Английская Википедия:9,10-Dibromoanthracene

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Версия от 15:53, 26 декабря 2023; EducationBot (обсуждение | вклад) (Новая страница: «{{Английская Википедия/Панель перехода}} {{Chembox | ImageFile = 9,10-dibromoanthracene structure.png | PIN = 9,10-Dibromoanthracene |Section1={{Chembox Identifiers | PubChem = 68226 | ChemSpiderID = 61529 | CASNo = 523-27-3 | CASNo_Ref = {{cascite|correct|CAS}} | EC_number = 208-342-4 | ChEMBL = 3183379 | UNII = 61CP7C5Y82 | DTXSID = DTXSID5049312 | StdInChI=1S/C14H8Br2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H |...»)
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Шаблон:Chembox 9,10-Dibromoanthracene is an organic chemical compound containing anthracene with two bromine atoms substituted on its central ring. It is notable in that it was the first single molecule to have a chemical reaction observed by an atomic force microscope and scanning tunneling microscopy.[1]

Production

Ian M. Heilbron and John S. Heaton were the first to synthesize this in 1923 in England.[1]

Properties

9,10-Dibromoanthracene is electroluminescent, giving off a blue light.[2]

Reactions

The carbon–bromine bonds can be fragmented in two successive steps by voltage pulses from tip of a scanning tunneling microscope. The resulting carbon radicals are stabilized by the sodium chloride substrate on which the 9,10-dibromoanthracene reactant was placed. Further voltage pulses cause the diradical to convert to a diyne (or back again) via a Bergman cyclization reaction.[3]

Файл:Dibromoanthracene STM reaction.png

References

Шаблон:Reflist