DE230723C - - Google Patents
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- Publication number
- DE230723C DE230723C DENDAT230723D DE230723DA DE230723C DE 230723 C DE230723 C DE 230723C DE NDAT230723 D DENDAT230723 D DE NDAT230723D DE 230723D A DE230723D A DE 230723DA DE 230723 C DE230723 C DE 230723C
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- percent
- pressure
- oxide
- molecule
- superoxide
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 150000001722 carbon compounds Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical class OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000009835 boiling Methods 0.000 description 13
- 230000003647 oxidation Effects 0.000 description 10
- 238000007254 oxidation reaction Methods 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 238000004458 analytical method Methods 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- OMPJBNCRMGITSC-UHFFFAOYSA-N Incidol Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 5
- 229960003328 benzoyl peroxide Drugs 0.000 description 5
- OMDMTHRBGUBUCO-IUCAKERBSA-N (1S,5S)-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol Chemical compound CC1=CC[C@H](C(C)(C)O)C[C@@H]1O OMDMTHRBGUBUCO-IUCAKERBSA-N 0.000 description 4
- VZJVWSHVAAUDKD-UHFFFAOYSA-N Potassium permanganate Chemical compound [K+].[O-][Mn](=O)(=O)=O VZJVWSHVAAUDKD-UHFFFAOYSA-N 0.000 description 4
- NQFUSWIGRKFAHK-UHFFFAOYSA-N 2,3-epoxypinane Chemical compound CC12OC1CC1C(C)(C)C2C1 NQFUSWIGRKFAHK-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- GRWFGVWFFZKLTI-UHFFFAOYSA-N (+-)-2-pinene Chemical compound CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-Octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- RBHIUNHSNSQJNG-UHFFFAOYSA-N 6-methyl-3-(2-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]heptane Chemical compound C1CC2(C)OC2CC1C1(C)CO1 RBHIUNHSNSQJNG-UHFFFAOYSA-N 0.000 description 2
- KRVSOGSZCMJSLX-UHFFFAOYSA-L Chromic acid Chemical compound O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 229960000230 sobrerol Drugs 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N (+-)-(RS)-limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 1
- CCEFMUBVSUDRLG-UHFFFAOYSA-N 1,2-epoxy-p-menth-8-ene Chemical compound C1C(C(=C)C)CCC2(C)OC21 CCEFMUBVSUDRLG-UHFFFAOYSA-N 0.000 description 1
- 244000089742 Citrus aurantifolia Species 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 229940038597 Peroxide anti-acne preparations for topical use Drugs 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 229930008393 geraniol Natural products 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 229930007650 limonene Natural products 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M superoxide Chemical class [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 1
- GLZPCOQZEFWAFX-JXMROGBWSA-N β-Geraniol Chemical compound CC(C)=CCC\C(C)=C\CO GLZPCOQZEFWAFX-JXMROGBWSA-N 0.000 description 1
- SKBXVAOMEVOTGJ-UHFFFAOYSA-N ξ-Pinol Chemical compound CC1=CCC2C(C)(C)OC1C2 SKBXVAOMEVOTGJ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- M 230723 KLASSE 12 o. GRUPPE- M 230723 CLASS 12 or GROUP
NIKOLAUS PRILESCHAJEW in WARSCHAU.NIKOLAUS PRILESHAJEW in WARSAW.
Kohlenstoffverbindungen.Carbon compounds.
Patentiert im Deutschen Reiche vom 27. Mai 1908 ab.Patented in the German Empire on May 27, 1908.
