Benzylalkohol Produkt Beschreibung

Benzyl alcohol Struktur
100-51-6
  • CAS-Nr.100-51-6
  • Bezeichnung:Benzylalkohol
  • Englisch Name:Benzyl alcohol
  • Synonyma:Benzylalkohol;Benzenmethanol<BR>Phenylcarbinol<BR>alpha-Hydroxytoluol<BR>Benzoylalkohol<BR>Phenylmethanol
    BnOH;Bentalol;bentanol;euxylk100;FEMA 2137;benzylicum;NCI-C06111;Benzalcohol;argopore-oh;Benzylalchol
  • CBNumber:CB3852587
  • Summenformel:C7H8O
  • Molgewicht:108.14
  • MOL-Datei:100-51-6.mol
Benzylalkohol physikalisch-chemischer Eigenschaften
  • Schmelzpunkt: :-15 °C
  • Siedepunkt: :205 °C
  • Dichte :1.045 g/mL at 25 °C(lit.)
  • Dampfdichte :3.7 (vs air)
  • Dampfdruck :13.3 mm Hg ( 100 °C)
  • Brechungsindex :n20/D 1.539(lit.)
  • FEMA  :2137 | BENZYL ALCOHOL
  • Flammpunkt: :201 °F
  • storage temp.  :2-8°C
  • Löslichkeit :H2O: 33 mg/mL, clear, colorless
  • Aggregatzustand :Liquid
  • Farbe :APHA: ≤20
  • Relative polarity :0.608
  • Geruch (Odor) :Mild, pleasant.
  • Explosionsgrenze :1.3-13%(V)
  • Wasserlöslichkeit :4.29 g/100 mL (20 ºC)
  • Merck  :14,1124
  • JECFA Number :25
  • BRN  :878307
  • Expositionsgrenzwerte :No exposure limit is set. Because of its low vapor pressure and low toxicity, the health hazard to humans from occupational exposure should be very low.
  • InChIKey :WVDDGKGOMKODPV-UHFFFAOYSA-N
  • CAS Datenbank :100-51-6(CAS DataBase Reference)
  • NIST chemische Informationen :Benzyl alcohol(100-51-6)
  • EPA chemische Informationen :Benzenemethanol(100-51-6)
Sicherheit

Benzyl alcohol Chemische Eigenschaften,Einsatz,Produktion Methoden

  • ERSCHEINUNGSBILD FARBLOSE FLüSSIGKEIT MIT CHARAKTERISTISCHEM GERUCH.
  • CHEMISCHE GEFAHREN Reagiert mit starken Oxidationsmitteln. Greift einige Kunststoffarten an. Beim Verbrennen Bildung giftiger Gase mit Kohlenmonoxid.
  • ARBEITSPLATZGRENZWERTE TLV nicht festgelegt (ACGIH 2005).
    MAK: IIb (nicht festgelegt, aber Informationen vorhanden) (DFG 2005).
  • AUFNAHMEWEGE Aufnahme in den Körper durch Inhalation der Dämpfe und durch Verschlucken.
  • INHALATIONSGEFAHREN Nur ungenügende Angaben vorhanden über die Geschwindigkeit, mit der eine gesundheitsschädliche Konzentration in der Luft beim Verdampfen bei 20°C erreicht wird.
  • WIRKUNGEN BEI KURZZEITEXPOSITION WIRKUNGEN BEI KURZZEITEXPOSITION:
    Das Aerosol reizt die Augen und die Haut. Möglich sind Auswirkungen auf das Nervensystem.
  • WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION Wiederholter oder andauernder Kontakt kann zu Hautsensibilisierung führen.
  • LECKAGE Ausgelaufene Flüssigkeit in abdichtbaren Behältern sammeln. Reste mit Sand oder inertem Absorptionsmittel aufnehmen und an einen sicheren Ort bringen. Persönliche Schutzausrüstung: Atemschutzfilter für organische Gase und Dämpfe.
  • R-Sätze Betriebsanweisung: R20/22:Gesundheitsschädlich beim Einatmen und Verschlucken.
