Английская Википедия:Dibenzopentalene

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Версия от 04:11, 27 февраля 2024; EducationBot (обсуждение | вклад) (Новая страница: «{{Английская Википедия/Панель перехода}} {{Chembox | ImageFile = Dibenzopentalene.svg | ImageSize = 200px | ImageAlt = | PIN = Indeno[2,1-''a'']indene | OtherNames = |Section1={{Chembox Identifiers | CASNo = 248-58-8 | CASNo_Ref = {{cascite|correct|CAS}} | UNII_Ref = {{fdacite|correct|FDA}} | UNII = H2UXS49XQ2 | PubChem = 6431184 | ChemSpiderID = 4936522 | SMILES = C1=C2C(=CC3=C2C=CC=C3)C2=CC=CC=C12 | StdInChI = 1S/C16H1...»)
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Шаблон:Chembox

Dibenzopentalene (dibenzo[a,e]pentalene or dibenzo[b,f]pentalene) is an organic compound and a hydrocarbon with formula C16H10. It is of some scientific interest as a stable derivative of the highly reactive antiaromatic pentalene by benzannulation.[1] The first derivative was synthesised in 1912 by Brand.[2] The parent compound was reported in 1952.[3] The NICS value for the 5-membered rings is estimated at 7.4 ppm and that of the six-membered rings -9.8 ppm.[1] Aromatic dicationic salts can be obtained by reaction with antimony pentafluoride in sulfuryl chloride. The dianion forms by reduction with lithium metal or deprotonation of 5,10-dihydroindeno[2,1-a]indene with two equivalents of butyllithium.[4][5] The aromatic nature of the dianion has been confirmed by X-ray analysis.[6] Another isomer of this compound exists called dibenzo[a,f]pentalene with one of the benzene rings positioned on the other available pentalene face.

References

Шаблон:Reflist

  1. 1,0 1,1 Шаблон:Cite journal
  2. Brand, K. Über Gefärbte Kohlenwasserstoffe der Diphensuccinden-Reihe. Ber. Detsch. Chem. Ges. 1912, 45, 3071-3077
  3. Шаблон:Cite journal
  4. Шаблон:Cite journal
  5. Шаблон:Cite journal
  6. Шаблон:Cite journal