Die Oxydation organischer Verbindungen wird bisher fast ausschließlich mittels anorganischer Oxydationsmittel, wie Kaliumpermanganat, Chromsäure u. dgl., ausgeführt, und zwar meistens in wässeriger Lösung und in Gegenwart von Basen oder Säuren. Dabei werden in vielen Fällen Produkte erhalten, die keineswegs primär entstanden sind, sondern entweder einer weitergehenden OxydationThe oxidation of organic compounds has so far been almost exclusively by means of inorganic ones Oxidizing agents such as potassium permanganate, chromic acid and the like mostly in aqueous solution and in the presence of bases or acids. Included In many cases, products are obtained that were by no means primarily created, but rather either a more extensive oxidation
ίο oder gar der Umlagerung ihre Entstehung verdanken. So erhält man z. B. auch bei der mildesten Durchführung der Oxydation ungesättigter Verbindungen mit Kaliumpermanganat durchweg Glykole, trotzdem hierbei nach den Arbeiten von Buttlerow, Saytzeff u.a. zu-. erst Alkylenoxyde entstehen müßten. Bei Anwendung anderer noch energischerer Oxydationsmittel werden noch weitere Produkte oft durch Umlagerung oder Zerfall der Moleküle der primär gebildeten erhalten. Es konnte deshalb auf diesem Wege die Aufgabe, primäre Oxydationsprodukte zu erhalten, nicht in befriedigender Weise gelöst werden. Es ist ferner schon beschrieben, organische Verbindungen mittels organischer Superoxyde zu oxydieren, und es sind diesbezügliche Arbeiten in den Berichten der deutschen chemischen Gesellschaft 33, S. 858, beschrieben. An dieser Stelle ist die Oxydation von Anilin in ätherischer Lösung angegeben. Die ferner in Betracht kommenden Arbeiten von Lippmann, bei welchen Kohlenwasserstoffe der Äthylenreihe und aromatische Kohlenwasserstoffe mittels Peroxyden bei Ausschluß von Lösungsmitteln und bei höheren Temperaturen in zugeschmolzenen Glasröhren oxydiert wurden, haben für die Praxis keine Bedeutung erlangt. ίο or even the rearrangement of their emergence owe. So you get z. B. even with the mildest implementation of the oxidation of unsaturated Compounds with potassium permanganate consistently glycols, nevertheless here according to the work of Buttlerow, Saytzeff et al. first alkylene oxides would have to be formed. When using other, more energetic oxidizing agents Other products are often created by rearrangement or disintegration of the molecules of the primary educated. In this way it was therefore possible to achieve the task of obtaining primary oxidation products, cannot be solved in a satisfactory manner. It has also already been described, organic To oxidize compounds by means of organic superoxides, and there are related works in the reports of the German chemical society 33, p. 858 described. At this Place the oxidation of aniline in ethereal solution is given. The further into consideration upcoming work by Lippmann, in which hydrocarbons of the ethylene series and aromatic hydrocarbons using peroxides with the exclusion of solvents and were oxidized at higher temperatures in fused glass tubes, have become of no practical importance.
Gegenstand vorliegender Erfindung ist nun ein Oxydationsverfahren zur Darstellung neuer Körper aus ungesättigten Kohlenstoffverbindungen unter Anwendung von organischen Wasserstoffsuperoxydderivaten in organischen Lösungsmitteln unter Ausschluß von Wasser. Es gelingt nach diesem neuen Verfahren, eine Reihe bisher nicht bekannter und nach dem heutigen Stande der Wissenschaft in anderer Weise nicht erhältliche Substanzen zu erzeugen, von denen einige im nachfolgenden beschrieben werden sollen.The present invention is now an oxidation process for the preparation of new Body made of unsaturated carbon compounds using organic Hydrogen peroxide derivatives in organic solvents with exclusion of water. It succeeds after this new process, a number of hitherto unknown and after to produce substances that are not obtainable in any other way according to the current state of science, some of which will be described below.
i. Limonenmonoxyd erhalten aus Limonen vom Siedepunkt 175 ° und [a\D = -j- 12,05°. Das Oxyd siedet bei 113 bis 1140 bei 50 mm Druck. Seine Dichte ist:i. Limonene monoxide obtained from limonene with a boiling point of 175 ° and [a \ D = -j- 12.05 °. The oxide boils at 113 to 114 0 at 50 mm pressure. Its density is:
Dl = 0.9435;
D\l ζ= 0,9303; D l = 0.9435;
D \ l ζ = 0.9303;
Mb'='+67,6°;
η ο= 1,4693·Mb '=' + 67.6 °;
η ο = 1.4693
Analyse.Analysis.