    R63:Kann das Kind im Mutterleib möglicherweise schädigen.
    R43:Sensibilisierung durch Hautkontakt möglich.
    R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
    R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
    R45:Kann Krebs erzeugen.
    R40:Verdacht auf krebserzeugende Wirkung.
  • S-Sätze Betriebsanweisung: S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
    S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
    S24/25:Berührung mit den Augen und der Haut vermeiden.
    S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
    S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
  • Aussehen Eigenschaften C7H8O; Phenylcarbinol. Farblose Flüssigkeit mit charakteristischem Geruch.
  • Gefahren für Mensch und Umwelt Gesundheitsschädlich beim Einatmen und Verschlucken.
    Resorption führt zu ZNS-Störungen.
    Nicht mit Oxidationsmitteln, Nichtmetallhalogeniden, Polymerisationsinitiatoren oder konz. Schwefelsäure in Berührung bringen.
    LD50 (oral, Mensch): 500 mg/kg
  • Schutzmaßnahmen und Verhaltensregeln Geeignete Schutzhandschuhe als kurzzeitiger Spritzschutz.
  • Verhalten im Gefahrfall Dämpfe nicht einatmen.
    Mit flüssigkeitsbindendem Material, z.B. Rench Rapid aufnehmen. Der Entsorgung zuführen. Nachreinigen.
    Pulver, Schaum.
    Brennbar. Dämpfe schwerer als Luft. Mit Luft Bildung explosionsfähiger Gemische möglich. Im Brandfall können gefährliche Dämpfe entstehen.
  • 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: Kein Erbrechen auslösen (Aspirationsgefahr!). Sofort Arzt hinzuziehen.
    Nach Kleidungskontakt: Kontaminierte Kleidung entfernen.
    Ersthelfer: siehe gesonderten Anschlag

  • Sachgerechte Entsorgung Als halogenfreie, organische Lösemittelabfälle.
  • Chemische Eigenschaften Benzyl alcohol occurs in many essential oils and foods. It is a colorless liquid with a weak, slightly sweet odor. Benzyl alcohol can be oxidized to benzaldehyde, for example, with nitric acid. Dehydrogenation over a copper–magnesium oxide–pumice catalyst also leads to the aldehyde. Esterification of benzyl alcohol results in a number of important fragrance and flavor materials. Diphenylmethane is prepared by a Friedel–Crafts reaction of benzyl alcohol and benzene with aluminum chloride or concentrated sulfuric acid. By heating benzyl alcohol in the presence of strong acids or strong bases, dibenzyl ether is formed.
    Synthesis. Benzyl alcohol is manufactured mainly by two processes.
    1) Benzyl chloride is hydrolyzed by boiling with aqueous solutions of alkali or alkaline-earth hydroxides or carbonates. By-product in this process is dibenzyl ether (up to 10%).
    2) Toluene is, in low conversion, oxidized, with air, in the liquid phase, to benzyl hydroperoxide, which yields mainly benzyl alcohol and some benzaldehyde upon hydrolysis, for example, in the presence of a cobalt salt. Benzyl alcohol thus obtained requires a more thorough purification for use in perfumes and flavors.
    Because of its relatively weak odor, benzyl alcohol is used in fragrance and flavor compositions mainly as a solvent and for dilution. It is the starting material for a large number of benzyl esters, which are important fragrance and flavor substances.
  • Verwenden Esters of benzyl alcohol are used in makingperfume, soap, flavoring, lotion, and ointment.It finds application in color photography;the pharmaceuticals industry, cosmetics,and leather dyeing; and as an insect repellent.It occurs in natural products such as oils ofjasmine and castoreum.
  • Verwenden antimicrobial, antipruritic
  • Verwenden manufacture of other benzyl Compounds. Pharmaceutic aid (antimicrobial). Solvent for gelatin, casein (when hot), solvent for cellulose acetate, shellac. Used in perfumery and in flavoring (mostly in form of its aliphatic esters). In microscopy as embedding material.
  • Verwenden benzyl alcohol is a preservative against bacteria, used in concentrations of 1 to 3 percent. It can cause skin irritation.
