Electrophilic Hydrogen Isotope Substitutions. I. Benzene and Toluene
The initial rates of deuteration of benzene and toluene in deuterium oxide and trifluoroacetic acid mixtures have been measured, and the isomer distribution of the deuterium substituted in the toluene determined. The partial rate factors found were of = 250, mf = 4, pf= 420. Methods for checking the...
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| Veröffentlicht in: | Journal of the American Chemical Society 1958-12, Vol.80 (23), p.6433-6437 |
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| container_title | Journal of the American Chemical Society |
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| creator | Lauer, Walter M Matson, Gale W Stedman, Geoffrey |
| description | The initial rates of deuteration of benzene and toluene in deuterium oxide and trifluoroacetic acid mixtures have been measured, and the isomer distribution of the deuterium substituted in the toluene determined. The partial rate factors found were of = 250, mf = 4, pf= 420. Methods for checking these partial rate factors are described. The results are compared with those for other electrophilic aromatic substitution reactions. |
| doi_str_mv | 10.1021/ja01556a064 |
| format | Article |
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Benzene and Toluene</title><source>ACS Publications</source><creator>Lauer, Walter M ; Matson, Gale W ; Stedman, Geoffrey</creator><creatorcontrib>Lauer, Walter M ; Matson, Gale W ; Stedman, Geoffrey ; Univ. of Minnesota, Minneapolis</creatorcontrib><description>The initial rates of deuteration of benzene and toluene in deuterium oxide and trifluoroacetic acid mixtures have been measured, and the isomer distribution of the deuterium substituted in the toluene determined. The partial rate factors found were of = 250, mf = 4, pf= 420. Methods for checking these partial rate factors are described. The results are compared with those for other electrophilic aromatic substitution reactions.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja01556a064</identifier><language>eng</language><publisher>American Chemical Society</publisher><subject>ACETIC ACID- ALUMINUM- BENZENE- COINCIDENCE METHODS- DEUTERIUM COMPOUNDS- DEUTERONS- DISTRIBUTION- ELECTRONS- HEAVY WATER- HYDROGEN COMPOUNDS- ISOMERS- ISOTOPIC EXCHANGE- MAGNETIC FIELDS- - MASS- MEASURED VALUES- MESONS- MIXING- MOMENTUM- ORGANIC FLUORINE COMPOUNDS- PIONS- PRODUCTION- PROTON BEAMS- PROTONS- QUANTITATIVE ANALYSIS- REACTION KINETICS- SLOWDOWN- TOLUENE ; ACETIC ACID- BENZENE- BERYLLIUM- BORON- BORON FLUORIDES- DEUTERIUM COMPOUNDS- DEUTERON BEAMS- DISTRIBUTION- ENERGY RANGE- HALF-LIFE- HEAVY WATER- HYDROGEN COMPOUNDS- IONIZATION CHAMBERS- ISOMERS- ISOTOPIC EXCHANGE- LITHIUM 9- MEASURED VALU ; INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY</subject><ispartof>Journal of the American Chemical Society, 1958-12, Vol.80 (23), p.6433-6437</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a243t-db0d2727f3f5850a0321e56dc498d150bcf975be193eb7cc29ff0d7df9c36a073</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ja01556a064$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja01556a064$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,780,784,885,2763,27075,27923,27924,56737,56787</link.rule.ids><backlink>$$Uhttps://www.osti.gov/biblio/4260698$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>Lauer, Walter M</creatorcontrib><creatorcontrib>Matson, Gale W</creatorcontrib><creatorcontrib>Stedman, Geoffrey</creatorcontrib><creatorcontrib>Univ. of Minnesota, Minneapolis</creatorcontrib><title>Electrophilic Hydrogen Isotope Substitutions. I. Benzene and Toluene</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>The initial rates of deuteration of benzene and toluene in deuterium oxide and trifluoroacetic acid mixtures have been measured, and the isomer distribution of the deuterium substituted in the toluene determined. The partial rate factors found were of = 250, mf = 4, pf= 420. Methods for checking these partial rate factors are described. 