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The catalytic dehydroisomerization of alkylcyclopentanes
Abstracts *TILE SYNTHESIS OF SOME ME~ALKANES
3-METttYLALK-I-YNES
479 FROM
I,I-DICHLORO.3-
O. Y u . O k h l o b y s t i n , V. I. B r e g a d z e , A. A. P o n o m a r e n k o a n d L. I. Z a k h a r k i n , N e f t e k h i m i y a 1: N o . 6. 7 5 2 - 7 5 5 , 1961. A NI;~IBER of higher l,l-diehloro-3-methylalkanes has been obtained by the condensation of vinyl chloride with secondary alkyl chlorides. The corresponding 3-methylalk-l-ynes have been obtained by the dehydrochlorinat ion of the 1,1-dichloro-3-methylalkanes with sodamide. The dehydrochlorination of l.l-dichloro-3-methylbutane with caustic potash in diet hylene glycol leads to a mixture of 3-methylbut-l-yne and 3-methylbuta-l,2-diene. The isomerization of 3-methylbuta-l,2-diene into 3-methylbut-l-ane has bcell (.arried out over sodamide and over activated carbon. *THE CONTINUOUS ISOMERIZATION OF SIX-MEMBERED CYCLANES TO FIVEMEMBERED CYCLANES IN THE PRESENCE OF ALUMINIUM CHLORIDE
N. I. S h u i k i n , T. I. N a r y s h k i n a , Z. A. R a s h c h u p k i n a N e f t e k h i m i y a 1: N o . 6, 7 5 6 - 7 5 9 , 1961.
a n d N. A. G e r s h t e i H ,
THE isomerization of six-membered eyclaues to five-membered cyclanes under ~he influence of aluminium chloride with continuous removal of the pentamethylene;s fbrmed from the reaetion zone has been studied. The optimum conditions for high yields--which, in the isomerization of cyelohexane to methylcyelopentane, amounl t O 96~o--have ~o/ been found. I n the isomerization of methylcyclohoxane, 65°o of 1,2-dimet~hyleyclopentane *rod 2 6 o of 1,2-dimethylcyclopentane are formed, while 1,4-dimethylcyelohexane gives a mixture of 1,2.3- and 1.2,4-trimethyleyelopentanes with yields of 76 and 90/0 respectively. *THE CATALYTIC DEHYDROISOMERIZATIO~0F. ALKYLCYCLOPENTANES
O. E . M o r o z o v a , N. V. Z h d a n o v a , L . Z. O s i t y a n s k a y a , A. N. K i s ] i n s k i i a n d A. A. Y?etrov, N e f t e k h i m i y a 1: N o . 6, 7 6 0 - 7 6 7 , 1961. Trtn catalytic dehydroisomerization of alkylcyclopentanes over platinized ahunma under a pressure of hydrogen has been studied. I t has been found t h a t under "mild conditions" (temperature 360 °, catalyst of low activity), alkyleyelopentanes, even if having only one substituent larger than methyl, undergo selective dehydroisomerization to folaaa aromatic hydrocarbons with the same number of substituents as the initial cyclopentanes. A definite law of the relative positions of t.he substituents in these aromatic hydrocarbons is found. Thus, 1,2-disubstituted cyclopentanes yield ortho- and meta-dialkylbenzenes, while 1,3-disubstituted cyelopentanes are converted into recta- and paradialkylbenzenes. A change in the degree of conversion of the alkyleyelopentanes does not affect the composition of the alkylbenzenes formed. The Publisher will be pleased to quote for the supply of a fldl English translation of a n y papers abstracted in these pages.
3-METttYLALK-I-YNES
479 FROM
I,I-DICHLORO.3-
O. Y u . O k h l o b y s t i n , V. I. B r e g a d z e , A. A. P o n o m a r e n k o a n d L. I. Z a k h a r k i n , N e f t e k h i m i y a 1: N o . 6. 7 5 2 - 7 5 5 , 1961. A NI;~IBER of higher l,l-diehloro-3-methylalkanes has been obtained by the condensation of vinyl chloride with secondary alkyl chlorides. The corresponding 3-methylalk-l-ynes have been obtained by the dehydrochlorinat ion of the 1,1-dichloro-3-methylalkanes with sodamide. The dehydrochlorination of l.l-dichloro-3-methylbutane with caustic potash in diet hylene glycol leads to a mixture of 3-methylbut-l-yne and 3-methylbuta-l,2-diene. The isomerization of 3-methylbuta-l,2-diene into 3-methylbut-l-ane has bcell (.arried out over sodamide and over activated carbon. *THE CONTINUOUS ISOMERIZATION OF SIX-MEMBERED CYCLANES TO FIVEMEMBERED CYCLANES IN THE PRESENCE OF ALUMINIUM CHLORIDE
N. I. S h u i k i n , T. I. N a r y s h k i n a , Z. A. R a s h c h u p k i n a N e f t e k h i m i y a 1: N o . 6, 7 5 6 - 7 5 9 , 1961.
a n d N. A. G e r s h t e i H ,
THE isomerization of six-membered eyclaues to five-membered cyclanes under ~he influence of aluminium chloride with continuous removal of the pentamethylene;s fbrmed from the reaetion zone has been studied. The optimum conditions for high yields--which, in the isomerization of cyelohexane to methylcyelopentane, amounl t O 96~o--have ~o/ been found. I n the isomerization of methylcyclohoxane, 65°o of 1,2-dimet~hyleyclopentane *rod 2 6 o of 1,2-dimethylcyclopentane are formed, while 1,4-dimethylcyelohexane gives a mixture of 1,2.3- and 1.2,4-trimethyleyelopentanes with yields of 76 and 90/0 respectively. *THE CATALYTIC DEHYDROISOMERIZATIO~0F. ALKYLCYCLOPENTANES
O. E . M o r o z o v a , N. V. Z h d a n o v a , L . Z. O s i t y a n s k a y a , A. N. K i s ] i n s k i i a n d A. A. Y?etrov, N e f t e k h i m i y a 1: N o . 6, 7 6 0 - 7 6 7 , 1961. Trtn catalytic dehydroisomerization of alkylcyclopentanes over platinized ahunma under a pressure of hydrogen has been studied. I t has been found t h a t under "mild conditions" (temperature 360 °, catalyst of low activity), alkyleyelopentanes, even if having only one substituent larger than methyl, undergo selective dehydroisomerization to folaaa aromatic hydrocarbons with the same number of substituents as the initial cyclopentanes. A definite law of the relative positions of t.he substituents in these aromatic hydrocarbons is found. Thus, 1,2-disubstituted cyclopentanes yield ortho- and meta-dialkylbenzenes, while 1,3-disubstituted cyelopentanes are converted into recta- and paradialkylbenzenes. A change in the degree of conversion of the alkyleyelopentanes does not affect the composition of the alkylbenzenes formed. The Publisher will be pleased to quote for the supply of a fldl English translation of a n y papers abstracted in these pages.