{"id":"https://openalex.org/W2157207643","doi":"https://doi.org/10.1080/02773819608545818","title":"Pulping Catalysts From Lignin (6). Nitrogen Dioxide Oxidation Of 5-Substituted Guaiacyl Compounds","display_name":"Pulping Catalysts From Lignin (6). Nitrogen Dioxide Oxidation Of 5-Substituted Guaiacyl Compounds","publication_year":1996,"publication_date":"1996-01-01","ids":{"openalex":"https://openalex.org/W2157207643","doi":"https://doi.org/10.1080/02773819608545818","mag":"2157207643"},"language":"en","primary_location":{"id":"doi:10.1080/02773819608545818","doi":"https://doi.org/10.1080/02773819608545818","is_oa":true,"landing_page_url":"https://doi.org/10.1080/02773819608545818","pdf_url":"https://www.tandfonline.com/doi/abs/10.1080/02773819608545818","source":{"id":"https://openalex.org/S149325625","display_name":"Journal of Wood Chemistry and Technology","issn_l":"0277-3813","issn":["0277-3813","1532-2319"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-140","russia-white-list-1"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Wood Chemistry and Technology","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref"],"open_access":{"is_oa":true,"oa_status":"bronze","oa_url":"https://www.tandfonline.com/doi/abs/10.1080/02773819608545818","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5003561797","display_name":"Donald R. Dimmel","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I1297288678","display_name":"National Laboratory of the Rockies","ror":"https://ror.org/036266993","country_code":"US","type":"facility","lineage":["https://openalex.org/I1297288678","https://openalex.org/I1330989302","https://openalex.org/I2800842121"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Donald R. Dimmel","raw_affiliation_strings":["Institute of Paper Science and Technology 500 10th Street, N.W., Atlanta, GA 30318","National Renewable Energy Laboratory 1617 Cole Blvd., Golden, CO 80401"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Paper Science and Technology 500 10th Street, N.W., Atlanta, GA 30318","institution_ids":[]},{"raw_affiliation_string":"National Renewable Energy Laboratory 1617 Cole Blvd., Golden, CO 80401","institution_ids":["https://openalex.org/I1297288678"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5029529654","display_name":"Xiaoqi Pan","orcid":"https://orcid.org/0000-0002-4074-2223","observed_orcids":["https://orcid.org/0000-0002-4074-2223"]},"institutions":[{"id":"https://openalex.org/I1297288678","display_name":"National Laboratory of the Rockies","ror":"https://ror.org/036266993","country_code":"US","type":"facility","lineage":["https://openalex.org/I1297288678","https://openalex.org/I1330989302","https://openalex.org/I2800842121"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Xiaoqi Pan","raw_affiliation_strings":["Institute of Paper Science and Technology 500 10th Street, N.W., Atlanta, GA 30318","National Renewable Energy Laboratory 1617 Cole Blvd., Golden, CO 80401"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Paper Science and Technology 500 10th Street, N.W., Atlanta, GA 30318","institution_ids":[]},{"raw_affiliation_string":"National Renewable Energy Laboratory 1617 Cole Blvd., Golden, CO 80401","institution_ids":["https://openalex.org/I1297288678"]}]},{"author_position":"middle","author":{"id":null,"display_name":"Ken-ichi Kuroda","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I1297288678","display_name":"National Laboratory of the Rockies","ror":"https://ror.org/036266993","country_code":"US","type":"facility","lineage":["https://openalex.org/I1297288678","https://openalex.org/I1330989302","https://openalex.org/I2800842121"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Ken-ichi Kuroda","raw_affiliation_strings":["Institute of Paper Science and Technology 500 10th Street, N.W., Atlanta, GA 30318","National Renewable Energy Laboratory 1617 Cole Blvd., Golden, CO 80401"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Paper Science and Technology 500 10th Street, N.W., Atlanta, GA 30318","institution_ids":[]},{"raw_affiliation_string":"National Renewable Energy Laboratory 1617 Cole Blvd., Golden, CO 80401","institution_ids":["https://openalex.org/I1297288678"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5034260298","display_name":"Joseph J. Bozell","orcid":"https://orcid.org/0000-0001-6952-963X","observed_orcids":["https://orcid.org/0000-0001-6952-963X"]},"institutions":[{"id":"https://openalex.org/I1297288678","display_name":"National Laboratory of the Rockies","ror":"https://ror.org/036266993","country_code":"US","type":"facility","lineage":["https://openalex.org/I1297288678","https://openalex.org/I1330989302","https://openalex.org/I2800842121"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Joseph J. Bozell","raw_affiliation_strings":["National