Kohlenstoff WasserstoffCarbon hydrogen
78,80 Prozent; 10,60 Prozent.78.80 percent; 10.60 percent.
5555
6060
Berechnet für C10 H16 O:Calculated for C 10 H 16 O :
Kohlenstoff
= 78,88 Prozent;carbon
= 78.88 percent;
Wasserstoff
= 10,60 Prozent.hydrogen
= 10.60 percent.
0s A ΊΤ£*. "ν0 s A ΊΤ £ *. "ν
Das Oxyd vereinigt sich in Gegenwart von Spuren einer Säure mit Wasser und gibt ein kristallinisches Glykol vom Schmelzpunkt 66,5 bis 67,5°.The oxide combines in the presence of traces of an acid with water and is a crystalline glycol with a melting point of 66.5 to 67.5 °.
Das Oxyd wird leicht in einen isomeren Aldehyd übergeführt, dessen Carbazon bei 1850 schmilzt.The oxide is easily transferred to a isomeric aldehyde, melts the carbazone at 185 0th
2. Limonendioxyd siedet bei 146,5 bis 147,5° bei 55 mm Druck. Seine Dichte ist:2. Limonene dioxide boils at 146.5 to 147.5 ° at 55 mm pressure. Its density is:
Gefunden:Found:
Dl = 1,0471;
D\l = 1,0338; Dl = 1.0471;
D \ l = 1.0338;
WL·6= +52,23°;WL x 6 = + 52.23 °;
no = i,4702·
Analyse. no = i, 47 02
Analysis.
C —71,25 Prozent H— 9,54 Prozent.C -71.25 percent H -9.54 percent.
Berechnet für C10 H16 O2 :
C — 71,38 Prozent H — 9,59 Prozent.Calculated for C 10 H 16 O 2 :
C - 71.38 percent H - 9.59 percent.
Das Dioxyd reagiert mit Wasser zusammengebracht mit Wärmeentwicklung und gibt eine erythritartige Verbindung, welche in Wasser löslich ist und daraus schwer kristallisiert.The dioxide reacts with water combined with heat generation and gives one erythritol-like compound, which is soluble in water and difficult to crystallize from it.
3. Caprylenoxyd ist erhalten aus Caprylen (CgH16) mit Siedepunkt 12z0. Das Oxyd siedet bei 157 bis 1590 bei 740 mm Druck. Seine Dichte ist:3. Caprylene oxide is obtained from caprylene (CgH 16 ) with boiling point 12z 0 . The oxide boils at 157 to 159 0 at 740 mm pressure. Its density is:
. . Dl = 0,8395; ' . . Dl = 0.8395; '
DW = 0,8272;
n1] = 1,4165. DW = 0.8272;
n 1 ] = 1.4165.
Analyse.
Gefunden:
C — 74,76 Prozent H — 12,54 Prozent.Analysis.
Found:
C - 74.76 percent H - 12.54 percent.
Berechnet für C8 H16 O: C — 74,93 Prozent H —12,59 Prozent.Calculated for C 8 H 16 O: C -74.93 percent H -12.59 percent.
Das Oxyd vereinigt sich mit Wasser und gibt ein Glykol mit Siedepunkt 136 bis 1370 bei 21 mm Druck. Unscheinbar kristallisierende Masse mit Schmelzpunkt 45 bis-46°.The oxide combines with water and gives a glycol with boiling point 136 to 137 0 at 21 mm pressure. Inconspicuously crystallizing mass with a melting point of 45 to -46 °.
Analyse.Analysis.
Gefunden: ■ .Found: ■.
C — 65,58 Prozent H —12,42 Prozent.C-65.58 percent H -12.42 percent.
Berechnet für C9H16(OH)2:
C—65,70 Prozent H —12,41 Prozent.Calculated for C 9 H 16 (OH) 2 :
C-65.70 percent H -12.41 percent.
