{"id":"https://openalex.org/W1925741547","doi":"https://doi.org/10.1002/047084289x.rn00173","title":"p-Iodobenzyl Bromide","display_name":"p-Iodobenzyl Bromide","publication_year":2003,"publication_date":"2003-04-15","ids":{"openalex":"https://openalex.org/W1925741547","doi":"https://doi.org/10.1002/047084289x.rn00173","mag":"1925741547"},"language":"en","primary_location":{"id":"doi:10.1002/047084289x.rn00173","doi":"https://doi.org/10.1002/047084289x.rn00173","is_oa":false,"landing_page_url":"https://doi.org/10.1002/047084289x.rn00173","pdf_url":null,"source":{"id":"https://openalex.org/S4306464293","display_name":"Wiley eBooks","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"ebook platform"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Encyclopedia of Reagents for Organic Synthesis","raw_type":"reference-entry"},"volume":{"id":"https://openalex.org/W4212905075","display_name":"Encyclopedia of Reagents for Organic Synthesis"},"type":"reference-entry","indexed_in":["crossref"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5011333553","display_name":"Luis G. Melean","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I63966007","display_name":"Massachusetts Institute of Technology","ror":"https://ror.org/042nb2s44","country_code":"US","type":"education","lineage":["https://openalex.org/I63966007"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Luis G. Melean","raw_affiliation_strings":["Massachusetts Institute of Technology, Cambridge, MA, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Massachusetts Institute of Technology, Cambridge, MA, USA","institution_ids":["https://openalex.org/I63966007"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5008512379","display_name":"Peter H. Seeberger","orcid":"https://orcid.org/0000-0003-3394-8466","observed_orcids":["https://orcid.org/0000-0003-3394-8466"]},"institutions":[{"id":"https://openalex.org/I63966007","display_name":"Massachusetts Institute of Technology","ror":"https://ror.org/042nb2s44","country_code":"US","type":"education","lineage":["https://openalex.org/I63966007"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Peter H. Seeberger","raw_affiliation_strings":["Massachusetts Institute of Technology, Cambridge, MA, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Massachusetts Institute of Technology, Cambridge, MA, USA","institution_ids":["https://openalex.org/I63966007"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I63966007"],"apc_list":null,"apc_paid":null,"fwci":null,"has_fulltext":false,"cited_by_count":0,"citation_normalized_percentile":null,"cited_by_percentile_year":null,"biblio":{"volume":null,"issue":null,"first_page":null,"last_page":null},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11831","display_name":"Chemical Synthesis and Reactions","score":0.357699990272522,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T11831","display_name":"Chemical Synthesis and Reactions","score":0.357699990272522,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T11989","display_name":"Oxidative Organic Chemistry Reactions","score":0.10660000145435333,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.09220000356435776,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/protecting-groups","display_name":"protecting groups","score":0.7039999961853027},{"id":"https://openalex.org/keywords/n-bromosuccinimide","display_name":"N-bromosuccinimide","score":0.9269999861717224},{"id":"https://openalex.org/keywords/triphenylphosphine","display_name":"triphenylphosphine","score":0.7289999723434448},{"id":"https://openalex.org/keywords/reagent-purity","display_name":"reagent purity","score":0.460999995470047},{"id":"https://openalex.org/keywords/chemical-safety","display_name":"chemical safety","score":0.4099999964237213}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7176567316055298},{"id":"https://openalex.org/C40875361","wikidata":"https://www.wikidata.org/wiki/Q2356542","display_name":"Reagent","level":2,"score":0.6361789703369141},{"id":"https://openalex.org/C65973085","wikidata":"https://www.wikidata.org/wiki/Q888529","display_name":"Halogenation","level":2,"score":0.5141723155975342},{"id":"https://openalex.org/C155574463","wikidata":"https://www.wikidata.org/wiki/Q170731","display_name":"Solubility","level":2,"score":0.501549243927002},{"id":"https://openalex.org/C13965031","wikidata":"https://www.wikidata.org/wiki/Q243545","display_name":"Nuclear