2-Naphthol Chemische Eigenschaften,Einsatz,Produktion Methoden
ERSCHEINUNGSBILD
WEISSE BIS GELBLICHWEISSE KRISTALLE MIT CHARAKTERISTISCHEM GERUCH.
PHYSIKALISCHE GEFAHREN
Staubexplosion der pulverisierten oder granulierten Substanz in Gemischen mit Luft m?glich.
ARBEITSPLATZGRENZWERTE
TLV nicht festgelegt (ACGIH 2005).
MAK nicht festgelegt (DFG 2005).
AUFNAHMEWEGE
Aufnahme in den K?rper durch Inhalation des Aerosols, über die Haut und durch Verschlucken.
INHALATIONSGEFAHREN
Eine gesundheitssch?dliche Partikelkonzentration in der Luft kann beim Dispergieren schnell erreicht werden.
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION: Die Substanz reizt stark die Augen.
WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION
Wiederholter oder andauernder Kontakt kann zu Hautsensibilisierung führen. M?glich sind Auswirkungen auf Nieren, Blut und Augen mit nachfolgenden Nierensch?den, Blutarmut und Linsentrübungen.
LECKAGE
Pers?nliche Schutzausrüstung: Atemschutzger?t, P2-Filter für sch?dliche Partikel. Verschüttetes Material in Beh?ltern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. NICHT in die Umwelt gelangen lassen.
R-S?tze Betriebsanweisung:
R20/22:Gesundheitssch?dlich beim Einatmen und Verschlucken.
R50:Sehr giftig für Wasserorganismen.
S-S?tze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
Aussehen Eigenschaften
C10H7O. Hellgraues Pulver mit aromatischem Geruch, dunkelt beim Lagern nach.
Gefahren für Mensch und Umwelt
Gesundheitsschädlich beim Einatmen und Verschlucken.
LD50 (oral, Ratte): 1960mg/kg
Schutzma?nahmen und Verhaltensregeln
Schutzhandschuhe aus Neopren als kurzzeitiger Staubschutz.
Verhalten im Gefahrfall
Trocken aufnehmen, dabei Staubentwicklung vermeiden. In gut verschließbaren Behältern der Entsorgung zuführen.
Wassernebel, Kohlendioxid, Schaum, Pulver.
Erste Hilfe
Nach Hautkontakt: Sofort mit Wasser und Seife abwaschen.
Nach Augenkontakt: Gründlich mit viel Wasser und geöffnetem Lidspalt mindesten 10 Minuten spülen und Arzt konsultieren.
Nach Einatmen: Den Betroffenen an die frische Luft bringen und ruhig lagern.
Nach Verschlucken: Wasser trinken lassen. Kein Erbrechen einleiten. Sofort Arzt hinzuziehen.
Nach Kleidungskontakt: Verunreinigte Kleidung sofort ausziehen.
Ersthelfer: siehe gesonderten Anschlag
Sachgerechte Entsorgung
Laborchemikalienabfälle.
Chemische Eigenschaften
2-Naphthol is a white, crystalline solid. Slight phenolic odor. Darkens in air and on exposure to light. 2-Naphthol [135-19-3] b-naphthol, 2- naphthalenol, 2-hydroxynaphthalene, C10H8O, Mr 144.16, forms colorless plates upon sublimation, which darken on exposure to air or light. Unlike 1-naphthol it is nonvolatile in steam. 2-Naphthol is reduced with sodium or with hydrogen in the presence of a catalyst to give mainly 1,2,3,4-tetrahydro-2-naphthol (unlike 1- naphthol which gives the arylphenol under the same conditions).
Verwenden
2-Naphthol is used in the manufacture of dyes, perfumes, and medicinal organics, and in the production of antioxidants for synthetic rubber.
synthetische
2-Naphthol is produced by
caustic fusion of naphthalene-2-sulfonic acid. Typically, the sodium salt of the
sulfonic acid is added gradually to 50 % sodium
hydroxide liquor at 300℃; the melt is then
heated further at 320℃ in a gas-fired iron vessel
with vigorous agitation. After completion of the
reaction, the melt is run into excess water, possibly including filtrate from the previous batch at a
proven tolerable level, and the naphtholate solution is neutralized to pH 8 with dilute sulfuric
acid. If the temperature is maintained at >100℃ during neutralization, the crude product comes
out of solution as an oil, which is separated,
washed with hot water, and distilled under vacuum to give pure 2-naphthol. The molten material
is processed through a flaker to give the final
product for packaging. The fusion yield is about
80 % of the theoretical value, resulting in an
overall yield of 70 % based on naphthalene.
Typical specifications for 2-naphthol are clear
solution in dilute caustic soda, mp 120.5℃,
and 1-naphthol content<0.3 %.
Definition
ChEBI: 2-naphthol is a naphthol carrying a hydroxy group at position 2. It has a role as an antinematodal drug, a genotoxin, a human xenobiotic metabolite, a mouse metabolite, a human urinary metabolite and a radical scavenger.
Application
It is used to produce Tobias acid, J acid, 2-hydroxy-3-naphthoic acid and azo dyes, and it is the raw material for rubber antioxidants, mineral dressing agents, fungicides, antiseptics, preservatives, etc.
As feed preservative. In China, it can be used for citrus preservation, the maximum dosage amount is 0.1 g/kg and the residue amount should be no more than 70 mg/kg.
2-Naphthol, also called β-naphthol, 2-naphthalenol, is the intermediate for plant growth regulator, 2-naphthoxyacetic acid.
As analytic agent, absorbent of ethylene and carbon monoxide, and fluorescence indicator.
Important organic raw material and dye intermediate, used to produce Tobias acid, butyric acid, β-hydroxynaphthoic acid and used to produce N-phenyl-2-naphthylamine, Diafen NN and other antioxidant, organic pigments, and fungicides.
