3-Aminophenol Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R20/22:Gesundheitssch?dlich beim Einatmen und Verschlucken.
R51/53:Giftig für Wasserorganismen, kann in Gew?ssern l?ngerfristig sch?dliche Wirkungen haben.
S-S?tze Betriebsanweisung:
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
Aussehen Eigenschaften
C6H7NO; 3-Hydroxyanilin. Farblose bis gelbliche Schuppen mit phenolartigem Geruch.
Gefahren für Mensch und Umwelt
Gesundheitsschädlich beim Einatmen, Verschlucken und Berührung mit der Haut.
Methämoglobinbildner. Resorption führt zu Atemnot, Herzrhythmusstörungen, Krämpfen und Cyanose. Schädigt die Nieren.
Nicht mit starken Oxidationsmitteln in Berührung bringen.
LD
50 (oral, Ratte): 1000 mg/kg
Schutzma?nahmen und Verhaltensregeln
Geeignete Schutzhandschuhe als kurzzeitiger Staubschutz.
Verhalten im Gefahrfall
Trocken aufnehmen. Der Entsorgung zuführen.
Kohlendioxid, Wasser, Pulver.
Brennbar. Im Brandfall können nitrose Gase freigesetzt werden.
Erste Hilfe
Nach Hautkontakt: Mit reichlich Wasser abwaschen.
Nach Augenkontakt: Mit reichlich Wasser bei geöffnetem Lidspalt mindestens 10 Minuten ausspülen. Sofort Augenarzt hinzuziehen.
Nach Einatmen: Frischluft.
Nach Verschlucken: Viel Wasser trinken. Erbrechen auslösen. Arzt hinzuziehen.
Nach Kleidungskontakt: Kontaminierte Kleidung entfernen.
Ersthelfer: siehe gesonderten Anschlag
Sachgerechte Entsorgung
Gelöst in z.B. Ethanol als halogenfreie, organische Lösemittelabfälle.
Chemische Eigenschaften
Light grey crystal powder
Verwenden
3-Aminophenol is an aromatic compound used in the preparation of inhibitors of mammalian carbonic anhydrase isoforms. Also used in the preparation of quinoline tethered fluorescent carbon dots for regulated anticancer discovery.
Application
3-Aminophenol has been used in the synthesis of disulfonated bis[4-(3-aminophenoxy)phenyl]sulfone (S-BAPS).
It can be used to synthesize:
Methyl 2-oxo-7-[(triphenylphosphoranylidene)amino]-2H-chromene-4-carboxylate by reacting with dimethyl acetylenedicarboxylate (DMAD) in the presence of triphenylphosphine.
3-Amino-2-cyclohexen-1-one via palladium-catalyzed hydrogenation.
Definition
ChEBI: An aminophenol that is one of three amino derivatives of phenol which has the single amino substituent located meta to the phenolic -OH group.
Allgemeine Beschreibung
White crystals or off-white flakes.
Air & Water Reaktionen
3-Aminophenol may be sensitive to prolonged exposure to air and light. Slightly soluble in water.
Reaktivit?t anzeigen
3-Aminophenol may react with strong oxidizers and mineral acids or bases.
Hazard
Toxic by ingestion.
Brandgefahr
Flash point data for 3-Aminophenol are not available. 3-Aminophenol is probably combustible.
Sicherheitsprofil
Poison by ingestion, subcutaneous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. A skin and eye irritant. When heated to decomposition it emits toxic fumes of NOx,.
Synthese
3-Amino-2-cyclohexene-1-one (1.5 mol, 166.7 g), potassium acetate (6 mmol, 0.6 g), and 5% palladium on carbon (4.7 g, 65.5% water) were added to N, N-dimethylacetamide (475 g) solvent in one liter creased round bottom flask equipped with a nitrogen purge, thermometer, condenser, distillation head, overhead stirrer, and heating mantle. The solution was then heated to reflux for two hours at 173° C. with a continuous nitrogen purge. The palladium catalyst was filtered from the solution. Gas chromatography analysis indicated 130.9 g 3-aminophenol (1.2 mole, 80% yield based on 3-amino-2-cyclohexene-1-one).
m?gliche Exposition
Workers may be exposed to oAminophenol during its use as a chemical intermediate; in the manufacture of azo and sulfur dyes; and in the photographic industry. There is potential for consumer exposure to o-Aminophenol because of its use in dyeing hair, fur, and leather. The compound is a constituent of 75 registered cosmetic products suggesting the potential for widespread consumer exposure. p-Aminophenol is used mainly as a dye, dye intermediate and as a photographic developer; and in small quantities in analgesic drug preparation. Consumer exposure to p-aminophenol may occur from use as a hairdye or as a component in cosmetic preparations. mAminophenol is used mainly as a dye intermediate
Versand/Shipping
UN2512 Aminophenols (o-; m-; p-), Hazard Class: 6.1; Labels: 6.1-Poisonous materials
l?uterung methode
Crystallise it from hot water or toluene. [Beilstein 13 IV 952.]
Inkompatibilit?ten
These phenol/cresol materials can react with oxidizers; reaction may be violent. Incompatible with strong reducing substances such as alkali metals, hydrides, nitrides, and sulfides. Flammable gas (H2) may be generated, and the heat of the reaction may cause the gas to ignite and explode. Heat may be generated by the acidbase reaction with bases; such heating may initiate polymerization of the organic compound. Reacts with boranes, alkalies, aliphatic amines, amides, nitric acid, sulfuric acid. Phenols are sulfonated very readily (e.g., by concentrated sulfuric acid at room temperature). These reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid and can explode when heated. Many phenols form metal salts that may be detonated by mild shock.
Waste disposal
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
3-Aminophenol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Dinatrium-2-(2,4,5,7-tetraiod-6-oxido-3-oxoxanthen-9-yl)benzoat
3,6-Diamino-9-[2-(methoxycarbonyl)phenyl]xanthyliumchlorid
3-ISOPROPOXYANILINE
Coumarin 314T
fluorescent whitening agent SWN
GLY-7-AMINO-4-METHYLCOUMARIN
7-Amino-4-(trifluormethyl)-2-benzopyron
7-Amino-4-methylcumarin
m-Phenetidin
1,3-Dihydroxybenzol
Direct Black 168
Natrium-4-aminosalicylat
RHODAMINE 110
Mepronil
10-(2-Benzothiazolyl)-2,3,6,7-tetrahydro-1,1,7,7-tetramethyl-1H,5H,11H-(1)benzopyropyrano(6,7-8-I,j)quinolizin-11-one
ETHYL (3-HYDROXYPHENYL)CARBAMATE
9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine
Chinolin-7-ol
Phenmedipham
Nedocromil
3-Dimethylaminophenol
4-Aminosalicylsure
3-Bromphenol
3-Dimethylaminophenyldimethylcarbamat