The formation of aromatic hydrocarbons at high temperatures. XXV. The pyrolysis of [3-14C]indene

1966 ◽  
Vol 19 (1) ◽  
pp. 85 ◽  
Author(s):  
GM Badger ◽  
SD Jolad ◽  
TM Spotswood
Keyword(s):  
High Temperatures ◽  
Aromatic Hydrocarbons ◽  
Radiochemical Analysis ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

The pyrolysis of [3-14C]indene at 700� has given a tar from which six compounds have been isolated in sufficient quantity and purity for radiochemical analysis. All were found to have activity corresponding approximately to two labelled atoms. It is concluded that scission of the weakest carbon-carbon bonds in indene gives three "primary" radicals which then undergo "dimerization" to give the major products.

The formation of aromatic hydrocarbons at high temperatures. XXIII. The pyrolysis of anthracene

1964 ◽  
Vol 17 (10) ◽  
pp. 1147 ◽  
Author(s):  
GM Badger ◽  
JK Donnelly ◽  
TM Spotswood
Keyword(s):  
Hydrogen Bonds ◽  
High Temperatures ◽  
Aromatic Hydrocarbons ◽  
Major Constituent ◽  
Polycyclic Hydrocarbons ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds ◽  
Carbon Hydrogen Bonds

The pyrolysis of anthracene at 700� has given a tar containing ten polycyclic hydrocarbons all of which are probably formed by the scission of carbon-hydrogen bonds to give anthryl radicals followed by further reaction with anthracene. The pyrolysis of anthracene at 950� gave a much more complex tar in which 25 aromatic hydrocarbons have been identified. The major constituent was found to be phenanthrene. It is suggested that this is formed via tetrahydroanthracene and tetrahydrophenanthrene. It is also suggested that the complexity of the tar is due to the scission of the saturated carbon-carbon bonds in tetrahydroanthracene and tetrahydrophenanthrene, followed by further reaction of the fragments.

The formation of aromatic hydrocarbons at high temperatures. XXIX. Pyrolysis of 2-methylstyrene and 2-[1-14C]methylstyrene

1967 ◽  
Vol 20 (7) ◽  
pp. 1439 ◽  
Author(s):  
GM Badger ◽  
SD Jolad ◽  
TM Spotswood
Keyword(s):  
High Temperatures ◽  
Aromatic Hydrocarbons ◽  
Radiochemical Analysis ◽  
Inactive Compound ◽  
Mechanisms Of Formation ◽  
Labelled Compound

Pyrolyses of inactive and of 14C-labelled 2-methylstyrene at 700� are reported. Sixteen compounds were identified in the tar obtained following pyrolysis of the inactive compound, and nine of these were isolated in sufficient purity and yield for radiochemical analysis following pyrolysis of the labelled compound. Probable mechanisms of formation of these compounds are discussed.

The formation of aromatic hydrocarbons at high temperatures. XXVI. Pyrolysis of [1-14C]styrene

1966 ◽  
Vol 19 (1) ◽  
pp. 95 ◽  
Author(s):  
GM Badger ◽  
SD Jolad ◽  
TM Spotswood
Keyword(s):  
High Temperatures ◽  
Aromatic Hydrocarbons ◽  
Radiochemical Analysis ◽  
Mechanisms Of Formation

The pyrolysis of [l-14C]styrene at 710� has given a tar from which nine compounds have been isolated in sufficient quantity and purity for radiochemical analysis. Four of these have been degraded to determine the distribution of the activity, and the results are discussed with reference to possible mechanisms of formation from styrene.

The formation of aromatic hydrocarbons at high temperatures. XX. The pyrolysis of [1-14C]naphthalene

1964 ◽  
Vol 17 (7) ◽  
pp. 771 ◽  
Author(s):  
GM Badger ◽  
SD Jolad ◽  
TM Spotswood
Keyword(s):  
High Temperatures ◽  
Aromatic Hydrocarbons ◽  
Experimental Error ◽  
Radiochemical Analysis ◽  
Carbon Bond ◽  
Carbon Carbon Bond

The pyrolysis of [1-14C]naphthalene at 700� has given a tar from which 1,1'-, 1,2'-, 2,2'-binaphthyls, and 10,11-, 11,12-benzofluoranthenes were isolated in sufficient quantity and purity for radiochemical analysis. All were found to have activity corresponding, within experimental error, to two labelled carbon atoms. It is concluded that carbon-hydrogen fission gives naphthyl radicals, which react with naphthalene to yield binaphthyls, and that cyclodehydrogenation of the binaphthyls leads to the benzofluoranthenes. A small amount of perylene was also identified; this was probably formed in the same way. Some 3,4-benzopyrene was detected; it is suggested that some hydrogenation of the naphthalene occurs, and that the 3,4-benzopyrene is formed following cleavage of a saturated carbon-carbon bond in this hydrocarbon.

The Formation of Aromatic Hydrocarbons at High Temperatures. XIX. The Pyrolysis of [δ-14C]Butylbenzene

1963 ◽  
Vol 16 (4) ◽  
pp. 623 ◽  
Author(s):  
GM Badger ◽  
J Novotny
Keyword(s):  
High Temperatures ◽  
Aromatic Hydrocarbons ◽  
Radiochemical Analysis

The pyrolysis of [δ-14C]butylbenzene at 700�C has given a tar from which 18 compounds have been isolated in sufficient quantity and purity for radiochemical analysis. Five of these have been degraded to show the location of labelled carbon atoms. The results are discussed with reference to the mechanisms of the formation of the various compounds from butylbenzene.

The Formation of Aromatic Hydrocarbons at High Temperatures. XVI. The Pyrolysis of (1-14C]Tetralin

1962 ◽  
Vol 15 (4) ◽  
pp. 616 ◽  
Author(s):  
GM Badger ◽  
RWL Kimber ◽  
J Novotny
Keyword(s):  
High Temperatures ◽  
Aromatic Hydrocarbons ◽  
Radiochemical Analysis

The pyrolysis of [1-14C]tetralin at 700 �C has given a tar from which 21 compounds (or their derivatives) have been isolated in sufficient quantity and purity for radiochemical analysis. The mechanisms for their formation are discussed with reference to the number of labelled carbon atoms found.

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