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Names | |
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Preferred IUPAC name
Indeno[2,1-a]indene | |
Identifiers | |
3D model (
JSmol)
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ChemSpider | |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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Properties | |
C16H10 | |
Molar mass | 202.256 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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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.
![]() | |
Names | |
---|---|
Preferred IUPAC name
Indeno[2,1-a]indene | |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C16H10 | |
Molar mass | 202.256 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
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.