DE529604C - Process for the preparation of asymmetric dichloroethylene - Google Patents
Process for the preparation of asymmetric dichloroethyleneInfo
- Publication number
- DE529604C DE529604C DEI38593D DEI0038593D DE529604C DE 529604 C DE529604 C DE 529604C DE I38593 D DEI38593 D DE I38593D DE I0038593 D DEI0038593 D DE I0038593D DE 529604 C DE529604 C DE 529604C
- Authority
- DE
- Germany
- Prior art keywords
- asymmetric
- dichloroethylene
- trichloroethane
- preparation
- lime
- 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
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)
Description
Verfahren zur Darstellung von asymmetrischem Dichloräthylen Bisher war kein Verfahren bekannt, welches ermöglichte, auf wirtschaftliche Weise asymmetrisches Dichloräthylen darzustellen. Zum Teil waren die Darstellungsmethoden zu kostspielig, indem nach R e g n a u 1 t (Journal für praktische Chemie, [i], Bd, 18, Seite 8o ff) i, i, 2-Trichloräthan oder nach Henry (Bulletin de la Societe Chimique, [2], Bd. q.2, Seite 262) Dichlorbromäthan oder Dichlorjodäthan mit alkoholischem Kali verseift werden sollte, oder sie waren. technisch nur mit schlechten Ausbeuten durchführbar (s. Chem. Zentr. Blatt 1899, 1, Seite 777).Process for the preparation of asymmetric dichloroethylene So far no process was known which made it possible to produce asymmetric products in an economical manner Represent dichlorethylene. In some cases the display methods were too expensive by, according to R e g n a u 1 t (Journal for Practical Chemistry, [i], Vol, 18, page 8o ff) i, i, 2-trichloroethane or according to Henry (Bulletin de la Societe Chimique, [2], Vol. Q.2, page 262) dichlorobromoethane or dichloroiodoethane with alcoholic potash Should be saponified, or they were. technically only feasible with poor yields (see Chem. Zentr. Blatt 1899, 1, page 777).
Es wurde nun die Beobachtung gemacht, daß bei Anwendung von i, i, 2-Trichloräthan oder von i, i, i-Trichloräthan als Ausgangsstoff das asymmetrische Dichloräthylen schon durch Anwendung von Kalkmilch als Mittel zur Abspaltung von H Cl in guter Ausbeute und in technisch leicht ausführbarer Reaktion entsteht. Man verfährt dabei etwa so, daß man aus Vinylchlorid durch Chlorierung erhaltenes Trichloräthan in einem Umsetzer mit Kalkmilch zunächst einige Stunden kalt verrührt; sodann die Temperatur langsam steigert und schließlich das entstandene asymmetrische Dichloräthylen zweckmäßig über eine Fraktionierkolonne bei q.o bis 6o° C abdestilliert. B e i s p i !e 1. 5 kg i, i, 2-Trichloräthan werden in -einem mit Rührwerk versehenen Umsetzer einige Stunden mit überschüssiger Kalkmilch kalt verrührt,worauf dasReaktionsgemisch langsam mittels Dampf auf 7o bis 8o° C gebracht wird. Man erhält durch Abdestillieren aus dem Reaktionsgemisch 3,3 kg reines, asymmetrisches Dichloräthylen, d. h. etwa über 9oo/o der Theorie.The observation has now been made that when i, i, 2-trichloroethane or i, i, i-trichloroethane as the starting material is the asymmetric one Dichlorethylene by using milk of lime as a means of splitting off H Cl arises in good yield and in a technically easy reaction. Man The procedure is approximately that of trichloroethane obtained from vinyl chloride by chlorination First stirred cold for a few hours in a converter with milk of lime; then the Temperature increases slowly and finally the resulting asymmetric dichloroethylene expediently distilled off via a fractionation column at q.o to 6o ° C. By S p i! e 1. 5 kg of i, i, 2-trichloroethane are -einem provided with a stirrer converter Stirred cold for a few hours with excess milk of lime, whereupon the reaction mixture is slowly brought to 7o to 8o ° C by means of steam. It is obtained by distilling off from the reaction mixture 3.3 kg of pure, asymmetric dichloroethylene, d. H. approximately over 900 / o of theory.
Das Verfahren der Abspaltung von Halogenwasserstoff aus symmetrisch gechlorten gesättigten Kohlenwasserstoffen mit Hilfe alkalischer Mittel zwecks Darstellung ungesättigter Verbindungen dieser Körperklasse ist bekannt (vgl. z. B. Patentschriften i71 900 und 208 83q.); es konnte indessen nicht ohne weiteres erwartet werden, daß die Abspaltung des Halogenwasserstoffes aus dem asymmetrisch substituierten Trichloräthan mit Hilfe wäßriger Kalkmilch zum asymmetrischen Dichloräthylen führen werde.The process of splitting off hydrogen halide from symmetrically chlorinated saturated hydrocarbons with the aid of alkaline agents for the purpose of preparing unsaturated compounds of this body class is known (cf., for example, patents 17,100 and 208 83q.); however, it could not be expected without further ado that the splitting off of the hydrogen halide from the asymmetrically substituted trichloroethane with the aid of aqueous milk of lime would lead to the asymmetric dichloroethylene.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI38593D DE529604C (en) | 1929-07-04 | 1929-07-04 | Process for the preparation of asymmetric dichloroethylene |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI38593D DE529604C (en) | 1929-07-04 | 1929-07-04 | Process for the preparation of asymmetric dichloroethylene |
Publications (1)
Publication Number | Publication Date |
---|---|
DE529604C true DE529604C (en) | 1931-07-15 |
Family
ID=7189820
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEI38593D Expired DE529604C (en) | 1929-07-04 | 1929-07-04 | Process for the preparation of asymmetric dichloroethylene |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE529604C (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1075592B (en) * | 1955-04-05 | 1960-02-18 | Ethyl Corporation, New York N Y (V St A) | Process for the production of vinyl chloride or vinylidene chloride |
DE2536504A1 (en) * | 1975-08-16 | 1977-02-24 | Bayer Ag | METHOD OF MANUFACTURING SERVICES |
-
1929
- 1929-07-04 DE DEI38593D patent/DE529604C/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1075592B (en) * | 1955-04-05 | 1960-02-18 | Ethyl Corporation, New York N Y (V St A) | Process for the production of vinyl chloride or vinylidene chloride |
DE2536504A1 (en) * | 1975-08-16 | 1977-02-24 | Bayer Ag | METHOD OF MANUFACTURING SERVICES |
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