Methylacrylat

Methyl acrylate Struktur
96-33-3
CAS-Nr.
96-33-3
Bezeichnung:
Methylacrylat
Englisch Name:
Methyl acrylate
Synonyma:
Methacrylate;ACRYLIC ACID METHYL ESTER;Methyl prop-2-enoate;METHYL PROPENOATE;Methyl Acrilate;Methyl propenate;CH2=CHCOOCH3;curithane103;Curithane 103;Metilacrilato
CBNumber:
CB8669773
Summenformel:
C4H6O2
Molgewicht:
86.09
MOL-Datei:
96-33-3.mol

Methylacrylat Eigenschaften

Schmelzpunkt:
-75 °C (lit.)
Siedepunkt:
80 °C (lit.)
Dichte
0.956 g/mL at 25 °C (lit.)
Dampfdichte
3 (vs air)
Dampfdruck
67.5 mm Hg ( 20 °C)
Brechungsindex
n20/D 1.402(lit.)
Flammpunkt:
26.6 °F
storage temp. 
2-8°C
Löslichkeit
60g/l
Aggregatzustand
Liquid
Farbe
Clear
Geruch (Odor)
acrid odor
Explosionsgrenze
2.8%(V)
Odor Threshold
0.0035ppm
Wasserlöslichkeit
60 g/L (20 ºC)
Sensitive 
Light Sensitive
Merck 
14,6011
BRN 
605396
Henry's Law Constant
(x 10-4 atm?m3/mol): 1.3 at 20 °C (approximate - calculated from water solubility and vapor pressure)
Expositionsgrenzwerte
TLV-TWA 10 ppm (~35 mg/m3) (ACGIH and MSHA), TLV-TWA skin 10 ppm (~35 mg/m3) (OSHA); IDLH 1000 ppm (NIOSH).
Dielectric constant
7.1200000000000001
Stabilität:
Stable. Incompatible with bases, acids, oxidizing agents, peroxides. May polymerize on exposure to light. Highly flammable. Commercial product may be inhibited by the presence of hydroquinone monomethyl ether.
LogP
0.739 at 25℃
CAS Datenbank
96-33-3(CAS DataBase Reference)
IARC
2B (Vol. 39, Sup 7, 71, 122) 2019
NIST chemische Informationen
2-Propenoic acid, methyl ester(96-33-3)
EPA chemische Informationen
Methyl acrylate (96-33-3)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher F,Xn
R-Sätze: 11-20/21/22-36/37/38-43
S-Sätze: 9-25-26-33-36/37-43-43A
RIDADR  UN 1919 3/PG 2
OEB A
OEL TWA: 10 ppm (35 mg/m3) [skin]
WGK Germany  2
RTECS-Nr. AT2800000
8
Selbstentzündungstemperatur 874 °F
TSCA  Yes
HS Code  2916 12 00
HazardClass  3
PackingGroup  II
Giftige Stoffe Daten 96-33-3(Hazardous Substances Data)
Toxizität LD50 orally in rats: 0.3 g/kg (Smyth, Carpenter)
IDLA 250 ppm
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H225 Flüssigkeit und Dampf leicht entzündbar. Entzündbare Flüssigkeiten Kategorie 2 Achtung GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H331 Giftig bei Einatmen. Akute Toxizität inhalativ Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
H412 Schädlich für Wasserorganismen, mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 3 P273, P501
Sicherheit
P210 Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P273 Freisetzung in die Umwelt vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P303+P361+P353 BEI BERÜHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.

Methylacrylat Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD

FARBLOSE FLüSSIGKEIT MIT STECHENDEM GERUCH.

PHYSIKALISCHE GEFAHREN

Die Dämpfe sind schwerer als Luft. Sie können sich am Boden ausbreiten. Fernzündung möglich. Die Dämpfe sind nicht stabilisiert. Sie können polymerisieren und Lüftungsöffnungen blockieren.

CHEMISCHE GEFAHREN

Kann spontan polymerisieren beim Erwärmen, unter Einfluss von Licht und bei Kontakt mit Peroxiden. Reagiert sehr heftig mit starken Säuren, starken Basenund starken Oxidationsmitteln unter Feuer- und Explosionsgefahr.

