DE1076120B - Process for the production of hexachloropropene - Google Patents

Process for the production of hexachloropropene

Info

Publication number
DE1076120B
DE1076120B DEC17779A DEC0017779A DE1076120B DE 1076120 B DE1076120 B DE 1076120B DE C17779 A DEC17779 A DE C17779A DE C0017779 A DEC0017779 A DE C0017779A DE 1076120 B DE1076120 B DE 1076120B
Authority
DE
Germany
Prior art keywords
hexachloropropene
production
heptachloropropane
saponification
parts
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.)
Pending
Application number
DEC17779A
Other languages
German (de)
Inventor
Dr Hans Niedenbrueck
Dr Walter Stumpf
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.)
Huels AG
Original Assignee
Chemische Werke Huels 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 Chemische Werke Huels AG filed Critical Chemische Werke Huels AG
Priority to DEC17779A priority Critical patent/DE1076120B/en
Priority to GB709759A priority patent/GB841358A/en
Publication of DE1076120B publication Critical patent/DE1076120B/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons

Landscapes

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

Description

Verfahren zur Herstellung von Hexachlorpropen Es ist bekannt, daß man aus Heptachlorpropan durch Einwirkung von Alkalihydroxyd in homogener alkoholischer Lösung Hexachlofpropen herstellen kann.Process for the preparation of hexachloropropene It is known that one from heptachloropropane by the action of alkali hydroxide in homogeneous alcoholic Solution can produce hexachlofpropene.

Es wurde nun gefunden, daß man Hexachlorpropen aus Heptachlorpropan leicht und mit guter Ausbeute durch alkalische Verseifung herstellen kann, wenn man zur Verseifung eine wäßrige Suspension eines Erdalkalihydroxydes verwendet und bei Temperaturen zwischen 70 und 1000 C, vorzugsweise bei 90 bis 950 C, arbeitet. Das Temperaturgebiet zwischen 90 und 950 C ist deshalb vorzuziehen, weil oberhalb von 1000 C in Gegenwart von Wasser gleichzeitig eine teilweise Hydrolyse bis zur Trichloracrylsäure und ihren Folgeprodukten eintritt. Es ist zweckmäßig, den Chlorwasserstoff mit einer Calciumhydroxyd-Aufschlämmung abzuspalten. Die günstigste Konzentration liegt bei etwa 20- bis 300/oigem Gehalt der wäßrigen Phase an Calciumhydroxyd, welches in einem Überschuß von 50 bis 200 0/o, vorzugsweise 90 bis 1000/a, bezogen auf Heptachlorpropan, eingesetzt wird. Man erhält nach dieser Arbeitsweise, die gegeniiber der bekannten Chlorwasserstoffabspaltung in alkoholischer Lösung besonders wirtschaftlich ist, bei praktisch vollständigem Umsatz Ausbeuten von über 900/0. It has now been found that hexachloropropene can be obtained from heptachloropropane can be produced easily and with good yield by alkaline saponification if an aqueous suspension of an alkaline earth metal hydroxide is used for the saponification and at temperatures between 70 and 1000 C, preferably at 90 to 950 C, works. The temperature range between 90 and 950 C is preferable because it is above from 1000 C in the presence of water at the same time a partial hydrolysis up to Trichloroacrylic acid and its derivatives occurs. It is convenient to use the hydrogen chloride split off with a calcium hydroxide slurry. The cheapest concentration is about 20 to 300 per cent content of calcium hydroxide in the aqueous phase, which in an excess of 50 to 200 0 / o, preferably 90 to 1000 / a, based on heptachloropropane, is used. According to this procedure, one obtains the one compared to the known The elimination of hydrogen chloride in alcoholic solution is particularly economical, with practically complete conversion, yields of over 900/0.

Hexachlorpropen findet ausgedehnte Verwendung als Trafoöl, Insecticid, Stabilisator für Bleitetraäthyl und Hilfsmittel zur Herstellung von Urantetrachlorid. Hexachloropropene is used extensively as transformer oil, insecticide, Stabilizer for tetraethyl lead and auxiliary agent for the production of uranium tetrachloride.

Beispiel 1140 Teile l-H-Heptachlorpropan werden mit 320 Teilen Calciumhydroxyd (Gehalt an Ca (OH)2 92,5 0/o) und 1000 Teilen Wasser unter kräftigem Rühren 6 Stunden auf 900 C erhitzt. Anschließend neutralisiert man den Ansatz mit Salzsäure, wobei sich die Emulsion in zwei Schichten trennt. Die organische Phase wird im Vakuum destilliert und ergibt 930 Teile Hexachlorpropen (930/0 der Theorie); Kp.20 = 95 bis 990 C; fl2D0 = 1,5480. Example 1140 parts of 1-H-heptachloropropane are mixed with 320 parts of calcium hydroxide (Content of Ca (OH) 2 92.5 0 / o) and 1000 parts of water with vigorous stirring for 6 hours heated to 900 C. The batch is then neutralized with hydrochloric acid, with the emulsion separates into two layers. The organic phase is in vacuo distilled and gives 930 parts of hexachloropropene (930/0 of theory); Kp.20 = 95 up to 990 C; fl2D0 = 1.5480.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Hexachlorpropen aus Heptachlorpropan durch alkalische Verseifung, dadurch gekennzeichnet, daß zur Verseifung eine wäßrige Suspension eines Erdalkalihydro-xyds verwendet und bei Temperaturen zwischen 70 und 1000 C, vorzugsweise bei 90 bis 95° C, gearbeitet wird. PATENT CLAIM: Process for the production of hexachloropropene from Heptachloropropane by alkaline saponification, characterized in that for saponification an aqueous suspension of an alkaline earth metal hydroxide used and at temperatures between 70 and 1000 C, preferably at 90 to 95 ° C, is carried out. In Betracht gezogene Druckschriften: P. Fritsch: Liebig's Annalen der Chemie, Bd. 297, 1897, S. 314, 315. Publications considered: P. Fritsch: Liebig's Annalen der Chemie, Vol. 297, 1897, pp. 314, 315.
DEC17779A 1958-11-03 1958-11-03 Process for the production of hexachloropropene Pending DE1076120B (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEC17779A DE1076120B (en) 1958-11-03 1958-11-03 Process for the production of hexachloropropene
GB709759A GB841358A (en) 1958-11-03 1959-03-02 Improvements in the production of hexachlorpropene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC17779A DE1076120B (en) 1958-11-03 1958-11-03 Process for the production of hexachloropropene

Publications (1)

Publication Number Publication Date
DE1076120B true DE1076120B (en) 1960-02-25

Family

ID=7016307

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC17779A Pending DE1076120B (en) 1958-11-03 1958-11-03 Process for the production of hexachloropropene

Country Status (2)

Country Link
DE (1) DE1076120B (en)
GB (1) GB841358A (en)

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Also Published As

Publication number Publication date
GB841358A (en) 1960-07-13

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