  • Definition ChEBI: An aromatic alcohol that consists of benzene bearing a single hydroxymethyl substituent.
  • Vorbereitung Methode Benzyl alcohol is prepared commercially by the distillation of benzyl chloride with potassium or sodium carbonate. It may also be prepared by the Cannizzaro reaction of benzaldehyde and potassium hydroxide.
  • Definition An aromatic primary alcohol. Phenylmethanol is synthesized by Cannizzaro’s reaction, which involves the simultaneous oxidation and reduction of benzenecarbaldehyde (benzaldehyde) by refluxing in an aqueous solution of sodium hydroxide:
    2C6H5CHO → C6H5CH2OH + C6H5COOH
    Phenylmethanol undergoes the reactions characteristic of alcohols, especially those in which the formation of a stable carbonium ion as an intermediate (C6H5CH2 +) enhances the reaction. Substitution onto the benzene ring is also possible; the –CH2OH group directs into the 2- or 4-position by the donation of electrons to the ring.
  • Trademarks Actamin c;Benhur;Bigram;B-neuron;Brophylline;D & m tablets;Dermaspray;Dex-a-vet;Duphaspasmin;Eclipse;Fertagyl;Hydraplex;Lidazon;Lokalin;Madinex;Omnadren;Orostat;Parkestaf;Procadolor;Reflex-spray;Solvidont;Sudocrem;Topic;Triofan.
  • Weltgesundheitsorganisation (WHO) Benzyl alcohol has been used as an antimicrobial agent in pharmaceutical preparations for many years. Parenteral administration of preparations containing 0.9% benzyl alcohol resulted in the death of 16 neonates in the USA in the early 1980s. Many countries subsequently warned against using such preparations in neonates. This decision is not applicable to the use of benzyl alcohol as a preservative in other circumstances or to its use in topical preparations and no country has placed a total ban on the compound.
  • Allgemeine Beschreibung A clear colorless liquid with a pleasant odor. Slightly denser than water. Flash point 194°F. Boiling point 401°F. Contact may irritate skin, eyes, and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.
  • Air & Water Reaktionen Slightly soluble in water.
  • Reaktivität anzeigen Attacks plastics. [Handling Chemicals Safely 1980. p. 236]. Acetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: an explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73 1967; J, Org. Chem. 28:1893 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].
  • Hazard Highly toxic.
  • Health Hazard Benzyl alcohol is a low acute toxicant witha mild irritation effect on the skin. Theirritation in 24 hours from the pure compoundwas mild on rabbit skin and moderateon pig skin. A dose of 750 μg producedsevere eye irritation in rabbits. The toxicityof benzyl alcohol is of low order,the effects varying with the species. Oralintake of high concentrations of this compoundproduced behavioral effects in rats.The symptoms progressed from somnolenceand excitement to coma. Intravenous administrationin dogs produced ataxia, dyspnea,diarrhea, and hypermotility in the animals.
    Adult and neonatal mice treated withbenzyl alcohol exhibited behavioral change,including sedation, dyspnea, and loss ofmotor function. Pretreatment with pyrazoleincreased the toxicity of benzyl alcohol. Withdisulfiram the toxicity remained unchanged.The study indicated that the acute toxicitywas due to the alcohol itself andnot to bezaldehyde, its primary metabolite(McCloskey et al. 1986).
  • Health Hazard Inhalation of vapor may cause irritation of upper respiratory tract. Prolonged or excessive inhalation may result in headache, nausea, vomiting, and diarrhea. In severe cases, respiratory stimulation followed by respiratory and muscular paralysis, convulsions, narcosis and death may result. Ingestion may produce severe irritation of the gastrointestinal tract, followed by nausea, vomiting, cramps and diarrhea; tissue ulceration may result. Contact with eyes causes local irritation. Material can be absorbed through skin with anesthetic or irritant effect.
  • Brandgefahr Benzyl alcohol is combustible.
