Flow-vacuum pyrolysis of three dibenzocycloalkanones

Banciu, Mircea D.; Pârvulescu, Luminitza; Banciu, Anca; Simion, Alina; Costea, Cristina; Drăghici, Constantin; Pop, Mircea; Mihăiescu, Dan Eduard

doi:10.1016/s0165-2370(00)00147-9

Cited by 7 publications

(8 citation statements)

References 9 publications

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“…Information about the chemistry of nitrogen containing derivatives of dibenzocycloheptane and dibenzo-cyclooctane may be found in references [12][13][14][15][16][17][18]. Samples of both compounds were analyzed by gas chromatography and found to be over 99.9% pure.…”

Section: Methodsmentioning

confidence: 99%

Thermochemistry and quantum chemical calculations of two dibenzocycloalkane nitriles

et al. 2010

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The energies of combustion and fusion of 5-cyano-5H-dibenzo [a,d]cycloheptene (1) and (5E,11E)-dibenzo[a,e]cyclooctene-5,11-dicarbonitrile (2) were measured by means of microbomb calorimetry and DSC, respectively. The derived enthalpies of formation in solid state are 320 ± 18 for nitrile 1 and 470 ± 31 kJ mol -1 for nitrile 2, respectively. The experimental enthalpies of formation are discussed in relationship with values calculated at the G3(MP2)//B3LYP level of quantum chemical theory, by means of group additivity and isodesmic reactions. The two nitriles are not stabilized by dibenzoannelation.Keywords Dibenzocycloalkane nitrile Á Enthalpies of combustion and of formation Á Enthalpies of fusion, vaporization and sublimation Á G3(MP2)//B3LYP quantum chemical calculations Á Group additivity Á Isodesmic reactions

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Section: Methodsmentioning

confidence: 99%

Thermochemistry and quantum chemical calculations of two dibenzocycloalkane nitriles

et al. 2010

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“…Combining the products of five pyrolyses of 9 at 1000 8C ($85% yield) and subjecting them to a column chromatography on SiO 2 60 Merck (70-230 mesh) the following products were separated: (a) anthracene (13), phenanthrene (14), diphenylacetylene (18) Anthracene (13) and phenanthrene (14) mass spectravide supra. Diphenylacetylene (18). Mass spectrum (m/z; relative abundance; %): 50 (7) 51 (7); 63 (6); 76 (9); 89 (6); 126 (6); 150 (6); 151 (7) …”

Section: Cis-4b59b10-tetrahydroindeno[21-a] Indene-510-dione (9)mentioning

confidence: 99%

“…column): diphenylacetylene (18), anthracene (13), phenanthrene (14), the dibenzobicyclic monoketone 19, 9,10 anthraquinone (16) and dibenzosuberenone 20 (Scheme 5). Up to five unknown minor products were also formed.…”

Section: Compoundmentioning

confidence: 99%

“…Dibenzopentalene (indeno[2,1-a]indene) (1), a relatively unstable hydrocarbon comprising fused aromatic and antiaromatic moieties, as well as its more stable hydrogenated derivatives, can be obtained by flow-vacuum pyrolysis (FVP) [1][2][3]. A special interest presents the FVP of chrysene-6,12-dione (2) (stepwise diradicalic mechanism) [1] and of 3-phenylnaphthalene-1,2-dicarboxylic anhydride (5) (carbenic mechanism) [2] (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

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Flow-vacuum pyrolysis of cis-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-5,10-diol and cis-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-5,10-dione

Simion

Drăghici

Schiketanz

et al. 2006

Journal of Analytical and Applied Pyrolysis

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“…One of the most surprising results emerging from a research programme on flow or flash vacuum pyrolysis (FVP) led by the late professor Mircea D. Banciu [1][2][3][4] was the reported formation of cyclic cyanamides 2, 4, 6 and 8 on FVP of suitably annelated tetrazoles 1, 3, 5, and 7 as indicated in Scheme 1 [4][5][6][7][8]. Key spectroscopic data for the alleged cyanamides were CN = 2100-2150 cm -1 and 13C = 138-142 ppm.…”

Section: Introductionmentioning

confidence: 99%

Pyrolysis of annelated hexa- and heptamethylene-tetrazoles: Formation of 9- and 10-membered cyclic carbodiimides

Wentrup

Vosswinkel

2016

Journal of Analytical and Applied Pyrolysis

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Please cite this article as: Curt Wentrup, Michael Vosswinkel, Pyrolysis of annelated hexa-and heptamethylene-tetrazoles, Journal of Analytical and Applied Pyrolysis http://dx.doi.org/10.1016/j.jaap. 2015.11.013 This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. Flash vacuum pyrolysis of 8-and 9-membered polymethylenetetrazoles is reinterpreted.The products are 9-and 10-membered cyclic carbodiimides rather than cyanamides.

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Flow-vacuum pyrolysis of three dibenzocycloalkanones

Cited by 7 publications

References 9 publications

Thermochemistry and quantum chemical calculations of two dibenzocycloalkane nitriles

Thermochemistry and quantum chemical calculations of two dibenzocycloalkane nitriles

Flow-vacuum pyrolysis of cis-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-5,10-diol and cis-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-5,10-dione

Pyrolysis of annelated hexa- and heptamethylene-tetrazoles: Formation of 9- and 10-membered cyclic carbodiimides

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