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The non-catalyzed nuclear chlorination of methylnaphthalenes (MN) proceeds under mild conditions and yields more homogeneous products. It could be shown that the constitution of the reaction products depends on the position of the methyl group, the ratio of mono-/dichloro-/trichloro derivatives mainly on the reaction temperature. In the temperature range from 0°C to 30°C 1-MN yields predominantely 4-Cl-1-MN and a little 2-Cl-1-MN and 2,4-dichloro-1-MN; 2-MN yields predominantely 1-Cl-2-MN and traces of 3-Cl-2-MN and 1,3-dichloro-2-MN. When chlorinating the dimethyl-naphthalenes (DMN), 2,6-DMN gives 1-Cl- and 1,5-dichloro-2,6-DMN and traces of 1,7-di-Cl-2,6-DMN; 2,7-DMN gives 1-Cl-2,7-DMN, 3-Cl-2,7-DMN, 1,6-di-Cl- and 3,6-di-Cl-2,7-DMN. 2,7-DMN gives also 1,3,6-tri-Cl-2,7-DMN. The chlorination of 1,5-DMN leads to 4-Cl- and 2-Cl-1,5-DMN and three isomeric di-Cl-derivatives, two of which could be identified as 4,8-di-Cl- and 2,4-di-Cl-1,5-DMN. 2,3-DMN yields only 1-Cl-2,3-DMN and 1,4-di-Cl-2,3-DMN.  相似文献   

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Zusammenfassung Bei der Chlorierung von 2,4,6-Trimethylborazin konnten unter anderen Reaktionsprodukten 2,4,6-Tris(dichlormethyl)-und 2,4,6-Tris(trichlormethyl)borazin erhalten werden. Weitergehende Chlorierung führt zum 2,4,6-Trichlorborazin. Bei der Chlorierung von 2,4,4,6,6-Pentamethyl-biborazinyl-(1,2) verläuft der Abbau der Verbindung rasch bis zum 2,4,6-Trichlorborazin. Bei der Chlorierung von 1,3,5-Trimethyl-2,4,6-trichlorborazin konnte eines der Reaktionsprodukte als 1,3-Bis(dichlorcarbo)-2,4-bis(dichlor)cyclodiborazan charakterisiert werden.
Chlorination of 2,4,6-trimethylborazine leads to 2,4,6-tris-(dichloromethyl)-and 2,4,6-tris(trichloromethyl)borazine and finally to 2,4,6-trichloroborazine. Several other intermediates have been identified by mass spectrometry. Chlorination of 2,4,4,6,6-pentamethyl-biborazinyl-1,2 readily yields 2,4,6-trichloroborazine. Amongst the chlorination products of 1,3,5-trimethyl-2,4,6-trichloroborazine 1,3-bis(dichlorcarbo)-2,4-bis (dichlor)cyclodiborazane has been identified.
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It has been shown that addition of chlorine to hexamethyl-Dewar-benzene is a stereospecific process and yields exclusively 5-endo-chloro-hexamethyl-bicyclo[2.1.1]hexenyl chloride. This supports the suitability of SbCl5 as a model reagent for olefin chlorination.  相似文献   

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Referate

3 Biochemische und klinische Analyse  相似文献   

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