AT60704B - Process for the preparation of erythrene and isoprene. - Google Patents
Process for the preparation of erythrene and isoprene.Info
- Publication number
- AT60704B AT60704B AT60704DA AT60704B AT 60704 B AT60704 B AT 60704B AT 60704D A AT60704D A AT 60704DA AT 60704 B AT60704 B AT 60704B
- Authority
- AT
- Austria
- Prior art keywords
- isoprene
- erythrene
- preparation
- desc
- water
- Prior art date
Links
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 title description 8
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title description 3
- 238000000034 method Methods 0.000 title description 2
- 238000002360 preparation method Methods 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- XZXYQEHISUMZAT-UHFFFAOYSA-N 2-[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=CC=C(C)C=2)O)=C1 XZXYQEHISUMZAT-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 229940107816 ammonium iodide Drugs 0.000 description 1
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 1
- 229910001864 baryta Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 235000011116 calcium hydroxide Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- -1 quaternary ammonium halides Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000035943 smell Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
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Verfahren zu Darstellung von Erythren und Isopren.
Es wurde gefunden, dass die quaternären Ammoniumhalogenide der nach der deutschen Roiclaspatentschrift Nr. 233519 erhältlichen Oxybasen
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alkalien, Baryt- oder Kalkhydrat dirckt Erythren bzw. Isopren, z. B.
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Dieser Reaktionsverlauf ist insofern überraschend, als die Abspaltung von Halogen wasser-
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in keiner Weise voraussehen liess. Dass die Neigung des Halogens, mit einem Wasserstoffatom der endständigen Methylgruppe auszutreten, hier auffallenderweise eine schr grosse ist,
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(in Wasser schwer lösliches, piperidinartig riechendes Öl vom Siedepunkt 113 ) entstcht, die nebenbei bemerkt, identisch ist mit Eulers sogenanntem ,,ss-Methyldimethylpyrrolidin" (Journ. für prakt. Chemie 2, 57, 151).
Beispiel 1.
Darstellung von Isopren aus dem quaternären Ammoniumchlorid
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Die Lösung von 1 Teil des durch direkte Vereinigung der Oxybase
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mit Chlormethyl oder durch Umsetzung ihres Ammoniumjodids (Schmelzpunkt 145
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Kristallm & sse, in etwa a Teilen Wasser wird mit Bromwasserstoffgas oder Chlorwasserstoffggs unter Kühlen mit Eis gesättigt und etwa 24 Stunden lang im geschlossenen Gefäss im
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**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of erythrene and isoprene.
It was found that the quaternary ammonium halides of the oxybases obtainable according to the German Roiclas patent specification No. 233519
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alkalis, baryta or hydrated lime direct Erythren or isoprene, z. B.
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This course of the reaction is surprising in that the elimination of halogen water
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in no way foresaw. That the tendency of the halogen to leave the terminal methyl group with a hydrogen atom is strikingly large here,
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(oil that is sparingly soluble in water, smells like piperidine and has a boiling point of 113), which incidentally is identical to Euler's so-called "ss-methyldimethylpyrrolidine" (Journ. für Prakt. Chemie 2, 57, 151).
Example 1.
Representation of isoprene from the quaternary ammonium chloride
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The solution of 1 part of the by direct association of the Oxybase
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with chloromethyl or by reacting its ammonium iodide (melting point 145
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Crystal pulp, in about a part of water, is saturated with hydrogen bromide gas or hydrogen chloride gas while cooling with ice and immersed in a closed vessel for about 24 hours
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** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE60704X | 1911-02-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT60704B true AT60704B (en) | 1913-08-11 |
Family
ID=5630577
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT60704D AT60704B (en) | 1911-02-01 | 1912-01-22 | Process for the preparation of erythrene and isoprene. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT60704B (en) |
-
1912
- 1912-01-22 AT AT60704D patent/AT60704B/en active
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