DE268102C - - Google Patents
Info
- Publication number
- DE268102C DE268102C DENDAT268102D DE268102DA DE268102C DE 268102 C DE268102 C DE 268102C DE NDAT268102 D DENDAT268102 D DE NDAT268102D DE 268102D A DE268102D A DE 268102DA DE 268102 C DE268102 C DE 268102C
- Authority
- DE
- Germany
- Prior art keywords
- isoprene
- dimethylallene
- alumina
- tube
- isopropylacetylene
- 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.)
- Active
Links
- USCSRAJGJYMJFZ-UHFFFAOYSA-N 3-methyl-1-butyne Chemical group CC(C)C#C USCSRAJGJYMJFZ-UHFFFAOYSA-N 0.000 claims description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 8
- ORTQZVOHEJQUHG-UHFFFAOYSA-L Copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/23—Rearrangement of carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
- C07C2521/04—Alumina
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
In dem Patent 251216 ist ein Verfahren zur Darstellung von Isopren beschrieben, welches darin besteht, daß man as-Dimethylallen bei höherer Temperatur und zweckmäßig im Vakuum über Tonerden oder tonerdehaltige Materialien leitet, wobei sich das Dimethylallen unter Verschiebung der beiden Doppelbindungen im Molekül in das isomere Isopren umlagert.In patent 251216 is a method described for the preparation of isoprene, which consists in the fact that one as-dimethylallene at a higher temperature and expediently in a vacuum over alumina or alumina Conducts materials, with the dimethylallene shifting the two double bonds rearranged in the molecule into the isomeric isoprene.
Es wurde nun gefunden, daß sich in analoger Weise auch das ähnlich konstituierte Isopropylacetylen in Isopren überführen läßt, indem sich die dreifache Bindung des ersteren in zwei konjugierte Doppelbindungen umwandelt. It has now been found that this is also constituted similarly in an analogous manner Isopropylacetylene can be converted into isoprene by the triple bond of the former converted into two conjugated double bonds.
Ein heizbares, mit Tonerde in Stücken beschicktes Rohr wird einerseits mit einem Tropftrichter, andererseits mit einer auf —80 ° gekühlten Vorlage und diese wiederum mit einer Vakuumpumpe verbunden. Nachdem der Apparat evakuiert und das Rohr auf 400° erhitzt ist, läßt man Isopropylacetylen (S. P. 28 °) derart in das Rohr eintropfen, daß ein Vakuum von 40 bis 50 mm bestehen bleibt. Dem in der Vorlage sich kondensierenden Isopren können etwa beigemengte geringe Anteile von unverändertem Isopropylacetylen durch Schütteln mit ammoniak alischer Kupferchlorürlösung entzogen werden.A heatable tube filled with alumina in pieces is placed on the one hand with a dropping funnel, on the other hand with a template cooled to -80 ° and this in turn with a Vacuum pump connected. After the apparatus has been evacuated and the tube to 400 ° is heated, isopropyl acetylene (S. P. 28 °) so dripped into the tube that a Vacuum of 40 to 50 mm remains. The one condensing in the original Isoprene can contain small amounts of unaltered isopropyl acetylene can be removed by shaking with ammoniacal copper chloride solution.
Man erhält leicht Ausbeuten von 50 Prozent und mehr.Yields of 50 percent and more are easily obtained.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE268102C true DE268102C (en) |
Family
ID=525102
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT268102D Active DE268102C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE268102C (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2435524A (en) * | 1941-04-18 | 1948-02-03 | Polymerisable Products Ltd | Making acetylenic alcohols and intermediate formed therein |
| US2440493A (en) * | 1944-03-27 | 1948-04-27 | Standard Oil Dev Co | Process for separating butadiene and acetylene from a hydrocarbon mixture |
-
0
- DE DENDAT268102D patent/DE268102C/de active Active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2435524A (en) * | 1941-04-18 | 1948-02-03 | Polymerisable Products Ltd | Making acetylenic alcohols and intermediate formed therein |
| US2440493A (en) * | 1944-03-27 | 1948-04-27 | Standard Oil Dev Co | Process for separating butadiene and acetylene from a hydrocarbon mixture |
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