For the detection of bromine, chlorine, chlorate, niobium, copper, nitrite, and potassium. Substrate for fluorometric assay of phenol sulfotransferase. Acid and alkali indicator, dyes, organic synthesis, qualitative determination of allyl alcohol, methanol, chloroform, etc. Absorbent of carbon monoxide, ethanol, and fluorescence indicator. Determination of carbon monoxide, copper, nitrite, and potassium. Ethylene absorbent.
Reaktionen
2-Naphthol is naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols.2-Naphthol converts to 2-naphthalenethiol by reaction with dimethylthiocarbamoyl chloride via the Newman–Kwart rearrangement.
Allgemeine Beschreibung
2-Naphthol is a hydroxyarene molecule, which when electronically excited forms strong acid. Excited 2-Naphthol dissociates only in water. It has a slight phenolic odor. It is incompatible with strong oxidizing agents, strong bases, acid chlorides and acid anhydrides. It is one of the most commonly used fluorescence dye.
Health Hazard
Although the toxicity of 2-naphthol is of low order in test animals, ingestion of large amounts may result in nausea, vomiting, diarrhea, abdominal pain, convulsions, and hemolytic anemia. Death may result from respiratory failure. The oral LD50 value in rats is in the range 2000 mg/kg. 2-Naphthol is slightly more toxic than 1-naphthol [9015-3], the oral LD50 value of which is in the range 2500 mg/kg.
Skin contact can produce peeling of the skin and pigmentation.
Brandgefahr
Noncombustible solid.
Sicherheitsprofil
Poison by ingestion,
inhalation, and subcutaneous routes.
Mutation data reported. A skin and eye
irritant. Combustible when exposed to heat
or flame. To fight fire, use CO2, dry
chemical. Incompatible with antipyrine, camphor, phenol, ferric salts, menthol,
potassium permanganate and other
oxidzing materials, urethane.
m?gliche Exposition
A potential danger to those involved
in rubber antioxidant production, synthesis of dyes; leather
processing; fungicides, pharmaceuticals, and perfumes.
Used as an antioxidant for fats, oils; as an antiseptic; in
insecticides.
Versand/Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name
Required. UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard Class: 9; Labels: 9-Miscellaneous hazardous
material, Technical Name Required.
l?uterung methode
Crystallise 2-naphthol from aqueous 25% EtOH (charcoal), H2O, *benzene, toluene or CCl4. Alternatively, extract it repeatedly with small amounts of EtOH, followed by dissolution in a minimum volume of EtOH and precipitation with distilled water, then drying over P2O5 under vacuum. It has also been dissolved in aqueous NaOH and precipitated by adding acid (repeat several times), then precipitated from *benzene by addition of heptane. Final purification can be by zone melting or sublimation in vacuo. The 4-nitrobenzoate has m 104o (from EtOH). [Bardez et al. J Phys Chem 89 5031 1985, Kikuchi et al. J Phys Chem 91 574 1987, Beilstein 6 IV 4253.]
Inkompatibilit?ten
Dust or powder may form explosive
mixture with air. Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides, iron salts; 2,3-dimethyl-1-
phenyl-3-pyrazolin-5-one (antipyrine); camphor, phenol,
menthol, urethane.
Waste disposal
Mix with flammable solvent
and atomize into an incinerator.
2-Naphthol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
synthetic tanning agent No.9
6-HYDROXY-2-NAPHTHALENEBORONIC ACID
Bariumbis[2-chlor-5-[(2-hydroxy-1-naphthyl)azo]toluol-4-sulfonat]
Lithol Red
Acid Black 168
2-Aminonaphthalin-1-sulfonsure
2-Amino-3,6,8-naphthalenetrisulfonic acid
2-Naphthaleneboronic acid
2-Naphthylamin
Natrium-3-hydroxy-4-(2-hydroxy-1-naphthylazo)-1-naphthalinsulfonat
Neutral Black 2S-RL
Dinatrium-3-hydroxynaphthalin-2,7-disulfonat
Natrium-3-hydroxy-4-[(2-hydroxynaphthyl)azo]-7-nitronaphthalin-1-sulfonat
(R)-(+)-1,1'-Bi-2-naphthol
4-[(2-Chlorphenyl)azo]-3-hydroxy-N-phenylnaphthalin-2-carboxamid
1-[(2-Chlor-4-nitrophenyl)azo]-2-naphthol
3-Hydroxy-2-naphthalincarbons?ure
2-Fluornaphthalin
6-Amino-4-hydroxynaphthalin-2-sulfonsure
Dinatriumhydrogenbis[3-hydroxy-4-[(2-hydroxy-1-naphthyl)azo]naphthalin-1-sulfonato(3-)]chromat(3-)
1-[(2,4-Dinitrophenyl)azo]-2-naphthol
1-Amino-2-naphthol-4-sulfonic acid
Natrium-3-hydroxy-4-[(1-hydroxy-2-naphthyl)azo]-7-nitronaphthalin-1-sulfonat
4,4'-azo-3-hydroxynaphthalin-1-sulfonat
(S)-(-)-1,1'-Bi-2-naphthol
2-Hydroxy-1-naphthoesure
1-(4-Methyl-2-nitrophenylazo)-2-naphthol
Natrium-6-hydroxynaphthalin-2-sulfonat
N-Naphthylanilin
NAPROANILIDE
synthetic tanning agent PNC
Dinatrium-5,5'-(2-(1,3-dihydro-3-oxo-2H-indazol-2-yliden)-1,2-dihydro-3H-indol-3-on)disulfonat
1-(6-Methoxy-2-naphthyl)ethan-1-on
Naproxen
synthetic tanning agent HV