Das entsprechende Glykolacetat siedet bei 139 bis 1400 (24 mm Druck). Seine Dichte ist:The corresponding glycol acetate boils at 139 to 140 0 (24 mm pressure). Its density is:
Dl= 0,9874; Dl = 0.9874;
. D\\ = 0,9739.. D \\ = 0.9739.
Analyse.
Gefunden:
C — 62,92 Prozent H — 9,94 Prozent.Analysis.
Found:
C - 62.92 percent H - 9.94 percent.
Berechnet für C8 H16 O2 (C O - C Hs)2 :
C — 62,56 Prozent H ■— 9,63 Prozent.Calculated for C 8 H 16 O 2 (CO - CH s ) 2 :
C - 62.56 percent H ■ - 9.63 percent.
4. Pinenoxyd ist aus Pinen vom Siedepunkt 155 bis 1560 und .[ά]ο. = — 4i,2° erhalten. Das Oxyd siedet bei 105 bis io6G bei 50 mm Druck. Seine Dichte ist:4. Pinene oxide is from pinene with a boiling point of 155 to 156 0 and. [Ά] ο. = - 4i, 2 ° obtained. The oxide boils at 105 to 10 6 G at 50 mm pressure. Its density is:
Dl = 0,9787 ; Dl = 0.9787;
D\\ = 0,9668; D \\ = 0.9668;
η η — 1,4682. η η - 1.4682.
Mit Wasser zusammengebracht gibt das Pinenoxyd bis 87 Prozent Sobrerol mit Schmelzpunkt 149 bis 1500. Der Rest besteht größtenteils aus einem Aldehyd. Das Sobrerol gibt das Pinol bei Dehydratation, dessen Dibromid bei 93 bis 94° schmilzt.When combined with water, pinene oxide gives up to 87 percent sobrerol with a melting point of 149 to 150 0 . The rest consists largely of an aldehyde. The sobrerol gives the pinol on dehydration, the dibromide of which melts at 93 to 94 °.
i. Limonenmonoxyd.
150 g Kohlenwasserstoff gegen theoretisch ϊΐο g wurden mit 197 g Benzoylsuperoxyd
= 13 g aktivem Sauerstoff (1 Molekül Kohlenwasserstoff
auf ι Molekül Superoxyd) oxydiert. Man erhielt 150 g Oxydationsprodukt, welches
zwischen 106 und 1170 bei 50 mm Druck siedete.i. Lime monoxide.
150 g of hydrocarbon against theoretically ϊΐο g were oxidized with 197 g of benzoyl superoxide = 13 g of active oxygen (1 molecule of hydrocarbon to ι molecule of superoxide). 150 g of the oxidation product, which boiled at 106-117 0 50 mm pressure was obtained.
2. Limonendioxyd.
43 g Kohlenwasserstoff werden mit 106 g Benzoylsuperoxyd = 7 g aktivem Sauerstoff
oxydiert (1 Molekül Kohlenwasserstoff auf 2 Moleküle Superoxyd). Man erhielt 35 g
Oxydationsprodukt, siedend bei 146 bis 1480
unter 50 mm Druck.2. Limonene Dioxide.
43 g of hydrocarbons are oxidized with 106 g of benzoyl superoxide = 7 g of active oxygen (1 molecule of hydrocarbon to 2 molecules of superoxide). 35 g of oxidation product were obtained, boiling at 146 to 148 ° under 50 mm pressure.
3. Caprilenoxyd.3. Caprilene oxide.
50 g Caprilen werden mit 91 g Benzoylsuperoxyd = 6 g aktivem Sauerstoff oxydiert (1 Molekül Kohlenwasserstoff auf 1 Molekül Superoxyd); nach zweimaliger Destillation erhält man 40 g zwischen 155 und 1650 siedendes Reaktionsprodukt. Die Hauptfraktion hat einen Siedepunkt von 157 bis 1580 bei 740 mm Druck.50 g of caprils are oxidized with 91 g of benzoyl superoxide = 6 g of active oxygen (1 molecule of hydrocarbon to 1 molecule of superoxide); after two distillation gives 40 g of 155-165 0 boiling reaction product. The main fraction has a boiling point of 157 to 158 0 at 740 mm pressure.
