1,3-dihydroxybenzene-2-13C: Its preparation and reaction with chlorine and bromine in aqueous solution
1,3‐cyclohexanedione‐2‐13C was prepared by intramolecular Claisen condensation of methyl 5‐oxohexanote‐6‐13C with sodium methoxide. Formation of the ketoester starting material involved treatment of a mixed dicarboxylic anhydride with an isotopicallylabelled Grignard reagent, methyl‐13C magnesium io...
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| Veröffentlicht in: | Journal of labelled compounds & radiopharmaceuticals 1983-02, Vol.20 (2), p.243-256 |
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| container_issue | 2 |
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| container_title | Journal of labelled compounds & radiopharmaceuticals |
| container_volume | 20 |
| creator | Boyce, Scott D. Barefoot, Aldos C. Hornig, James F. |
| description | 1,3‐cyclohexanedione‐2‐13C was prepared by intramolecular Claisen condensation of methyl 5‐oxohexanote‐6‐13C with sodium methoxide. Formation of the ketoester starting material involved treatment of a mixed dicarboxylic anhydride with an isotopicallylabelled Grignard reagent, methyl‐13C magnesium iodide. Dehydrogenation of carbon‐13 labelled cyclohexanedione over a palladium/carbon catalyst produced 1,3‐dihydroxybenzene‐2‐13C. Chlorination and bromination of dihydroxybenzene in aqueous solution yielded isotopically‐labelled chloroform and bromoform, each having enriched carbon‐13 contents equivalent to that of the organic substrate. |
| doi_str_mv | 10.1002/jlcr.2580200211 |
| format | Article |
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Formation of the ketoester starting material involved treatment of a mixed dicarboxylic anhydride with an isotopicallylabelled Grignard reagent, methyl‐13C magnesium iodide. Dehydrogenation of carbon‐13 labelled cyclohexanedione over a palladium/carbon catalyst produced 1,3‐dihydroxybenzene‐2‐13C. Chlorination and bromination of dihydroxybenzene in aqueous solution yielded isotopically‐labelled chloroform and bromoform, each having enriched carbon‐13 contents equivalent to that of the organic substrate.</description><identifier>ISSN: 0362-4803</identifier><identifier>EISSN: 1099-1344</identifier><identifier>DOI: 10.1002/jlcr.2580200211</identifier><language>eng</language><publisher>Chichester: John Wiley & Sons, Ltd</publisher><subject>Catalytic Dehydrogenation ; Claisen Condensation ; Grignard Reaction ; Halogenation ; Resorcinol ; Trihalomethanes</subject><ispartof>Journal of labelled compounds & radiopharmaceuticals, 1983-02, Vol.20 (2), p.243-256</ispartof><rights>Copyright © 1983 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjlcr.2580200211$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjlcr.2580200211$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids></links><search><creatorcontrib>Boyce, Scott D.</creatorcontrib><creatorcontrib>Barefoot, Aldos C.</creatorcontrib><creatorcontrib>Hornig, James F.</creatorcontrib><title>1,3-dihydroxybenzene-2-13C: Its preparation and reaction with chlorine and bromine in aqueous solution</title><title>Journal of labelled compounds & radiopharmaceuticals</title><addtitle>J Label Compd Radiopharm</addtitle><description>1,3‐cyclohexanedione‐2‐13C was prepared by intramolecular Claisen condensation of methyl 5‐oxohexanote‐6‐13C with sodium methoxide. Formation of the ketoester starting material involved treatment of a mixed dicarboxylic anhydride with an isotopicallylabelled Grignard reagent, methyl‐13C magnesium iodide. Dehydrogenation of carbon‐13 labelled cyclohexanedione over a palladium/carbon catalyst produced 1,3‐dihydroxybenzene‐2‐13C. Chlorination and bromination of dihydroxybenzene in aqueous solution yielded isotopically‐labelled chloroform and bromoform, each having enriched carbon‐13 contents equivalent to that of the organic substrate.