Reactions of the radical cations of methylated benzene derivatives in aqueous solution
The radical cations of methylated benzene decompose in acid solution into the corresponding methylbenzyl radical and a proton. The rate constant for this reaction decreases by three orders of magnitude as the number of methyl groups increases from one to five. The rate constants can be correlated wi...
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Veröffentlicht in: | J. Phys. Chem.; (United States) 1978-03, Vol.82 (6), p.651-653 |
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creator | Sehested, K Holcman, J |
description | The radical cations of methylated benzene decompose in acid solution into the corresponding methylbenzyl radical and a proton. The rate constant for this reaction decreases by three orders of magnitude as the number of methyl groups increases from one to five. The rate constants can be correlated with the ionization potential of the parent compound. In neutral solution the reverse reaction to the acid-catalyzed OH adduct conversion occurs and the radical cations react with water to form the OH adduct. In slightly alkaline solution the radical cations of the higher methylated benzenes (n greater than or equal to 3) react with hydroxide ions forming the OH adduct. |
doi_str_mv | 10.1021/j100495a006 |
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The rate constant for this reaction decreases by three orders of magnitude as the number of methyl groups increases from one to five. The rate constants can be correlated with the ionization potential of the parent compound. In neutral solution the reverse reaction to the acid-catalyzed OH adduct conversion occurs and the radical cations react with water to form the OH adduct. In slightly alkaline solution the radical cations of the higher methylated benzenes (n greater than or equal to 3) react with hydroxide ions forming the OH adduct.</description><identifier>ISSN: 0022-3654</identifier><identifier>EISSN: 1541-5740</identifier><identifier>DOI: 10.1021/j100495a006</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>400600 - Radiation Chemistry ; AQUEOUS SOLUTIONS ; AROMATICS ; CHEMICAL REACTIONS ; DISPERSIONS ; HYDROCARBONS ; MIXTURES ; ORGANIC COMPOUNDS ; PH VALUE ; RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY ; RADICALS ; SOLUTIONS</subject><ispartof>J. Phys. 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Phys. Chem.; (United States)</title><addtitle>J. Phys. Chem</addtitle><description>The radical cations of methylated benzene decompose in acid solution into the corresponding methylbenzyl radical and a proton. The rate constant for this reaction decreases by three orders of magnitude as the number of methyl groups increases from one to five. The rate constants can be correlated with the ionization potential of the parent compound. In neutral solution the reverse reaction to the acid-catalyzed OH adduct conversion occurs and the radical cations react with water to form the OH adduct. In slightly alkaline solution the radical cations of the higher methylated benzenes (n greater than or equal to 3) react with hydroxide ions forming the OH adduct.</description><subject>400600 - Radiation Chemistry</subject><subject>AQUEOUS SOLUTIONS</subject><subject>AROMATICS</subject><subject>CHEMICAL REACTIONS</subject><subject>DISPERSIONS</subject><subject>HYDROCARBONS</subject><subject>MIXTURES</subject><subject>ORGANIC COMPOUNDS</subject><subject>PH VALUE</subject><subject>RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY</subject><subject>RADICALS</subject><subject>SOLUTIONS</subject><issn>0022-3654</issn><issn>1541-5740</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1978</creationdate><recordtype>article</recordtype><recordid>eNpt0EtPwzAMAOAIgcQYnPgDERcOqOA0adoeYbxB4jW4Rmnqah1dA0k6MX49nYYmDpwsW58t24TsMzhmELOTKQMQeaIB5AYZsESwKEkFbJIBQBxHXCZim-x4PwUAxjkbkLdn1CbUtvXUVjRMkDpd1kY31Oh1eYZhsmh0wJIW2H5ji7REV897MUdP65bqzw5t56m3Tbds2yVblW487v3GIXm9vBiPrqP7h6ub0el9pHkuQlRlKJAnIpdlZVKoCpAszoTuF600TyFPUyZ5tswx5xnXhZSyMEZkzHDMGR-Sg9Vc60OtvKkDmomxbYsmqDSGjEveo6MVMs5677BSH66eabdQDNTyb-rP33odrXTtA36tqXbvSqY8TdT48UXdno-exuJMqrveH668Nl5Nbefa_uB_J_8Al0169g</recordid><startdate>197803</startdate><enddate>197803</enddate><creator>Sehested, K</creator><creator>Holcman, J</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>OTOTI</scope></search><sort><creationdate>197803</creationdate><title>Reactions of the radical cations of methylated benzene derivatives in aqueous solution</title><author>Sehested, K ; Holcman, J</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a394t-f8e4e35496dfc70fb061284a365fa3709771638a365e9383ab666bcc481c3e913</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1978</creationdate><topic>400600 - Radiation Chemistry</topic><topic>AQUEOUS SOLUTIONS</topic><topic>AROMATICS</topic><topic>CHEMICAL REACTIONS</topic><topic>DISPERSIONS</topic><topic>HYDROCARBONS</topic><topic>MIXTURES</topic><topic>ORGANIC COMPOUNDS</topic><topic>PH VALUE</topic><topic>RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY</topic><topic>RADICALS</topic><topic>SOLUTIONS</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sehested, K</creatorcontrib><creatorcontrib>Holcman, J</creatorcontrib><creatorcontrib>Riso National Lab., Denmark</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>OSTI.GOV</collection><jtitle>J. Phys. Chem.; (United States)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sehested, K</au><au>Holcman, J</au><aucorp>Riso National Lab., Denmark</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Reactions of the radical cations of methylated benzene derivatives in aqueous solution</atitle><jtitle>J. Phys. Chem.; (United States)</jtitle><addtitle>J. Phys. Chem</addtitle><date>1978-03</date><risdate>1978</risdate><volume>82</volume><issue>6</issue><spage>651</spage><epage>653</epage><pages>651-653</pages><issn>0022-3654</issn><eissn>1541-5740</eissn><abstract>The radical cations of methylated benzene decompose in acid solution into the corresponding methylbenzyl radical and a proton. The rate constant for this reaction decreases by three orders of magnitude as the number of methyl groups increases from one to five. The rate constants can be correlated with the ionization potential of the parent compound. In neutral solution the reverse reaction to the acid-catalyzed OH adduct conversion occurs and the radical cations react with water to form the OH adduct. In slightly alkaline solution the radical cations of the higher methylated benzenes (n greater than or equal to 3) react with hydroxide ions forming the OH adduct.</abstract><cop>United States</cop><pub>American Chemical Society</pub><doi>10.1021/j100495a006</doi><tpages>3</tpages></addata></record> |
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subjects | 400600 - Radiation Chemistry AQUEOUS SOLUTIONS AROMATICS CHEMICAL REACTIONS DISPERSIONS HYDROCARBONS MIXTURES ORGANIC COMPOUNDS PH VALUE RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY RADICALS SOLUTIONS |
title | Reactions of the radical cations of methylated benzene derivatives in aqueous solution |
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