DE234851C - - Google Patents
Info
- Publication number
- DE234851C DE234851C DENDAT234851D DE234851DA DE234851C DE 234851 C DE234851 C DE 234851C DE NDAT234851 D DENDAT234851 D DE NDAT234851D DE 234851D A DE234851D A DE 234851DA DE 234851 C DE234851 C DE 234851C
- Authority
- DE
- Germany
- Prior art keywords
- mercury
- halogen
- parts
- heated
- oxide
- 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
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- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002731 mercury compounds Chemical class 0.000 claims description 6
- UKWHYYKOEPRTIC-UHFFFAOYSA-N mercury(ii) oxide Chemical compound [Hg]=O UKWHYYKOEPRTIC-UHFFFAOYSA-N 0.000 claims description 6
- -1 halogen nitrophenols Chemical class 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 229910000474 mercury oxide Inorganic materials 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 150000002989 phenols Chemical class 0.000 claims description 4
- 150000002730 mercury Chemical class 0.000 claims description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 3
- 229910052753 mercury Inorganic materials 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 150000001875 compounds Chemical group 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- 229940100892 mercury compound Drugs 0.000 description 5
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- NWSIFTLPLKCTSX-UHFFFAOYSA-N 4-chloro-2-nitrophenol Chemical compound OC1=CC=C(Cl)C=C1[N+]([O-])=O NWSIFTLPLKCTSX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 229910017604 nitric acid Inorganic materials 0.000 description 2
- QQODMLTYWYCRQV-UHFFFAOYSA-M phenoxymercury Chemical class [Hg]OC1=CC=CC=C1 QQODMLTYWYCRQV-UHFFFAOYSA-M 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- DOBUSJIVSSJEDA-UHFFFAOYSA-L 1,3-dioxa-2$l^{6}-thia-4-mercuracyclobutane 2,2-dioxide Chemical compound [Hg+2].[O-]S([O-])(=O)=O DOBUSJIVSSJEDA-UHFFFAOYSA-L 0.000 description 1
- UMPSXRYVXUPCOS-UHFFFAOYSA-N 2,3-dichlorophenol Chemical class OC1=CC=CC(Cl)=C1Cl UMPSXRYVXUPCOS-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- RCTYPNKXASFOBE-UHFFFAOYSA-M chloromercury Chemical compound [Hg]Cl RCTYPNKXASFOBE-UHFFFAOYSA-M 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 230000000249 desinfective effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229940101209 mercuric oxide Drugs 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- RBXVOQPAMPBADW-UHFFFAOYSA-N nitrous acid;phenol Chemical class ON=O.OC1=CC=CC=C1 RBXVOQPAMPBADW-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/10—Mercury compounds
- C07F3/12—Aromatic substances containing mercury
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
- Λϊ 234851'-KLASSE ^2f/. GRUPPE- Λϊ 234851 'CLASS ^ 2f /. GROUP
Quecksilberverbindungen der Halogen- oder Nitrophenole bzw. Halogennitrophenole, in
denen das Quecksilber im Kern gebunden ist, sind bis jetzt nicht bekannt geworden.
Es wurde nun gefunden, daß man zu diesen Körpern dadurch gelangen kann, daß man entweder die salzartigen Quecksilberverbindungen
der Halogen-, Nitro- oder Halogennitrophenole oder die genannten Phenole mit
Quecksilberoxyd oder Quecksilbersalzen mit oder ohne Lösungs- oder Verdünnungsmittel
erhitzt. Bei Anwendung von Quecksilbersalzen bilden sich die entsprechenden Säuresalze,
aus denen durch Alkalien oder Natriumcarbonat die freien anhydridähnlichen Derivate
abgeschieden werden.Mercury compounds of the halogen or nitrophenols or halogen nitrophenols, in which the mercury is bound in the core, have not yet become known.
