ADDITION REACTIONS OF VINYL PHENYL KETONE: IV. TRIMOLECULAR PRODUCTS

1934 ◽  
Vol 11 (1) ◽  
pp. 40-46 ◽  
Author(s):  
C. F. H. Allen ◽  
A. C. Bell
Keyword(s):  
Nitro Compound ◽  
Addition Reactions ◽  
Unsaturated Ketone ◽  
Pyridine Derivatives ◽  
Open Chain ◽  
Phenyl Ketone

Methyl cyanoacctate, cyanoacetamide, and malonitrile readily add to vinyl phenyl ketone to give trimolecular products, while nitromethane gives a substance composed of one molecule of nitro compound and three molecules of unsaturated ketone. The reactions of the delta ketonic nitrile formed from the ester are described in detail; it is transformed into reduced pyridine derivatives, and a secondary open chain nitrile. The latter, in turn, is converted into pyridine and hydropyridine derivatives.

ADDITION REACTIONS OF VINYL PHENYL KETONE. II. DESOXYBENZOIN

1932 ◽  
Vol 54 (2) ◽  
pp. 736-748 ◽  
Author(s):  
C. F. H. Allen ◽  
W. E. Barker
Keyword(s):  
Addition Reactions ◽  
Phenyl Ketone

Addition Reactions of Vinyl Phenyl Ketone. VI. The Diene Synthesis

1940 ◽  
Vol 62 (3) ◽  
pp. 656-664 ◽  
Author(s):  
C. F. H. Allen ◽  
A. C. Bell ◽  
Alan Bell ◽  
James Van Allan
Keyword(s):  
Addition Reactions ◽  
Diene Synthesis ◽  
Phenyl Ketone

Addition Reactions of Vinyl Phenyl Ketone. III. Methyl Malonate

1933 ◽  
Vol 55 (7) ◽  
pp. 2953-2960 ◽  
Author(s):  
C. F. H. Allen ◽  
H. W. J. Cressman
Keyword(s):  
Addition Reactions ◽  
Methyl Malonate ◽  
Phenyl Ketone

STUDIES OF POLYMERS AND POLYMERIZATION: II. THE PYROLYSIS OF POLYINDENES AND THE POLYMERIZATION OF DIINDENE

1931 ◽  
Vol 4 (4) ◽  
pp. 344-360 ◽  
Author(s):  
George Stafford Whitby ◽  
Morris Katz
Keyword(s):  
Molecular Weight ◽  
High Molecular Weight ◽  
Sulphuric Acid ◽  
Low Molecular Weight ◽  
Addition Reactions ◽  
Antimony Pentachloride ◽  
Open Chain ◽  
Cracking Reaction ◽  
Chain Compounds

On heating samples of polyindene to temperatures below those necessary to effect pyrolytic distillation, they suffer cracking, as evidenced by a fall in molecular weight. Such cracking takes place the more readily, the higher the molecular weight of the sample taken. On subjecting polyindene to slow pyrolytic distillation at 2 mm. up to bath temperatures of 400 °C., there is obtained a distillate containing indene, diindene and triindene. The residue consists of low polymers. Under these conditions cracking is more profound, i.e., the amount of distillate is larger, in the case of a polyindene of high molecular weight than in the case of one of relatively low molecular weight. On pyrolytic distillation at ordinary pressure, diindene yielded 74% of indene. Diindene can be polymerized by sulphuric acid, by antimony pentachloride and by heat. A mixture of mono- and di-indene yields triindene, when heated. It is concluded that the results accord better with the authors' formula for the polyindenes rather than with Staudinger's ring formula. In the author's view the polyindenes are open-chain compounds which owe their formation to a series of addition reactions involving the wandering of hydrogen, and, conversely, that their pyrolysis is a cracking reaction also involving wandering of hydrogen.

ADDITION REACTIONS OF VINYL PHENYL KETONE. I. PHENYLNITROMETHANE

1929 ◽  
Vol 51 (7) ◽  
pp. 2151-2157 ◽  
Author(s):  
Charles F. H. Allen ◽  
M. Philbrick Bridgess
Keyword(s):  
Addition Reactions ◽  
Phenyl Ketone
Sign in / Sign up

Export Citation Format

Share Document