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Mio, Matthew J.; Kopel, Lucas C.; Braun, Julia B.; Gadzikwa, Tendai L.; Hull, Kami L.; Brisbois, Ronald G.; Markworth, Christopher J.; Grieco, Paul A. (2002). "One-Pot
Synthesis of Symmetrical and Unsymmetrical Bisarylethynes by a Modification of the Sonogashira Coupling Reaction".
24:
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Banerjee, M.; Shukla, R.; Rathore, R. (15 January 2009). "Synthesis, Optical, and
Electronic Properties of Soluble Poly-p-phenylene Oligomers as Models for Molecular Wires".
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while leaving the bromine end unreacted, by running the reaction at room temperature. For example, two equivalents of 1-bromo-4-iodobenzene can couple to
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Chinchilla, R.; Nájera, C. (2007), "The
Sonogashira Reaction: A Booming Methodology in Synthetic Organic Chemistry",
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in a room temperature symmetrical
Sonogashira coupling (with TMSA being deprotected to acetylene
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Except where otherwise noted, data are given for materials in their
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Since aryl iodides are more reactive than aryl bromides in the
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430:In one laboratory route to 1-bromo-4-iodobenzene,
276:InChI=InChI = 1S/C6H4BrI/c7-5-1-3-6(8)4-2-5/h1-4H
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581:Journal of the American Chemical Society
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357:91 °C (196 °F; 364 K)
279:Key: UCCUXODGPMAHRL-UHFFFAOYSA-N
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446:salt, which is then treated with
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450:to form 1-bromo-4-iodobenzene.
384:(at 25 °C , 100 kPa).
1:
434:is treated with concentrated
476:bis(4-bromophenyl)acetylene
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339:282.90 g/mol
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696:Bromobenzene derivatives
559:pubchem.ncbi.nlm.nih.gov
701:Iodobenzene derivatives
555:"1-Bromo-4-iodobenzene"
527:"1-Bromo-4-iodobenzene"
468:trimethylsilylacetylene
414:) with the formula BrC
17:1-Bromo-4-iodobenzene
400:1-Bromo-4-iodobenzene
59:1-Bromo-4-iodobenzene
460:Sonogashira coupling
55:Preferred IUPAC name
18:
706:Mixed halobenzenes
507:Bromochlorobenzene
388:Infobox references
373:1,4-Dibromobenzene
362:Related compounds
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668:10.1021/ol026266n
662:(19): 3199–3202.
631:10.1021/cr050992x
594:10.1021/ja805102d
396:Chemical compound
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368:Related compounds
232:CompTox Dashboard
118:Interactive image
71:-Bromoiodobenzene
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588:(5): 1780–1786.
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448:potassium iodide
347:colorless solid
316:Chemical formula
300:C1=CC(=CC=C1Br)I
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562:. Retrieved
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497:Bromobenzene
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442:to form the
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408:aryl bromide
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77:Identifiers
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66:Other names
502:Iodobenzene
426:Preparation
412:aryl iodide
404:aryl halide
402:is a mixed
344:Appearance
309:Properties
156:100.008.785
690:Categories
618:Chem. Rev.
564:2023-10-22
538:21 October
532:ChemSpider
513:References
474:) to form
335:Molar mass
329:BrI
220:R9LDG2XS7C
129:ChemSpider
105:3D model (
84:CAS Number
553:PubChem.
464:acetylene
454:Reactions
444:diazonium
177:209-662-7
169:EC Number
676:12227748
639:17305399
602:19146375
491:See also
94:589-87-7
472:in-situ
187:PubChem
674:
637:
600:
293:SMILES
49:Names
268:InChI
200:11522
138:11038
107:JSmol
672:PMID
635:PMID
598:PMID
540:2023
438:and
410:and
211:UNII
664:doi
627:doi
623:107
590:doi
586:131
422:I.
237:EPA
190:CID
692::
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420:4
418:H
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327:4
325:H
323:6
321:C
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235:(
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69:p
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
