4-Methoxyphenol

Bezeichnung:4-Methoxyphenol

CAS-Nr150-76-5

Englisch Name:4-Methoxyphenol

CBNumberCB7853133

SummenformelC7H8O2

Molgewicht124.14

MOL-Datei150-76-5.mol

Synonyma

Mequinol

4-Methoxyphenol

Hydrochinonmonomethylether

4-Methoxyphenol physikalisch-chemischer Eigenschaften

Schmelzpunkt	56 °C
Siedepunkt	243 °C(lit.)
Dichte	1,55 g/cm³
Dampfdichte	4.3 (vs air)
Dampfdruck	<0.01 mm Hg ( 20 °C)
Brechungsindex	1.5286 (estimate)
Flammpunkt	>230 °F
storage temp.	Store below +30°C.
Löslichkeit	Soluble in acetone, ethyl acetate, ethanol, ether, benzene and carbon tetrachloride.
Aggregatzustand	Liquid
pka	10.21(at 25℃)
Farbe	Clear colorless to pale yellow
PH	5.1 (30g/l, H2O, 20℃)
Geruch (Odor)	at 1.00?%?in?dipropylene glycol. phenolic
Odor Threshold	0.0027ppm
Wasserlöslichkeit	40 g/L (25 ºC)
BRN	507924
Expositionsgrenzwerte	ACGIH: TWA 5 mg/m3 NIOSH: TWA 5 mg/m3
Stabilität	Stable. Combustible. Incompatible with halogens, oxidizing agents.
InChIKey	NWVVVBRKAWDGAB-UHFFFAOYSA-N
LogP	1.3 at 20℃
CAS Datenbank	150-76-5(CAS DataBase Reference)
NIST chemische Informationen	Mequinol(150-76-5)
EPA chemische Informationen	p-Methoxyphenol (150-76-5)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36-43
S-Sätze:	24/25-26-37/39-46
OEB	B
OEL	TWA: 5 mg/m3
WGK Germany	1
RTECS-Nr.	SL7700000
Selbstentzündungstemperatur	789 °F
TSCA	Yes
HS Code	29095090
Giftige Stoffe Daten	150-76-5(Hazardous Substances Data)
Toxizität	LD50 orally in Rabbit: 1600 mg/kg

Gefahreninformationscode (GHS)