4. Pinenoxyd.4. pinene oxide.
210 g Pinen werden mit 303 g Benzoylsuperoxyd = 20 g aktivem Sauerstoff (1 Molekül Kohlenwasserstoff auf 1 Molekül Superoxyd) oxydiert. Man erhielt 140 g Oxydationsprodukt, siedend bei 102 und io8°, Haupt- fraktion Siedepunkt 103 bis 1040 bei 50 mm Druck.210 g of pinene are oxidized with 303 g of benzoyl superoxide = 20 g of active oxygen (1 molecule of hydrocarbon to 1 molecule of superoxide). There were obtained 140 g of the oxidation product boiling at 102 and io8 °, main fraction boiling point 103 to 104 0 mm at 50 pressure.
5· Geraniol.5 geraniol.
96 g dieses Alkohols gegen theoretisch 77 g wurden mit 146 g Benzoylsuperoxyd = 9 g aktivem Sauerstoff (1 Molekül Alkohol auf ι Molekül Superoxyd) oxydiert. Man erhielt 51 g Oxydationsprodukt, siedend zwischen 150 und *6i° bei 55 mm Druck. Siedepunkt der Hauptfraktion 156,5 bis 157,5° bei 55 mm Druck.96 g of this alcohol versus theoretically 77 g were found with 146 g of benzoyl superoxide = 9 g active oxygen (1 molecule of alcohol to ι molecule of superoxide). One received 51 g of oxidation product, boiling between 150 and 60 ° at 55 mm pressure. boiling point the main fraction 156.5 to 157.5 ° at 55 mm pressure.
D]'- = 0,961; nli = 1,468. D] '- = 0.961; n l i = 1.468.
Analyse. . Gefunden:Analysis. . Found:
Kohlenstoff WasserstoffCarbon hydrogen
70,3 Prozent 10,57 Prozent.70.3 percent 10.57 percent.
Berechnet für C10H18 O2: C — 70,53 Prozent H — 10,66 Prozent.Calculated for C 10 H 18 O 2 : C - 70.53 percent H - 10.66 percent.
Das Produkt wird leicht hydratisiert und in ein ungesättigtes Glyzerin umgewandelt. Siedepunkt 212 bis 2130 bei 25 mm Druck.The product is easily hydrated and converted to an unsaturated glycerin. Boiling point 212 to 213 0 at 25 mm pressure.
D)I = 1,0486. Gefunden D) I = 1.0486. Found
Analyse.Analysis.
C ■— 63,53 Prozent H — 10,73 Prozent. C ■ - 63.53 percent H - 10.73 percent.
Berechnet für C10 H20 O3: ■ . Calculated for C 10 H 20 O 3 : ■.
C — 63,78 Prozent H — 10,71 Prozent. C - 63.78 percent H - 10.71 percent.
Die nach dem vorliegenden Verfahren zu gewinnenden Produkte sind teilweise wertvolle Zwischenprodukte zur Gewinnung zahlreicher, in der Pharmazie, Parfumerie, Farbentechnik usw. notwendiger Verbindungen und dienen teilweise direkt als wertvolle Riechstoffe.Some of the products to be obtained by the present process are valuable Intermediate products for the production of numerous, in pharmacy, perfumery, paint technology etc. necessary compounds and sometimes serve directly as valuable fragrances.
Claims (1)
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2899379A1 (en) * | 2006-03-31 | 2007-10-05 | Air Liquide | New porogenated organic precursor e.g. 1-methyl-4-(1-methylethyl)-7-oxabicyclo(2.2.1)heptane useful to obtain a dielectric material i.e. is useful to form electrical insulation layers for integrated circuits |
-
0
- DE DENDAT230723D patent/DE230723C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2899379A1 (en) * | 2006-03-31 | 2007-10-05 | Air Liquide | New porogenated organic precursor e.g. 1-methyl-4-(1-methylethyl)-7-oxabicyclo(2.2.1)heptane useful to obtain a dielectric material i.e. is useful to form electrical insulation layers for integrated circuits |
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