ACID-CATALYZED EQUILIBRATIONS OF ENDOCYCLIC AND EXOCYCLIC OLEFINS
Methylenecycloalkanes and 1-methylcycloalkenes have been equilibrated in acetic acid at 25掳 containing p-toluenesulfonic acid. The amounts of the isomers present at equilibrium and the approximate rates of equilibration were determined ...
AC Cope，D Ambros，E Ciganek，... - 《J.am.chem.soc》
Tertiary Amines from Methiodides and Lithium Aluminum Hydride1
Suitable conditions for a little-used general synthesis of N,N-dimethyl tertiary amines from primary amines are described. The primary amine is treated with methyl iodide and a base, and the methiodide so obtained is reduced with lithium...
AC Cope，E Ciganek，LJ Fleckenstein，... - 《Journal of the American Chemical Society》
PREPARATION OF TETRABORON SILICIDE, BSi
From a search for high-temperature oxidation-resistant materials, the development of tetraboron silicide, B/sub 4/Si, is reported. This silicide of boron can be prepared in large quantities. Shapes fabricated from B/sub 4/Si by powder me...
Colton
The decomposition of sulphonylhydrazone salts: Mechanism and stereochemistry—II : The pyrolysis of the diazodecalins
Sulphonylhydrazones have been prepared from the four decalones and decomposed under conditions favouring the pyrolysis of the intermediate diazodecalins (a) as such and (b) after initial C-protonation. Mixtures of octalins were formed ex...
JW Powell，MC Whiting - 《Tetrahedron》
The decomposition of sulphonyl-hydrazone salts—I
The rate-determining stage in the Bamford-Stevens reaction is shown to be a unimolecular elimination from the anion of the sulphonylhydrazone. This gives, apparently in all cases, a secondary aliphatic diazo-compound, which then undergoe...
JW Powell，MC Whiting - 《Tetrahedron》
Amine Oxides. VII. The Thermal Decomposition of the N-Oxides of N-Methylazacycloalkanes1,2
Ring cleavage of the N-oxides of N-methylazacycloalkanes by a thermal elimination reaction does not occur when the ring is six-membered and becontes progressively easier as the ring size is increased from seven to eight atoms. N-Methylpi...
AC Cope，NA Lebel - 《Journal of the American Chemical Society》
Amine Oxides. VIII. Medium-sized Cyclic Olefins from Amine Oxides and Quaternary Ammonium Hydroxides1,2
Thermal decompositions of the N-oxides derived from N,N-dimethyl-1-methylcycloalkylamines II having eight-, nine- and ten-membered rings yield olefin mixtures containing 98.6, 94.0 and 97.5%, respectively, of 1-methylcycloalkenes. Consid...
AC Cope，E Ciganek，CF Howell，... - 《Journal of the American Chemical Society》
Proximity Effects. XIX. Solvolysis of 4-Cyclocten-1-yl Brosylate with Trifluoroacetic Acid1,2
Solvolysis of 4-cyclocten-1-yl brosylate (I) with trifluoroacetic acid followed by hydrolysis gave the known alcohols exo- and endo-bicyclo[3.3.0]octan-2-ol (II and III) and the hitherto unknown alcohols exo-bicyclo[3.2.1]octan-8-ol (IV)...
AC Cope，JM Grisar，PE Peterson - 《Journal of the American Chemical Society》
Base-catalyzed Rearrangement of Epoxides
The reaction of a series of phenyl-substituted ethylene oxides with the base lithium diethylamide has been investigated. cis-Stilbene oxide was isomerized to desoxybenzoin (70%), trans-stilbene oxide gave diphenylacetaldehyde (66%), trip...
AC Cope，PA Trumbull，ER Trumbull - 《J.am.chem.soc》
Proximity Effects. XX. Search for Transannular Reactions in Carbon-substituted Cycloctane Derivatives
The reaction of cycloctanone with diazomethane has been reinvestigated, and the results indicate that no transannular products are formed. Methylenecycloctane oxide has been solvolyzed with formic acid and the only components isolated fr...
AC Cope，PE Burton - 《Journal of the American Chemical Society》
