O)","contexts":{"in":[],"of":[]},"chemicals":[],"links":[{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/A00561"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/A00562"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/A00565"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/A00567"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/C00845"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/C00847"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/C00848"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/N04158"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/N04164"}],"math":[{"meaning":"Tautomer interconversion","type":"symbol","latex":"\\leftrightarrow"}],"sources":[]},{"id":"2","text":"Propargyl type X≡N+–Z−X−=N+=ZX−=N–Z+X–N=Z (X = C or O, Z = C, N, or O) See: nitrile imides, nitrile oxides, nitrile ylides, nitrilium betaines, azides, diazo compounds","contexts":{"in":[],"of":[]},"chemicals":[],"links":[{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/A00555"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/D01691"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/N04148"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/N04150"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/N04153"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/N04155"}],"math":[],"sources":[]},{"id":"3","text":"Carbene type X:–C=ZX+=C–Z− (X = C or N; Z = C, N, or O) See: acyl carbenes, imidoyl carbenes, vinyl carbenes See: betaines Source: PAC, 1995, 67, 1307 (Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)) on page 1333 ","contexts":{"in":[],"of":[]},"chemicals":[],"links":[{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/A00121"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/B00637"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/I02953"},{"type":"see","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/V06620"},{"type":"internal","url":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/R05326"}],"math":[],"sources":[]}]},"sources":null,"referencedin":[{"title":0,"url":"https:\/\/en.wikipedia.org\/w\/index.php?title=Talk:Ylide&oldid=789776544","source":"wikipedia"}],"links":{"html":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/D01753\/html","json":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/D01753\/json","xml":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/D01753\/xml","plain":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/D01753\/plain","pdf":"http:\/\/dev.goldbook.iupac.org\/terms\/view\/D01753\/pdf","originalpdf":"http:\/\/iupac.org\/goldbook\/D01753.pdf"},"citeas":"IUPAC. Compendium of Chemical Terminology, 2nd ed. (the \"Gold Book\"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http:\/\/goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. https:\/\/doi.org\/10.1351\/goldbook.","license":"Licensed under Creative Commons Attribution-NoDerivatives (CC-BY-ND) 4.0 International (https:\/\/creativecommons.org\/licenses\/by-nd\/4.0\/)","disclaimer":"The International Union of Pure and Applied Chemistry (IUPAC) is continuously reviewing and, where needed, updating terms in the Compendium of Chemical Terminology (the IUPAC Gold Book). Users of these terms are encouraged to include the version of a term with its use and to check regularly for updates to term definitions that you are using.","accessed":"2021-10-21T09:39:41+00:00"}}