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I. Benzene and Toluene</title><author>Lauer, Walter M ; Matson, Gale W ; Stedman, Geoffrey</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a243t-db0d2727f3f5850a0321e56dc498d150bcf975be193eb7cc29ff0d7df9c36a073</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1958</creationdate><topic>ACETIC ACID- ALUMINUM- BENZENE- COINCIDENCE METHODS- DEUTERIUM COMPOUNDS- DEUTERONS- DISTRIBUTION- ELECTRONS- HEAVY WATER- HYDROGEN COMPOUNDS- ISOMERS- ISOTOPIC EXCHANGE- MAGNETIC FIELDS- - MASS- MEASURED VALUES- MESONS- MIXING- MOMENTUM- ORGANIC FLUORINE COMPOUNDS- PIONS- PRODUCTION- PROTON BEAMS- PROTONS- QUANTITATIVE ANALYSIS- REACTION KINETICS- SLOWDOWN- TOLUENE</topic><topic>ACETIC ACID- BENZENE- BERYLLIUM- BORON- BORON FLUORIDES- DEUTERIUM COMPOUNDS- DEUTERON BEAMS- DISTRIBUTION- ENERGY RANGE- HALF-LIFE- HEAVY WATER- HYDROGEN COMPOUNDS- IONIZATION CHAMBERS- ISOMERS- ISOTOPIC EXCHANGE- LITHIUM 9- MEASURED VALU</topic><topic>INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lauer, Walter M</creatorcontrib><creatorcontrib>Matson, Gale W</creatorcontrib><creatorcontrib>Stedman, Geoffrey</creatorcontrib><creatorcontrib>Univ. of Minnesota, Minneapolis</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>OSTI.GOV</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lauer, Walter M</au><au>Matson, Gale W</au><au>Stedman, Geoffrey</au><aucorp>Univ. of Minnesota, Minneapolis</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Electrophilic Hydrogen Isotope Substitutions. I. Benzene and Toluene</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>1958-12-01</date><risdate>1958</risdate><volume>80</volume><issue>23</issue><spage>6433</spage><epage>6437</epage><pages>6433-6437</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>The initial rates of deuteration of benzene and toluene in deuterium oxide and trifluoroacetic acid mixtures have been measured, and the isomer distribution of the deuterium substituted in the toluene determined. The partial rate factors found were of = 250, mf = 4, pf= 420. Methods for checking these partial rate factors are described. The results are compared with those for other electrophilic aromatic substitution reactions.</abstract><pub>American Chemical Society</pub><doi>10.1021/ja01556a064</doi><tpages>5</tpages></addata></record> |
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| identifier | ISSN: 0002-7863 |
| ispartof | Journal of the American Chemical Society, 1958-12, Vol.80 (23), p.6433-6437 |
| issn | 0002-7863 1520-5126 |
| language | eng |
| recordid | cdi_osti_scitechconnect_4260698 |
| source | ACS Publications |
| subjects | ACETIC ACID- ALUMINUM- BENZENE- COINCIDENCE METHODS- DEUTERIUM COMPOUNDS- DEUTERONS- DISTRIBUTION- ELECTRONS- HEAVY WATER- HYDROGEN COMPOUNDS- ISOMERS- ISOTOPIC EXCHANGE- MAGNETIC FIELDS- - MASS- MEASURED VALUES- MESONS- MIXING- MOMENTUM- ORGANIC FLUORINE COMPOUNDS- PIONS- PRODUCTION- PROTON BEAMS- PROTONS- QUANTITATIVE ANALYSIS- REACTION KINETICS- SLOWDOWN- TOLUENE ACETIC ACID- BENZENE- BERYLLIUM- BORON- BORON FLUORIDES- DEUTERIUM COMPOUNDS- DEUTERON BEAMS- DISTRIBUTION- ENERGY RANGE- HALF-LIFE- HEAVY WATER- HYDROGEN COMPOUNDS- IONIZATION CHAMBERS- ISOMERS- ISOTOPIC EXCHANGE- LITHIUM 9- MEASURED VALU INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY |
| title | Electrophilic Hydrogen Isotope Substitutions. I. Benzene and Toluene |
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