Methacryloylchlorid

Bezeichnung:Methacryloylchlorid

CAS-Nr920-46-7

Englisch Name:Methacryloyl chloride

CBNumberCB0715425

SummenformelC4H5ClO

Molgewicht104.53

MOL-Datei920-46-7.mol

Synonyma

Methacryloylchlorid

Methacryloylchlorid physikalisch-chemischer Eigenschaften

Schmelzpunkt	-60°C
Siedepunkt	95-96 °C(lit.)
Dichte	1.08 g/mL at 20 °C
Brechungsindex	n20/D 1.442(lit.)
Flammpunkt	57 °F
storage temp.	2-8°C
Löslichkeit	Chloroform
Aggregatzustand	Liquid
Farbe	Clear to slightly colored
Wasserlöslichkeit	Miscible with alcohols, ethers and organic solvents. Slightly miscible with water.
Sensitive	Moisture Sensitive
BRN	878175
Stabilität	Light and Moisture Sensitive
InChIKey	VHRYZQNGTZXDNX-UHFFFAOYSA-N
CAS Datenbank	920-46-7(CAS DataBase Reference)
NIST chemische Informationen	Methacryloyl chloride(920-46-7)
EPA chemische Informationen	Methacryloyl chloride (920-46-7)

Sicherheit

Kennzeichnung gefährlicher	F,T+,Xi
R-Sätze:	11-26/27/28-34-26-22-43-52/53
S-Sätze:	26-28-36/37/39-45-27-16-33-29
RIDADR	UN 3383 6.1/PG 1
WGK Germany	3
RTECS-Nr.	OZ5791000
F	21
Hazard Note	Irritant
TSCA	Yes
HazardClass	6.1
PackingGroup	I
HS Code	29161900
Giftige Stoffe Daten	920-46-7(Hazardous Substances Data)

Gefahreninformationscode (GHS)

Methacryloyl chloride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R34:Verursacht Verätzungen.
R26:Sehr giftig beim Einatmen.
R22:Gesundheitsschädlich beim Verschlucken.
R43:Sensibilisierung durch Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S33:Maßnahmen gegen elektrostatische Aufladungen treffen.
S29:Nicht in die Kanalisation gelangen lassen.
Chemische Eigenschaften
clear slightly colored liquid
Verwenden
Methacryloyl chloride is used in the preparation of polymeric materials. It reacts with L-histidine and forms functional monomer. It is also used to prepare monomer 2-methacrylamido-caprolactam, amide monomers by amidation.
Application
Methacryloyl chloride is used in the manufacture of polymers:
Monomer 2-methacrylamido-caprolactam was prepared by reacting methacryloyl chloride with racemic a-amino-e-caprolactam.
Functional monomer was prepared by reacting methacryloyl chloride and L-histidine.
A series of amide monomers were synthesized by amidation of methacryloyl chloride with amines and grafted onto commercial poly(ether sulfone) (PES) membranes using irradiation from atmospheric pressure plasma (APP).
Reaction of methacryloyl chloride with the hydroxyl groups on the surfaces of HEMA/NVP microspheres was performed, leading to the introduction of polymerisable double bonds onto the surfaces of microspheres.
Star-shaped poly(d,l-lactide) oligomers with 2, 3 and 6 arms were synthesised, end-functionalised with methacryloyl chloride and photo-crosslinked in the presence of ethyl lactate as a non-reactive diluent.
Allgemeine Beschreibung
Methacryloyl chloride is the clear to slightly colored acid chloride of methacrylic acid. It appears as a liquid of density 1.07g/cm3, boiling point 95-96°C, and flash point 55°F. Highly toxic. Supplied in technical grades of varying purity. Monomethyl ether hydroquinone is added as a stabilizer to prevent auto polymerization. Reaction with diisopropyl ether in presence of metal salts is rigorous.
Air & Water Reaktionen
Highly flammable. Reacts with water to produce gaseous hydrogen chloride (corrosive and toxic).
Reaktivität anzeigen
Methacryloyl chloride is incompatible with strong oxidizing agents, alcohols, bases (including amines). Can polymerize violently; but the polymerization reaction can be inhibited by the addition of phenolthiazine. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
Hazard
Flammable and corrosive liquid.
läuterung methode
Purify the ester by fractional distillation. If it contains the acid (OH bands in the IR) then add redistilled SOCl2 (with cooling) and cuprous chloride (ca to 2%), reflux the mixture gently for 1hour and fractionate it through a 1metre column packed with glass helices. Redistillation then provides the acid chloride in high purity as a colourless liquid. It is necessary to keep the apparatus moisture free (use CaCl2 tubes), Stabilise it with 0.05% of 2,6-di-tert-butyl-4-methylphenol. [Lal & Green J Org Chem 20 1032 1955, Beilstein 2 IV 1537.]

Methacryloyl chloride Upstream-Materialien And Downstream Produkte

Methacryloylchlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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