chemistry","level":1,"score":0.4918198883533478},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.48012828826904297},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.4579038619995117},{"id":"https://openalex.org/C548081761","wikidata":"https://www.wikidata.org/wiki/Q180388","display_name":"Waste management","level":1,"score":0.3512161076068878},{"id":"https://openalex.org/C127413603","wikidata":"https://www.wikidata.org/wiki/Q11023","display_name":"Engineering","level":0,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1002/047084289x.rn00173","doi":"https://doi.org/10.1002/047084289x.rn00173","is_oa":false,"landing_page_url":"https://doi.org/10.1002/047084289x.rn00173","pdf_url":null,"source":{"id":"https://openalex.org/S4306464293","display_name":"Wiley eBooks","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"ebook platform"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Encyclopedia of Reagents for Organic Synthesis","raw_type":"reference-entry"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":6,"referenced_works":["https://openalex.org/W236624720","https://openalex.org/W1566080486","https://openalex.org/W2018842893","https://openalex.org/W2040602303","https://openalex.org/W2052978035","https://openalex.org/W2950331200"],"related_works":["https://openalex.org/W2124840561","https://openalex.org/W1915083113","https://openalex.org/W2159054427","https://openalex.org/W1928323294","https://openalex.org/W4250172794","https://openalex.org/W1882899676","https://openalex.org/W4238160661","https://openalex.org/W2125185520","https://openalex.org/W2355648559","https://openalex.org/W4319836368"],"abstract_inverted_index":{"[16004-15-2]":[0],"C7H6BrI":[1],"(MW":[2],"296.94)":[3],"InChI":[4],"=":[5,8],"1S/C7H6BrI/c8-5-6-1-3-7(9)4-2-6/h1-4H,5H2":[6],"InChIKey":[7],"BQTRMYJYYNQQGK-UHFFFAOYSA-N":[9],"(reagent":[10],"used":[11],"as":[12],"a":[13,120,135,141],"stable":[14],"protecting":[15],"group":[16],"removable":[17],"by":[18,22],"Pd-catalyzed":[19],"amination":[20],"followed":[21],"acid":[23],"treatment)":[24],"Alternate":[25],"Name:":[26],"\u03b1-bromo-4-iodotoluene;":[27],"1-bromomethyl-4-":[28],"iodo-benzene.":[29],"Physical":[30],"Data:":[31],"mp":[32],"78\u201382":[33],"\u00b0C,":[34],"bp":[35],"115\u2013120":[36],"\u00b0C":[37],"(at":[38],"0.6":[39],"Torr).":[40],"Solubility:":[41],"soluble":[42],"in":[43,50,80,140],"ether":[44],"and":[45,66,82,94,100,116,138,148],"most":[46],"organic":[47],"solvents;":[48],"insoluble":[49],"water.":[51],"Form":[52],"Supplied":[53],"in:":[54],"light":[55],"beige":[56],"crystalline":[57],"solid.":[58],"Analysis":[59],"of":[60,76,87,128],"Reagent":[61],"Purity:":[62],"1H":[63],"NMR,":[64],"IR,":[65],"elemental":[67],"analysis.":[68],"Purification:":[69],"crystallize":[70],"from":[71],"ethanol.":[72],"Preparative":[73],"Methods:":[74],"bromination":[75],"4-iodotoluene":[77],"with":[78,90,134,145],"NBS":[79],"CBr4":[81],"catalytic":[83],"benzoyl":[84],"peroxide.1":[85],"Bromination":[86],"4-iodobenzyl":[88],"alcohol":[89],"CBr4,":[91],"triphenyl":[92],"phosphine,":[93],"CH2Cl2.2":[95],"Commercially":[96],"available.":[97],"Handling,":[98],"Storage,":[99],"Precautions:":[101],"corrosive,":[102],"lachrymator,":[103],"moisture":[104],"sensitive,":[105],"stored":[106],"under":[107],"nitrogen,":[108],"causes":[109],"burns,":[110],"irritant":[111],"to":[112,126],"eyes,":[113],"respiratory":[114],"system,":[115],"skin.":[117],"Disposal:":[118],"contact":[119],"licensed":[121],"professional":[122],"waste":[123],"disposal":[124],"service":[125],"dispose":[127],"this":[129],"material.":[130],"Dissolve":[131],"or":[132],"mix":[133],"combustible":[136],"solvent":[137],"burn":[139],"chemical":[142],"incinerator":[143],"equipped":[144],"an":[146],"afterburner":[147],"scrubber.":[149]},"counts_by_year":[],"updated_date":"2026-11-05T12:25:35.769452","created_date":"2016-06-24T00:00:00"}