DE924385C - Process for the production of highly halogenated phosphoric acid esters - Google Patents

Process for the production of highly halogenated phosphoric acid esters

Info

Publication number
DE924385C
DE924385C DEF10103A DEF0010103A DE924385C DE 924385 C DE924385 C DE 924385C DE F10103 A DEF10103 A DE F10103A DE F0010103 A DEF0010103 A DE F0010103A DE 924385 C DE924385 C DE 924385C
Authority
DE
Germany
Prior art keywords
production
phosphoric acid
acid esters
halogenated
highly halogenated
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
DEF10103A
Other languages
German (de)
Inventor
Hugo Dr Wilms
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Priority to DEF10103A priority Critical patent/DE924385C/en
Application granted granted Critical
Publication of DE924385C publication Critical patent/DE924385C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren -zur Herstellung von höherhalogenierten Phosphorsäureestern Es ist bekannt, daü man an die aus. der Umsetzung von Chloral mit Alkylphosphiten hervorgehenden Produkte Halogen. anlagern kann. Diese Tatsache ist insofern verständlich, als diesen Produkten eine Konstitution, mit nach reiaktion.s.fähigen Doppelbindungen zugeschrieben wird.Process for the production of more highly halogenated phosphoric acid esters It is known that one can look at those from. the reaction of chloral with alkyl phosphites resulting products halogen. can attach. This fact is understandable insofar as as these products a constitution with double bonds capable of reacting is attributed.

Den bei der Reaktion mit mehrfach halogenierten Carbonsäuredeirivaten, wie Estern, Amiden, u. dgl., oder mehrfach halogenierte@n Ketonen mit Alkylphosphite.n oder deren Salzen entstehenden Verbindungen wird dagegen die Konstitution gesättigter Acylpollyhalogenalkylpho@sphorsäuTeester zugeschrieben,. Es war deshalb überraschend und in keiner Weise zu erwarten, daß auch diese Verbindungen Halogen, aufnehmen und in neue Produkte übergehen können. Dieser Befund bildet die Grundlage für dass. vorliegende Verfahren,, nach dem höherhalogenierte Phosphorsäureester durch Halogenierung der Reaktionsprodukte aus mehrfach halogenierten Carbonsäurederivaten bzw. halogen.ierten Ketonen und Alkylphosphiten oder deren Salzen hergestellt werden.The reaction with polyhalogenated carboxylic acid derivatives, such as esters, amides, etc., or multiply halogenated ketones with alkylphosphites or the compounds formed by their salts, on the other hand, the constitution becomes more saturated Attributed to Acylpollyhalogenalkylpho @ sphorsäuTeester. It was therefore surprising and in no way to be expected that these compounds will also take up halogen and can move on to new products. This finding forms the basis for that. present process, after the more highly halogenated phosphoric acid ester by halogenation of the reaction products from multiply halogenated carboxylic acid derivatives or halogenated Ketones and alkyl phosphites or their salts are produced.

Das erfindungsgemäße Verfahren kann mit oder ohne Zusatz von Reaktionsbeschleunigern ausgeführt werden. In vielen Fällen hat es sich als vorteilhaft erwiesen, in einem indifferenten Verdünnungsmittel zu arbeiten.The process according to the invention can be carried out with or without the addition of reaction accelerators are executed. In many cases it has been found to be beneficial in one indifferent diluent to work.

Die durch die Erfindung zugänglich gewordenen höh,erhalogenierten Phosphorsäurees.ter können,, in Abhängigkeit von ihrer Zusammensetzung, als Pflanzenisohu,tz- oder Arzneimittel Verwendung finden.The higher, halogenated ones made accessible by the invention Phosphoric acid, depending on its composition, can be used as a vegetable or drugs are used.

Beispiel 25 g des Reaktionsproduktes von. Trichloress igsäurenzethylester und Triäthylphosp,h,it (farbloses Öl, KP- 1o4° bei 0,4 mm) werden in 50 ccm. Tetraehlorkohlenistoff gelöst. Nach. Versetzen. mit 0,3 ccm Pyridin (als Reaktionsbeschleuniger) leitet man. bei einer TemperatuT von 25 bis 30° Chlor, ein.. :Das nach dem Entfernen, des Lösungsmittels zurrückbleibende Produkt hat 6,8 g an, Gewicht zugenommen (6,2 g berechnen, sich für 1 Mol Chlor). Die Vakuumdestillation ergibt ein konstant siedendes gelbes Öl vom KP. 1o8° 0,15 mm. Die Analyse ergibt eine Zunahme des. Chlorgehaltes um 15,61/o; für Aufnahme von 1 Mol Chlor errechnen. sich 16 %.Example 25 g of the reaction product of. Trichloress igsäurenzethylester and Triäthylphosp, h, it (colorless oil, KP- 1o4 ° at 0.4 mm) are in 50 ccm. Tetra chloride dissolved. To. Offset. with 0.3 cc of pyridine (as a reaction accelerator) one passes. at a temperature of 25 to 30 ° chlorine, a ..: The product remaining after the removal of the solvent has increased 6.8 g in weight (6.2 g calculated, equates to 1 mol of chlorine). Vacuum distillation gives a constant boiling yellow KP oil. 1o8 ° 0.15 mm. The analysis shows an increase in the chlorine content of 15.61 / o; calculate for uptake of 1 mole of chlorine. 16%.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung vors höheT-halogenierten Phosphoirsäureestern, dadurch gekennzeichnet, da,ß man die bereits halogenhaltigen Umsetzungsprodukte aus mehrfach halogenierten Cairbonsäurederivaten oder halogenierten Ketonen mit Alkylphosphiten bzw. deren Salzen mit Halogen behandelt.PATENT CLAIM: Process for the production of high halogenated Phosphoiric acid esters, characterized in that one already contains halogen Reaction products from multiply halogenated or halogenated cairboxylic acid derivatives Treated ketones with alkyl phosphites or their salts with halogen.
DEF10103A 1952-10-11 1952-10-11 Process for the production of highly halogenated phosphoric acid esters Expired DE924385C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF10103A DE924385C (en) 1952-10-11 1952-10-11 Process for the production of highly halogenated phosphoric acid esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF10103A DE924385C (en) 1952-10-11 1952-10-11 Process for the production of highly halogenated phosphoric acid esters

Publications (1)

Publication Number Publication Date
DE924385C true DE924385C (en) 1955-03-03

Family

ID=7086364

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF10103A Expired DE924385C (en) 1952-10-11 1952-10-11 Process for the production of highly halogenated phosphoric acid esters

Country Status (1)

Country Link
DE (1) DE924385C (en)

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