  • Brandgefahr Flash Point (°F): 220 ℃, 213 ℃; Flammable Limits in Air (%): No data; Fire Extinguishing Agents: Alcohol foam, dry chemical, carbon dioxide; Fire Extinguishing Agents Not To Be Used: Water or foam may cause foaming; Special Hazards of Combustion Products: No data; Behavior in Fire: No data; Ignition Temperature (°F): 817; Electrical Hazard: No data; Burning Rate: 3.74 mm/min.
  • Chemische Reaktivität Reactivity with Water No reaction; Reactivity with Common Materials: Will attack some plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
  • Pharmazeutische Anwendungen Benzyl alcohol is an antimicrobial preservative used in cosmetics, foods, and a wide range of pharmaceutical formulations, including oral and parenteral preparations, at concentrations up to 2.0% v/v. The typical concentration used is 1% v/v, and it has been reported to be used in protein, peptide and small molecule products, although its frequency of use has fallen from 48 products in 1996, 30 products in 2001, to 15 products in 2006. In cosmetics, concentrations up to 3.0% v/v may be used as a preservative. Concentrations of 5% v/v or more are employed as a solubilizer, while a 10% v/v solution is used as a disinfectant.
    Benzyl alcohol 10% v/v solutions also have some local anesthetic properties, which are exploited in some parenterals, cough products, ophthalmic solutions, ointments, and dermatological aerosol sprays.
    Although widely used as an antimicrobial preservative, benzyl alcohol has been associated with some fatal adverse reactions when administered to neonates. It is now recommended that parenteral products preserved with benzyl alcohol, or other antimicrobial preservatives, should not be used in newborn infants if at all possible.
  • Kontakt-Allergie Benzyl alcohol is mainly a preservative, mostly used in topical antimycotic or corticosteroid ointments. It is also a component catalyst for epoxy resins and is contained in the color developer C-22. As a fragrance allergen, it has to be mentioned by name in cosmetics within the EU.
  • Sicherheit(Safety) Benzyl alcohol is used in a wide variety of pharmaceutical formulations. It is metabolized to benzoic acid, which is further metabolized in the liver by conjugation with glycine to form hippuric acid, which is excreted in the urine.
    Ingestion or inhalation of benzyl alcohol may cause headache, vertigo, nausea, vomiting, and diarrhea. Overexposure may result in CNS depression and respiratory failure. However, the concentrations of benzyl alcohol normally employed as a preservative are not associated with such adverse effects.
    Reports of adverse reactions to benzyl alcohol used as an excipient include toxicity following intravenous administration; neurotoxicity in patients administered benzyl alcohol in intrathecal preparations; hypersensitivity, although relatively rare; and a fatal toxic syndrome in premature infants.
    The fatal toxic syndrome in low-birth-weight neonates, which includes symptoms of metabolic acidosis and respiratory depression, was attributed to the use of benzyl alcohol as a preservative in solutions used to flush umbilical catheters. As a result of this, the FDA has recommended that benzyl alcohol should not be used in such flushing solutions and has advised against the use of medicines containing preservatives in the newborn.
    The WHO has set the estimated acceptable daily intake of the benzyl/benzoic moiety at up to 5 mg/kg body-weight daily.
    LD50 (mouse, IV): 0.32 g/kg
    LD50 (mouse, oral): 1.36 g/kg
    LD50 (rat, IP): 0.4 g/kg
    LD50 (rat, IV): 0.05 g/kg
    LD50 (rat, oral): 1.23 g/kg
  • Lager Benzyl alcohol oxidizes slowly in air to benzaldehyde and benzoic acid; it does not react with water. Aqueous solutions may be sterilized by filtration or autoclaving; some solutions may generate benzaldehyde during autoclaving.
    Benzyl alcohol may be stored in metal or glass containers. Plastic containers should not be used; exceptions to this include polypropylene containers or vessels coated with inert fluorinated polymers such as Teflon.
    Benzyl alcohol should be stored in an airtight container, protected from light, in a cool, dry place.
