Английская Википедия:Gomberg's dimer

Материал из Онлайн справочника
Версия от 20:43, 15 марта 2024; EducationBot (обсуждение | вклад) (Новая страница: «{{Английская Википедия/Панель перехода}} {{Chembox |ImageFile1 = Gomberg's dimer 1.png |ImageFile2 = GombergDiimer (cropped).jpg |ImageSize2 = 150px |PIN = 1,1′,1′′-<nowiki/>{[4-(Diphenylmethylidene)cyclohexa-2,5-dien-1-yl]methanetriyl}tribenzene |OtherNames = 3-triphenylmethyl-6-diphenylmethylidene-1,4-cyclohexadiene |Section1 = {{Chembox Identifiers |CASNo = 18909-18-7 |PubChem = 140290 |ChemSpiderID = 123721 |DTXSID...»)
(разн.) ← Предыдущая версия | Текущая версия (разн.) | Следующая версия → (разн.)
Перейти к навигацииПерейти к поиску

Шаблон:Chembox

Gomberg's dimer is the organic compound with the formula Ph2C=C6H5-CPh3, where Ph = C6H5. It is a yellow solid that is air-stable for hours at room temperature and soluble in organic solvents.[1] The compound achieved fame as the dimer of triphenylmethyl radical, which was prepared by Moses Gomberg in his quest for hexaphenylethane.

Its quinoid structure has been determined by X-ray crystallography. The C-C bond that reversibly breaks is rather long at 159.7 picometers.[1]

Synthesis and reactions

Gomberg's dimer can be prepared quantitatively by treating trityl bromide with powdered copper or silver:[2]

2Шаблон:NbspPh3CBr + 2Шаблон:NbspCu → Ph2C=C6H5-CPh3 + 2Шаблон:NbspCuBr

Gomberg's dimer reversibly dissociates to the triphenylmethyl radical in organic solvents:[3]

Файл:Gomberg dimer dissociation.png

See also

References

Шаблон:Reflist