Renewable Energy Laboratory 1617 Cole Blvd., Golden, CO 80401","Institute of Paper Science and Technology 500 10th Street, N.W., Atlanta, GA 30318"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"National Renewable Energy Laboratory 1617 Cole Blvd., Golden, CO 80401","institution_ids":["https://openalex.org/I1297288678"]},{"raw_affiliation_string":"Institute of Paper Science and Technology 500 10th Street, N.W., Atlanta, GA 30318","institution_ids":[]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I1297288678"],"apc_list":null,"apc_paid":null,"fwci":0.0,"has_fulltext":true,"cited_by_count":1,"citation_normalized_percentile":{"value":0.26075754,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":"16","issue":"2","first_page":"191","last_page":"204"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11208","display_name":"Lignin and Wood Chemistry","score":0.9994999766349792,"subfield":{"id":"https://openalex.org/subfields/2204","display_name":"Biomedical Engineering"},"field":{"id":"https://openalex.org/fields/22","display_name":"Engineering"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T11208","display_name":"Lignin and Wood Chemistry","score":0.9994999766349792,"subfield":{"id":"https://openalex.org/subfields/2204","display_name":"Biomedical Engineering"},"field":{"id":"https://openalex.org/fields/22","display_name":"Engineering"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T12360","display_name":"Plant-derived Lignans Synthesis and Bioactivity","score":0.0,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T10484","display_name":"Wood Treatment and Properties","score":0.0,"subfield":{"id":"https://openalex.org/subfields/2215","display_name":"Building and Construction"},"field":{"id":"https://openalex.org/fields/22","display_name":"Engineering"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/2-6-dimethoxy-p-benzoquinone","display_name":"2,6-dimethoxy-p-benzoquinone","score":0.9869999885559082},{"id":"https://openalex.org/keywords/n-hydroxysuccinimide","display_name":"N-hydroxysuccinimide","score":0.8529999852180481},{"id":"https://openalex.org/keywords/nitrogen-dioxide-oxidation","display_name":"nitrogen dioxide oxidation","score":0.8360000252723694},{"id":"https://openalex.org/keywords/bromination","display_name":"bromination","score":0.8259999752044678},{"id":"https://openalex.org/keywords/radical-intermediates","display_name":"radical intermediates","score":0.8069999814033508},{"id":"https://openalex.org/keywords/solvolysis","display_name":"solvolysis","score":0.7630000114440918},{"id":"https://openalex.org/keywords/vanillin","display_name":"vanillin","score":0.8370000123977661},{"id":"https://openalex.org/keywords/syringaldehyde","display_name":"syringaldehyde","score":0.9990000128746033}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.977094292640686},{"id":"https://openalex.org/C2777411053","wikidata":"https://www.wikidata.org/wiki/Q411695","display_name":"Syringaldehyde","level":3,"score":0.8832392692565918},{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.8068373203277588},{"id":"https://openalex.org/C139066938","wikidata":"https://www.wikidata.org/wiki/Q185056","display_name":"Radical","level":2,"score":0.6787785291671753},{"id":"https://openalex.org/C2779293432","wikidata":"https://www.wikidata.org/wiki/Q2628534","display_name":"Solvolysis","level":3,"score":0.6249102354049683},{"id":"https://openalex.org/C65973085","wikidata":"https://www.wikidata.org/wiki/Q888529","display_name":"Halogenation","level":2,"score":0.5491207242012024},{"id":"https://openalex.org/C2781052789","wikidata":"https://www.wikidata.org/wiki/Q184817","display_name":"Lignin","level":2,"score":0.5265548229217529},{"id":"https://openalex.org/C2777340834","wikidata":"https://www.wikidata.org/wiki/Q33495","display_name":"Vanillin","level":2,"score":0.5263382792472839},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.4854929745197296},{"id":"https://openalex.org/C2779607525","wikidata":"https://www.wikidata.org/wiki/Q14982","display_name":"Methanol","level":2,"score":0.48417478799819946},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.4617147445678711},{"id":"https://openalex.org/C94412978","wikidata":"https://www.wikidata.org/wiki/Q103135","display_name":"Hydrolysis","level":2,"score":0.3302437663078308},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.0},{"id":"https://openalex.org/C191897082","wikidata":"https://www.wikidata.org/wiki/Q11467","display_name":"Metallurgy","level":1,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1080/02773819608545818","doi":"https://doi.org/10.1080/02773819608545818","is_oa":true,"landing_page_url":"https://doi.org/10.1080/02773819608545818","pdf_url":"https://www.tandfonline.com/doi/abs/10.1080/02773819608545818","source":{"id":"https://openalex.org/S149325625","display_name":"Journal