DE924512C - Process for the preparation of fluorine-substituted chloranil derivatives - Google Patents

Process for the preparation of fluorine-substituted chloranil derivatives

Info

Publication number
DE924512C
DE924512C DEF9623A DEF0009623A DE924512C DE 924512 C DE924512 C DE 924512C DE F9623 A DEF9623 A DE F9623A DE F0009623 A DEF0009623 A DE F0009623A DE 924512 C DE924512 C DE 924512C
Authority
DE
Germany
Prior art keywords
fluorine
substituted
chloranil
preparation
heated
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
DEF9623A
Other languages
German (de)
Inventor
Helmut Dr Hahn
Helmut Dr Scherer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hoechst AG
Original Assignee
Hoechst AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hoechst AG filed Critical Hoechst AG
Priority to DEF9623A priority Critical patent/DE924512C/en
Application granted granted Critical
Publication of DE924512C publication Critical patent/DE924512C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/24—Quinones containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Herstellung von fluorsubstituierten Chloranildterivaten Es wurde gefunden, daß man bei der Einwirkung von trockenem Kaliumfluorid auf Chloranil bei höheren Temperaturen I oder 2 Chlor atome durch Fluor ersetzen kann. Der Austausch des kerngebundenen Chlors durch Fluor war nicht ohne weiteres zu erwarten, denn es ist bekanntgeworden, daß man zwar sehr stark aufgelockertes Kernchlor, wie es z. B. im Pikrylchlorid vorliegt, mittels Ealiumfluorid durch Fluor austauschen kann, daß aber o- und p-Nitrochlorbenzol, in denen das Chlor bekanntlich leicht durch andere Gruppen, wie z. B. die NH2-Gruppe oder die Oxalkylgruppe, ersetzt werden kann, nicht mit Kaliumfluorid reagieren. Die erfindungsgemäß hergestellten Produkte lassen sich als Schädlingsebekämpfungsmittel verwenden.Process for the preparation of fluorine-substituted chlorine derivatives It it has been found that the action of dry potassium fluoride on chloranil at higher temperatures I or 2 chlorine atoms can be replaced by fluorine. The exchange of the chlorine bound in the nucleus by fluorine was not to be expected without further ado, because It has become known that, although very strongly loosened nuclear chlorine, like it z. B. is present in the picryl chloride, can be replaced by fluorine by means of aluminum fluoride, but that o- and p-nitrochlorobenzene, in which the chlorine is known to easily pass through other groups, such as B. the NH2 group or the oxalkyl group can be replaced cannot react with potassium fluoride. The products made according to the invention can be used as pest control agents.

Claims (1)

Beispiel Ein inniges Gemenge von I23 g Chloranil und I25 g trockenem Kaliumflluorid werden in einem Gefäß unter gutem Rühren 22 Stunden lang auf 2000 erhitzt. Hierbei sublimieren 83 g ab. Bei einer nochmaligen fraktionierten Sublimahon dieses Produktes erhält man 64g 2, 5-Difluor-3, 6-dichlor-, 4-benzochinon vom Fp. 213 bis 2I50, außerdem I6g 2-Fluor-3, 5, 6-trichlor-I,-benzochinon vom Fp. 2450 PATENTANSPRUCH: Verfahren zur Herstellung von fluorsubstituierten Chioranilderivaten, dadurch gekennzeichr net, daß man Chloranil mit trockenem Kaliumfluorid auf höhere Temperaturen erhitzt. Example An intimate mixture of 123 g chloranil and 125 g dry Potassium fluoride is heated to 2000 in a vessel with thorough stirring for 22 hours heated. Here 83 g sublime. With another fractional sublimahon of this product, 64 g of 2,5-difluoro-3, 6-dichloro-, 4-benzoquinone of melting point are obtained. 213 to 2150, also 16g of 2-fluoro-3, 5, 6-trichloro-1, -benzoquinone with a melting point of 2450 PATENT CLAIM: Process for the production of fluorine-substituted chioranil derivatives, gekennzeichr net that one chloranil with dry potassium fluoride to higher Temperatures heated.
DEF9623A 1952-08-02 1952-08-02 Process for the preparation of fluorine-substituted chloranil derivatives Expired DE924512C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF9623A DE924512C (en) 1952-08-02 1952-08-02 Process for the preparation of fluorine-substituted chloranil derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF9623A DE924512C (en) 1952-08-02 1952-08-02 Process for the preparation of fluorine-substituted chloranil derivatives

Publications (1)

Publication Number Publication Date
DE924512C true DE924512C (en) 1955-03-03

Family

ID=7086203

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF9623A Expired DE924512C (en) 1952-08-02 1952-08-02 Process for the preparation of fluorine-substituted chloranil derivatives

Country Status (1)

Country Link
DE (1) DE924512C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3043884A (en) * 1957-08-17 1962-07-10 Hoechst Ag Tetrafluoro-benzoquinone-1, 4 and a process for its manufacture
DE3546102A1 (en) * 1985-10-31 1987-06-25 Jung Albrecht Fa Switching mechanism for an electrical installation apparatus

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3043884A (en) * 1957-08-17 1962-07-10 Hoechst Ag Tetrafluoro-benzoquinone-1, 4 and a process for its manufacture
DE3546102A1 (en) * 1985-10-31 1987-06-25 Jung Albrecht Fa Switching mechanism for an electrical installation apparatus

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