</description><subject>Catalytic Dehydrogenation</subject><subject>Claisen Condensation</subject><subject>Grignard Reaction</subject><subject>Halogenation</subject><subject>Resorcinol</subject><subject>Trihalomethanes</subject><issn>0362-4803</issn><issn>1099-1344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1983</creationdate><recordtype>article</recordtype><recordid>eNpFkEtPwkAUhSdGExFdu-0PcHBefYyutFHEECWEhITNZNreCYOlxWkJ1F9vC0ZW95yc893FQeiWkgElhN2v8tQNmB8R1jpKz1CPEikx5UKcox7hAcMiIvwSXVXVipA2E6KHDL3jOLPLJnPlvkmg-IECMGux-MEb1ZW3cbDRTte2LDxdZJ4DnR7MztZLL13mpbMFHKLEletO27b5vYVyW3lVmW-79jW6MDqv4Obv9tHs9WUWv-Hx53AUP42xlYTiCLTRgWFRahiATEwiIqmFDjX1kxBkFhrGAp7xgBpqIkhDIUMGRFAAkgrgffR4fLuzOTRq4-xau0ZRorqJVDeROk2k3sfx9GRbGh9pW9Ww_6e1-1JByENfzT-Gii4m00X0PFFz_gu8qG5v</recordid><startdate>198302</startdate><enddate>198302</enddate><creator>Boyce, Scott D.</creator><creator>Barefoot, Aldos C.</creator><creator>Hornig, James F.</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope></search><sort><creationdate>198302</creationdate><title>1,3-dihydroxybenzene-2-13C: Its preparation and reaction with chlorine and bromine in aqueous solution</title><author>Boyce, Scott D. ; Barefoot, Aldos C. ; Hornig, James F.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i901-8eafa6f28cf2ee9bfb489a4a7a15b7e9d7f2263d361f1f8ec74972e041ee0c4e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1983</creationdate><topic>Catalytic Dehydrogenation</topic><topic>Claisen Condensation</topic><topic>Grignard Reaction</topic><topic>Halogenation</topic><topic>Resorcinol</topic><topic>Trihalomethanes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Boyce, Scott D.</creatorcontrib><creatorcontrib>Barefoot, Aldos C.</creatorcontrib><creatorcontrib>Hornig, James F.</creatorcontrib><collection>Istex</collection><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Boyce, Scott D.</au><au>Barefoot, Aldos C.</au><au>Hornig, James F.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>1,3-dihydroxybenzene-2-13C: Its preparation and reaction with chlorine and bromine in aqueous solution</atitle><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle><addtitle>J Label Compd Radiopharm</addtitle><date>1983-02</date><risdate>1983</risdate><volume>20</volume><issue>2</issue><spage>243</spage><epage>256</epage><pages>243-256</pages><issn>0362-4803</issn><eissn>1099-1344</eissn><abstract>1,3‐cyclohexanedione‐2‐13C was prepared by intramolecular Claisen condensation of methyl 5‐oxohexanote‐6‐13C with sodium methoxide. Formation of the ketoester starting material involved treatment of a mixed dicarboxylic anhydride with an isotopicallylabelled Grignard reagent, methyl‐13C magnesium iodide. Dehydrogenation of carbon‐13 labelled cyclohexanedione over a palladium/carbon catalyst produced 1,3‐dihydroxybenzene‐2‐13C. Chlorination and bromination of dihydroxybenzene in aqueous solution yielded isotopically‐labelled chloroform and bromoform, each having enriched carbon‐13 contents equivalent to that of the organic substrate.</abstract><cop>Chichester</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/jlcr.2580200211</doi><tpages>14</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0362-4803 |
| ispartof | Journal of labelled compounds & radiopharmaceuticals, 1983-02, Vol.20 (2), p.243-256 |
| issn | 0362-4803 1099-1344 |
| language | eng |
| recordid | cdi_wiley_primary_10_1002_jlcr_2580200211_JLCR2580200211 |
| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Catalytic Dehydrogenation Claisen Condensation Grignard Reaction Halogenation Resorcinol Trihalomethanes |
| title | 1,3-dihydroxybenzene-2-13C: Its preparation and reaction with chlorine and bromine in aqueous solution |
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