It has now been found that these bodies can be obtained by heating either the salt-like mercury compounds of the halogen, nitro or halogen nitrophenols or the phenols mentioned with mercury oxide or mercury salts with or without solvents or diluents. When using mercury salts, the corresponding acid salts are formed, from which the free anhydride-like derivatives are separated out by alkalis or sodium carbonate.
Der Verlauf der Reaktion war nicht vorauszusehen, da man vielmehr erwarten mußte, daß das Halogen oder die Nitrogruppen unmittelbar mit dem Quecksilber in Reaktion treten würden. Diese Quecksilberphenolate, sowie ihre: Alkalisalze zeigen die wichtige Eigenschaft, vollkommen geruchlos zu sein, während die Ausgangsstoffe, ζ. B. p-Chlorphenol, o-Nitrophenol, wegen ihres unerträglichen Geruches keine praktische Anwendung als Desinfektionsmittel finden können. Ihre Desinfektionskraft ist der des Sublimats vielfach überlegen. Eine wäßrige Lösung des Natronsalzes des p-Chlorphenylquecksilberoxyds ι: 1 000 000 zeigt noch entwicklungshemmende Wirkung auf Eitererreger.The course of the reaction could not be foreseen, since one had to expect that the halogen or the nitro groups react directly with the mercury would kick. These mercury phenolates, as well as their: alkali salts show the important Property of being completely odorless, while the starting materials, ζ. B. p-chlorophenol, o-Nitrophenol, no practical application because of its unbearable odor as a disinfectant. Their disinfecting power is that of the sublimate in many ways think. An aqueous solution of the sodium salt of p-chlorophenylmercuric oxide ι: 1 000 000 still shows a development-inhibiting effect on pus pathogens.
296Teile Quecksilbersulfat werden in 5000Teilen heißes Wasser gegeben und so lange mit Schwefelsäure versetzt, bis klare Lösung eingetreten ist. Hierzu fügt man 140 Teile p-Chlorphenol und erhitzt so lange im siedenden Wasserbad, bis die Lösung auf Zusatz von Alkalilauge kein gelbes Quecksilberoxyd mehr abscheidet (etwa 1 bis 1V2 Stunde). Durch Neutralisieren der heißen Lösung mit Natronlauge wird die freie Quecksilberverbindung unlöslich abgeschieden und diese dann mit heißem Wasser bis zum Verschwinden des p-Chlorphenolgeruches ausgewaschen. Zur Reinigung wird das p-Chlorphenylquecksilberoxyd in Natronlauge gelöst und nach dem Filtrieren durch Einleiten von Kohlensäure wieder abgeschieden. Es ist in Wasser, Alkohol, Äther, Benzol unlöslich, leicht löslich in Alkalien und in Säuren, wobei sich die entsprechenden Salze bilden. Beim Kochen mit starker Salzsäure bildet sich Quecksilberoxyd und freies p-Chlorphenol. Beim Erhitzen zersetzt es sich ohne zu schmelzen.296 parts of mercury sulphate are added to 5000 parts of hot water and sulfuric acid is added until a clear solution has appeared. For this purpose, one adds 140 parts of p-chlorophenol and heated so long in the boiling water bath until the solution upon the addition of alkali metal hydroxide solution is no yellow mercuric oxide deposits more (about 1 to 1V 2 hours). By neutralizing the hot solution with sodium hydroxide solution, the free mercury compound is insoluble separated and this is then washed out with hot water until the p-chlorophenol odor disappears. For cleaning, the p-chlorophenylmercuric oxide is dissolved in sodium hydroxide solution and, after filtering, separated off by introducing carbonic acid. It is insoluble in water, alcohol, ether, benzene, easily soluble in alkalis and acids, whereby the corresponding salts are formed. When boiling with strong hydrochloric acid, mercury oxide and free p-chlorophenol are formed. When heated, it decomposes without melting.