of Wood Chemistry and Technology","issn_l":"0277-3813","issn":["0277-3813","1532-2319"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-140","russia-white-list-1"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Wood Chemistry and Technology","raw_type":"journal-article"},{"id":"pmh:oai:smartech.gatech.edu:1853/1873","doi":null,"is_oa":false,"landing_page_url":"http://hdl.handle.net/1853/1873","pdf_url":null,"source":{"id":"https://openalex.org/S4377196313","display_name":"SMARTech Repository (Georgia Institute of Technology)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I130701444","host_organization_name":"Georgia Institute of Technology","host_organization_lineage":["https://openalex.org/I130701444"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"Text"}],"best_oa_location":{"id":"doi:10.1080/02773819608545818","doi":"https://doi.org/10.1080/02773819608545818","is_oa":true,"landing_page_url":"https://doi.org/10.1080/02773819608545818","pdf_url":"https://www.tandfonline.com/doi/abs/10.1080/02773819608545818","source":{"id":"https://openalex.org/S149325625","display_name":"Journal of Wood Chemistry and Technology","issn_l":"0277-3813","issn":["0277-3813","1532-2319"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-140","russia-white-list-1"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Wood Chemistry and Technology","raw_type":"journal-article"},"sustainable_development_goals":[],"sustainable_development_goals_aurora":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320306084","display_name":"U.S. Department of Energy","ror":"https://ror.org/01bj3aw27"}],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W2157207643.pdf","grobid_xml":"https://content.openalex.org/works/W2157207643.grobid-xml"},"referenced_works_count":11,"referenced_works":["https://openalex.org/W1510054038","https://openalex.org/W1601236454","https://openalex.org/W1964258711","https://openalex.org/W1971676272","https://openalex.org/W1990101458","https://openalex.org/W2022858258","https://openalex.org/W2069326235","https://openalex.org/W2126193576","https://openalex.org/W2148542748","https://openalex.org/W2334787357","https://openalex.org/W2493374237"],"related_works":["https://openalex.org/W7097322965","https://openalex.org/W2149433204","https://openalex.org/W7095500931","https://openalex.org/W1981999735","https://openalex.org/W2063989950","https://openalex.org/W2142185510","https://openalex.org/W7142373168","https://openalex.org/W2282954956","https://openalex.org/W2083732106","https://openalex.org/W7042884443"],"abstract_inverted_index":{"Bromination":[0],"was":[1,151],"investigated":[2],"as":[3],"a":[4,25,76,154,173],"potential":[5,174],"approach":[6],"to":[7,30,38,124],"improve":[8],"the":[9,17,49,65,94,114,118,130,136,140,178],"yield":[10,56,63,148],"of":[11,19,44,51,57,64,73,86,96,102,117,149,156,180],"benzoquinones":[12,92,181],"from":[13,105,153,182],"lignins":[14],"by":[15,127,160],"blocking":[16],"C5-position":[18],"guaiacyl-type":[20],"units.":[21],"The":[22,41,70,88],"5-position":[23],"is":[24],"reactive":[26],"position,":[27],"often":[28],"leading":[29],"undesirable":[31],"byproducts":[32],"when":[33],"guaiacyl":[34],"units":[35],"are":[36],"oxidized":[37],"radical":[39,141],"intermediates.":[40],"NO2":[42,71],"reaction":[43,72,128],"5-bromovanillin":[45],"in":[46,48,93],"methanol":[47],"presence":[50],"N-hydroxysuccinimde":[52],"(NHS)":[53],"provided":[54,83],"\u223c50%":[55],"2,6-dimethoxy-p-benzoquinone":[58],"(DMBQ),":[59],"together":[60],"with":[61,129,139,163,167],"\u223c4%":[62],"expected":[66],"product,":[67],"5-bromo-3-methoxy-p-benzoquinone":[68],"(BMBQ).":[69],"5-chlorovanillin":[74],"gave":[75,90],"similar":[77],"result,":[78],"while":[79],"5-iodo-":[80],"and":[81,158,165],"5-hydroxymethylvanillin":[82],"poor":[84],"yields":[85,179],"benzoquinones.":[87],"halovanillins":[89],"no":[91],"absence":[95],"NHS.":[97],"A":[98,146],"mechanism":[99],"involving":[100],"generation":[101],"phenolate":[103],"radicals":[104,107],"NHS":[106],"can":[108],"account":[109],"for":[110,176],"these":[111],"results.":[112],"During":[113],"oxidation,":[115],"most":[116],"5-":[119],"halo":[120],"groups":[121,126],"were":[122],"converted":[123],"5-methoxy":[125],"solvent;":[131],"experimental":[132],"results":[133],"suggested":[134],"that":[135],"solvolysis":[137],"occurred":[138],"intermediates,":[142],"before":[143],"halobenzoquinone":[144],"production.":[145],"high":[147],"DMBQ":[150],"obtained":[152],"mixture":[155],"vanillin":[157],"syringaldehyde":[159],"treating":[161],"first":[162],"bromine":[164],"then":[166],"NO2/NHS.":[168],"This":[169],"sequence":[170],"could":[171],"be":[172],"way":[175],"improving":[177],"lignins.":[183]},"counts_by_year":[],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2016-06-24T00:00:00"}