Benzyl chloromethyl ether

Bezeichnung:Benzyl chloromethyl ether

CAS-Nr3587-60-8

Englisch Name:Benzyl chloromethyl ether

CBNumberCB2130648

SummenformelC8H9ClO

Molgewicht156.61

MOL-Datei3587-60-8.mol

Benzyl chloromethyl ether physikalisch-chemischer Eigenschaften

Siedepunkt	102 °C/14 mmHg (lit.)
Dichte	1.126 g/mL at 20 °C (lit.)
Brechungsindex	n20/D 1.527
Flammpunkt	91 °C
storage temp.	2-8°C
Löslichkeit	Chloroform (Sparingly), Ethyl Acetate (Slightly)
Aggregatzustand	Liquid
Farbe	Clear colorless to pale yellow
Wasserlöslichkeit	Soluble in water [2.7 g/L (25 C)]
BRN	1364034
Stabilität	Moisture Sensitive, Toxic
InChIKey	LADPCMZCENPFGV-UHFFFAOYSA-N
CAS Datenbank	3587-60-8(CAS DataBase Reference)
NIST chemische Informationen	Benzyl chloromethyl ether(3587-60-8)

Sicherheit

Kennzeichnung gefährlicher	T,Xn,N
R-Sätze:	45-22-23-37/38-41-48/22-36/37/38-20/21/22-50-43
S-Sätze:	53-26-39-45-36/37/39-36-61
RIDADR	UN 2810 6.1/PG 3
WGK Germany	3
F	19-21
HazardClass	6.1(b)
PackingGroup	III
HS Code	29093090

Gefahreninformationscode (GHS)

Benzyl chloromethyl ether Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R45:Kann Krebs erzeugen.
R22:Gesundheitsschädlich beim Verschlucken.
R23:Giftig beim Einatmen.
R37/38:Reizt die Atmungsorgane und die Haut.
R41:Gefahr ernster Augenschäden.
R48/22:Gesundheitsschädlich: Gefahr ernster Gesundheitsschäden bei längerer Exposition durch Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S39:Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Benzyl chloromethyl ether is a powerful alkylating agent and a potential carcinogen. It is also a mild lachrymator, reacting with water and alcohols to form hydrogen chloride. The process should be performed in a hood and inhalation and skin contact should be avoided.
Chemische Eigenschaften
Colorless liquid
Verwenden
Benzyl chloromethyl ether is employed in the introduction of benzoyloxy- and hydroxymethyl groups.
Application
Benzyl chloromethyl ether is mainly used in organic chemistry as a reagent for the synthesis of various compounds and as a solvent for organic reactions. It is also used as a catalyst for the synthesis of many compounds such as pesticides, dyes and surfactants. In addition, it contributes to the manufacture of polymers such as polystyrene and polyurethane, and polymers for drug delivery systems and tissue engineering scaffolds in the pharmaceutical field.
synthetische
Benzyl chloromethyl ether is prepared from benzyl alcohol, aqueous formaldehyde and hydrogen chloride. The specific synthesis steps are as follows:
A 1-l, three-necked flask equipped with an overhead mechanical stirrer with a Teflon paddle, gas-inlet tube, thermometer, and a calcium chloride drying tube is charged with 216 g. (2.00 moles) of benzyl alcohol and 66 g. (2.20 moles as CH2O) of paraformaldehyde. The resulting mixture is maintained at 20–25° with a water bath during addition of anhydrous hydrogen chloride at a moderate rate, with stirring. After approximately 2 hours the reaction is complete, as judged by the appearance of two clear homogeneous phases. The layers are separated, and the upper layer is diluted with 800 ml. of pentane and dried over anhydrous magnesium sulfate for 3 hours at 0°, with stirring. The drying agent is removed by filtration, 2–3 g. of anhydrous calcium chloride is added to the filtrate, and the solution is concentrated on a rotary evaporator. The residual liquid, which is nearly pure benzyl chloromethyl ether, is decanted, affording 260 g. (83%) of crude product. This crude benzyl chloromethyl ether, which is suitable for use in some applications, is stored over anhydrous calcium chloride at 0° under an inert atmosphere.
If further purification is desired, just prior to use the crude material (40 g.) may be distilled at approximately 3 mm from anhydrous calcium chloride, affording very pure benzyl chloromethyl ether (35 g.), b.p. 70–71° (3 mm).
Synthesis Reference(s)
Synthesis, p. 762, 1983 DOI: 10.1055/s-1983-30506

Benzyl chloromethyl ether Upstream-Materialien And Downstream Produkte

Benzyl chloromethyl ether Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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