4-Methoxyphenol Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD
WEISSER BIS HELLBRAUNER FESTSTOFF IN VERSCHIEDENEN FORMEN MIT CHARAKTERISTISCHEM GERUCH.
PHYSIKALISCHE GEFAHREN
Staubexplosion der pulverisierten oder granulierten Substanz in Gemischen mit Luft möglich.
CHEMISCHE GEFAHREN
Reagiert mit starken Oxidationsmitteln, starken Basen, Säureanhydriden und Säurechloriden. Schwache Säure in wässriger Lösung.
ARBEITSPLATZGRENZWERTE
TLV: 5 mg/m?(als TWA); (ACGIH 20045.
MAK nicht festgelegt (DFG 2005).
AUFNAHMEWEGE
Aufnahme in den Körper durch Verschlucken.
INHALATIONSGEFAHREN
Beim Verdampfen bei 20°C tritt eine gesundheitsschädliche Kontamination der Luft nicht oder nur sehr langsam ein.
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen und die Haut.
WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION
Wiederholter oder andauernder Kontakt kann zu Hautsensibilisierung führen. Möglich sind Auswirkungen auf die Haut mit nachfolgender Depigmentierung.
LECKAGE
Verschüttetes Material in abdichtbaren Behältern sammeln. Reste sorgfältig sammeln. An sicheren Ort bringen. Persönliche Schutzausrüstung: Atemschutzgerät, P2-Filter für schädliche Partikel.
R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36:Reizt die Augen.
R43:Sensibilisierung durch Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S46:Bei Verschlucken sofort ärztlichen Rat einholen und Verpackung oder Etikett vorzeigen.
Beschreibung
4-Methoxyphenol is a colorless to white, waxy solid with an odor of caramel and phenol. A combustible solid. Molecular weight= 124.15;Boiling point=243℃; Freezing/Melting point=5253℃; Flash point=132℃. Hazard Identification (based on NFPA-704 M Rating System): Health 2, Flammability 1, Reactivity 0. Slightly soluble in water.
Chemische Eigenschaften
4-Methoxyphenol is a colorless to white, waxy solid with an odor of caramel and phenol. It is a combustible solid. It is used as an inhibitor for acrylic monomers and as a stabilizer for chlorinated hydrocarbons, ethyl cellulose, and UV inhibitors.
Verwenden
4-Methoxyphenol is an active ingredient and used in dermatology. It is employed as a pharmaceutical drug in skin depigmentation. It is used as polymerization inhibitors. For example, in the radical polymerization of acryaltes and styrene monomers. It is also used as an intermediate in the preparationagrochemicals, liquid crystals. It acts as a stabilizer for the formulation of inks, toners and adhesives. It is mainly used as an additive for textile and leather industries.
Synthese
4-Methoxyphenol was synthesised according to Oxidation with H2O2 and a Diselenide catalyst.
p-Anisaldehyde (50 mmol) is dissolved in CH2Cl2 (100mL) and (o-NO2PhSe)2 (2 mmol) and 30% H2O2 (13mL, 128 mmol) are added. The mixture is stirred magnetically at room temperature (water bath) for 30 minutes. Insoluble catalyst is removed by filtration and washed with CH2Cl2 (20mL) and water (20mL). It can be reused after drying. To the filtrate and washings, water (100mL) is added, and the layers are separated after shaking. The organic layer is washed subsequently with 10% NaHSO3 (100mL), 10% Na2CO3 (100mL), water (100mL) and dried over Na2SO4. 4-methoxyphenol is obtained by alkaline hydrolysis of the residue. Yield: 93%.
Definition
ChEBI: P-methoxyphenol is a member of phenols and a member of methoxybenzenes. It has a role as a metabolite.
Indications
Mequinol (4-hydroxyanisole) is a substrate of the enzyme tyrosinase and acts as a competitive inhibitor of melanogenesis.
Reaktionen
4-methoxyphenol(4-MP) may be used in the synthesis of butylated hydroxy anisoles via alkylation with methyl tert-butyl ether over a non-zeolitic solid acidic catalyst. This process is eco-friendly when compared to the Friedel-Crafts alkylation reaction. 4-MP may also react with aqueous nitrous acid to form 2-nitro-4-methoxyphenol and benzoquinone in varying ratios depending on the reaction conditions. 4-MP can be used as a building block in designing β-cyclodextrin 4-methoxyphenol conjugates that can be potential ligands for drug complexation.
Synthesis Reference(s)
The Journal of Organic Chemistry, 42, p. 1479, 1977 DOI: 10.1021/jo00428a054
Synthesis, p. 751, 1983 DOI: 10.1055/s-1983-30501
Tetrahedron Letters, 34, p. 7667, 1993 DOI: 10.1016/S0040-4039(00)61534-4
Allgemeine Beschreibung
Pink crystals or white waxy solid.
Air & Water Reaktionen
Sensitive to moisture. Water soluble.
Reaktivität anzeigen
4-Methoxyphenol can react with oxidizing materials.
Hazard
Eye irritant and skin damage.
Health Hazard
4-Methoxyphenol is expected to cause liver and renal toxicity with narcosis, but only at high levels of exposure.
Brandgefahr
Combustible
Flammability and Explosibility
Non flammable
Sicherheitsprofil
Poison by intraperitoneal route. A skin irritant. When heated to decomposition it emits acrid smoke and fumes. See also ETHERS.
mögliche Exposition
Mutagen, Primary Irritant. This compound is used in the manufacture of antioxidants, pharmaceuticals, plasticizers, and dyestuffs. It is used as a stabilizer and UV inhibitor in various polymers.
Erste Hilfe
If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
Lager
Protect containers from physical damage. Store in tightly closed containers in a cool, well-ventilated area. Sources of ignition, such as smoking and open flames, are prohibited where 4-methoxyphenol is used, handled, or stored in a manner that could create a potential fire or explosion hazard.
Versand/Shipping
UN3335 Aviation regulated solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
läuterung methode
Crystallise 4-methoxyphenol from *benzene, pet ether or H2O, and dry it under vacuum over P2O5 at room temperature. Sublime it in vacuo. [Wolfenden et al. J Am Chem Soc 109 463 1987, Beilstein 6 IV 5717.]
Inkompatibilitäten
Strong oxidizers, strong bases, acid chlorides, acid anhydrides. Under certain conditions, a dust cloud can probably explode if ignited by a spark or flame.

4-Methoxyphenol Upstream-Materialien And Downstream Produkte

4-Methoxyphenol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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