  • läuterung methode It is usually purified by careful fractional distillation under reduced pressure in the absence of air. Benzaldehyde, if present, can be detected by UV absorption at 283nm. It has also been purified by shaking with aqueous KOH and extracting with peroxide-free diethyl ether. After washing with water, the extract is treated with saturated NaHS solution, filtered, washed, dried with CaO and distilled under reduced pressure [Mathews J Am Chem Soc 48 562 1926]. Peroxy compounds can be removed by shaking with a solution of Fe2+ followed by washing the alcohol layer with distilled water and fractionally distilling it. [Beilstein 6 IV 2222.]
  • Inkompatibilitäten Benzyl alcohol is incompatible with oxidizing agents and strong acids. It can also accelerate the autoxidation of fats. Although antimicrobial activity is reduced in the presence of nonionic surfactants, such as polysorbate 80, the reduction is less than is the case with hydroxybenzoate esters or quaternary ammonium compounds.
    Benzyl alcohol is incompatible with methylcellulose and is only slowly sorbed by closures composed of natural rubber, neoprene, and butyl rubber closures, the resistance of which can be enhanced by coating with fluorinated polymers. However, a 2% v/v aqueous solution in a polyethylene container, stored at 208℃, may lose up to 15% of its benzyl alcohol content in 13 weeks. Losses to polyvinyl chloride and polypropylene containers under similar conditions are usually negligible. Benzyl alcohol can damage polystyrene syringes by extracting some soluble components
  • Regulatory Status Included in the FDA Inactive Ingredients Database (dental injections, oral capsules, solutions and tablets, topical, and vaginal preparations). Included in parenteral and nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.
Benzyl alcohol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Benzylalkohol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
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100-51-6, Benzyl alcohol Verwandte Suche:
  • (Hydroxymethyl)benzene
  • alcoolbenzylique
  • Bentalol
  • benzalalcohol
  • Benzalcohol
  • Benzenemethan-lo
  • benzenmethanol
  • Benzoyl alcohol
  • benzoylalcohol
  • Benzylalchol
  • benzylicum
  • enzylalcohol
  • euxylk100
  • Methanol benzene
  • Methanol, phenyl-
  • NCI-C06111
  • Phenmethylol
  • phenolcarbinol
  • phenyl-methano
  • RARECHEM AL BD 0531
  • PHENYLMETHYL ALCOHOL
  • PHENYLMETHANOL
  • PHENYLCARBINOL
  • A-HYDROXYTOLUENE
  • alpha-toluenol
  • ALPHA-HYDROXYTOLUENE
  • ALCOHOL BENZYLICUS
  • FEMA 2137
  • BENZENECARBINOL
  • BENZENEMETHANOL
  • BENZYL ALCOHOL
  • argopore-oh
  • Benzyl alcohol 98+%
  • Benzyl Alcohol BP
  • Poly(4-hydroxymethyl)styrene
  • Acetic aldhyde natural
  • BENZYL ALCOHOL ACS REAGENT
  • BENZYL ALCOHOL NEUTRAL MARKER FORCAPILLA RY ELECTRO
  • BENZYL ALCOHOL OEKANAL
  • BENZYL ALCOHOL, ANHYDROUS, 99.8%
  • BENZYL ALCOHOL, 4X25 ML
  • BENZYL ALCOHOL R. G.
  • BENZYL ALCOHOL, ACS
  • BENZYL ALCOHOL EXTRA PURE, DAB, PH. EUR. , B.P.
  • BENZYLALKOHOL REINST SJ
  • BENZYL ALCOHOL, REAGENTPLUS, >=99%
  • Alcohol benzylicus, Benzenemethanol
  • Benzyl Alcohol SS
  • Benzyl Alcohol, Reagent
  • Benzyl alcohol, 99%, pure
  • BENZYL ALCOHOL, FOR ANALYSIS
  • BENZYL ALCOHOL, WATER <50PPM, EXTRA DRY
  • Benzyl alcoholAcroSealExtra Dry
  • Benzyl alcohol,98+%,Extra Dry
  • Benzyl alcohol, AcroSeal, Extra Dry, 98+%
  • Benzyl alcohol,Benzenemethanol
  • Benzyl alcohol,Alcohol benzylicus, Benzenemethanol
  • Benzyl alcohol, synthesis grade