324 Teile Mercurinitrat werden in 5000 Teile heißes Wasser gebracht und so lange mit Salpetersäure versetzt, bis Lösung eingetreten ist. Hierzu gibt man 145 Teile o-Nitrophenol und erhitzt zum gelinden Sieden. Sehr bald324 parts of mercurine nitrate are brought into 5000 parts of hot water and so long with it Nitric acid added until solution has occurred. To this end, 145 parts of o-nitrophenol are added and heated to a gentle simmer. Very soon
P1SiP 1 Si
beginnt die Abscheidung eines gelb gefärbten Pulvers. Man erwärmt so lange, bis sich der Niederschlag in Natronlauge klar löst. Dann wird filtriert und mit heißem Wasser gut aus-S gewaschen. Der kristallinische Rückstand wird in verdünnter Natronlauge gelöst und durch Einleiten von Kohlensäure wieder abgeschieden. Das gelb gefärbte o-Nitrophenylquecksilberoxyd ist in Wasser, ferner in Alkohol ίο und anderen organischen Lösungsmitteln ganz unlöslich, leicht löslich in Alkalien. Durch Kochen mit starker Salzsäure wird es in Sublimat und o-Nitrophenol gespalten. Gegen • verdünnte Salpetersäure ist es sehr beständig.the deposition of a yellow colored powder begins. You heat it up until the Precipitation in sodium hydroxide solution dissolves clearly. Then it is filtered and thoroughly cleaned with hot water washed. The crystalline residue is dissolved in dilute sodium hydroxide solution and washed through Introducing carbon dioxide again deposited. The yellow colored o-nitrophenyl mercury oxide is whole in water, also in alcohol ίο and other organic solvents insoluble, easily soluble in alkalis. Cooking with strong hydrochloric acid turns it into Split sublimate and o-nitrophenol. It is very resistant to • dilute nitric acid.
216 Teile Quecksilberoxyd werden in 1000 Teilen Eisessig heiß gelöst und mit 173 Teilen 4-Chlor-2-nitiOphenol V2 Stunde zum Sieden erhitzt. Die heiße Lösung wird in Wasser gegossen, wobei sich die Quecksilberverbindung des 4-Chlor-2-nitrophenols als gelbes Kristallpulver ausscheidet. Zur Reinigung wird das Produkt in Alkali gelöst und durch verdünnte Schwefelsäure wieder abgeschieden. Es ist in Wasser, Alkohol, Äther und Chloroform unlöslich, leicht löslich in Alkalien und Essigsäure. Beim Erhitzen zersetzt es sich ohne zu schmelzen.216 parts of mercury oxide are dissolved in 1000 parts of hot glacial acetic acid and heated to boiling with 173 parts of 4-chloro-2-nitrophenol V for 2 hours. The hot solution is poured into water, the mercury compound of 4-chloro-2-nitrophenol separating out as a yellow crystal powder. For cleaning, the product is dissolved in alkali and separated out again using dilute sulfuric acid. It is insoluble in water, alcohol, ether and chloroform, easily soluble in alkalis and acetic acid. When heated, it decomposes without melting.
An Stelle dieser Phenole können auch andere der genannten Produkte, wie Dichlorphenole, Bromnaphtole, Nitrochlornaphtole oder Nitrokresole, Anwendung finden.Instead of these phenols, other of the products mentioned, such as dichlorophenols, Bromnaphtole, Nitrochlornaphtole or Nitrokresole, find application.
Die Darstellung dieser Quecksilberphenolate gelingt auch leicht, wenn man die salzartigen Quecksilberverbindungen der Phenole (erhalten durch Umsetzen der Alkalisalze mit Quecksilberchlorid) in alkoholischer Suspension längere Zeit erhitzt.The presentation of these mercury phenolates is also easy if one considers the salt-like Mercury compounds of phenols (obtained by reacting the alkali salts with mercury chloride) heated in alcoholic suspension for a long time.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE234851C true DE234851C (en) |
Family
ID=494685
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT234851D Active DE234851C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE234851C (en) |
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0
- DE DENDAT234851D patent/DE234851C/de active Active
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