ARBEITSPLATZGRENZWERTE

TLV: 2 ppm (als TWA); Hautresorption; Sensibilisierung; Krebskategorie A4 (nicht klassifizierbar als krebserzeugend für den Menschen); (ACGIH 2005).
MAK: 5 ppm, 18 mg/m? Spitzenbegrenzung: überschreitungsfaktor I(1); Sensibilisierung der Haut; Schwangerschaft: Gruppe D (DFG 2006).

AUFNAHMEWEGE

Aufnahme in den Körper durch Inhalation, über die Haut und durch Verschlucken.

INHALATIONSGEFAHREN

Beim Verdampfen bei 20°C kann sehr schnell eine gesundheitsschädliche Kontamination der Luft eintreten.

WIRKUNGEN BEI KURZZEITEXPOSITION

WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Haut und die Atemwege, und reizt stark die Augen.

WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION

Wiederholter oder andauernder Kontakt kann zu Hautsensibilisierung führen.

LECKAGE

Zündquellen entfernen. Ausgelaufene Flüssigkeit in abgedeckten Behältern sammeln. Reste mit Sand oder inertem Absorptionsmittel aufnehmen und an einen sicheren Ort bringen. NICHT in die Umwelt gelangen lassen. Persönliche Schutzausrüstung: Atemschutzfilter für organische Gase und Dämpfe. Chemikalienschutzanzug.

R-Sätze Betriebsanweisung:

R11:Leichtentzündlich.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R43:Sensibilisierung durch Hautkontakt möglich.

S-Sätze Betriebsanweisung:

S9:Behälter an einem gut gelüfteten Ort aufbewahren.
S25:Berührung mit den Augen vermeiden.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S33:Maßnahmen gegen elektrostatische Aufladungen treffen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S43:Zum Löschen . . . (vom Hersteller anzugeben) verwenden (wenn Wasser die Gefahr erhöht, anfügen: "Kein Wasser verwenden").

Beschreibung

Methyl acrylate is an organic compound with the formula CH2CHCO2CH3. It is the methyl ester of acrylic acid. It is a colourless liquid with a characteristic acrid odor. It is mainly produced to make acrylate fiber, which is used to weave synthetic carpets. It is also a reagent in the synthesis of various pharmaceutical intermediates.

Chemische Eigenschaften

Methyl acrylate is a clear, colorless, corrosive liquid with a sharp, fruity odor. It is soluble in water and completely miscible with most organic solvents.
Methyl acrylate
Methyl acrylate has a variety of industrial uses. the more important commercial uses of methyl acrylate include the preparation of thermoplastic coatings, use in the manufacture of acrylic and modacrylic fibers. In the fiber application, methyl acrylate is used as a comonomer with acrylonitrile. These acrylic fibers usually contain about 85% acrylonitrile and are used to fabricate clothing, blankets, carpets, and curtains. Other uses of methyl acrylate include coatings, adhesives, textile backcoatings, elastomers, plastics, and it is also found in ionic exchange resins, barrier film resins, antioxidant intermediates and acrylic fibers.

Physikalische Eigenschaften

Clear, colorless, flammable liquid with a heavy, sweet, pungent odor. An odor threshold concentration of 3.5 ppbv was reported by Nagata and Takeuchi (1990).

Verwenden

Methyl acrylate is a monomer used in the manufacture of acrylic fibers, plastic films, textiles, papercoatings, and other acrylate ester resins. It is also used in amphoteric surfactants.

Definition

methacrylate: A salt or ester ofmethacrylic acid (2-methylpropenoicacid).

synthetische

Acrylate esters can be produced in a number of ways. The most commonly used method, developed in 1970, involves a propylene oxidation process. The reaction occurs initially with the oxidation of propylene to acrolein, which in turn is oxidized to acrylic acid. Once the acrylic acid is formed, it is reacted with methanol which causes the formation of the methyl acrylate. This reaction is shown as follows:
manufacture of methyI acrylate
An older method, the Reppe process, involves reacting acetylene with nickel carbonyl and methyl alcohol in the presence of an acid to produce methyl acrylate.
More recent methods for producing acrylate esters involve the use of organic carbonates as esterifying agents or isolating 2-halo- 1-alkenes from hydrocarbon feedstocks to produce the acrylate esters (Haggin, 1985).

Vorbereitung Methode

Methyl acrylate is manufactured via a reaction of nickel carbonyl and acetylene with methanol in the presence of an acid; more commonly, however, it is manufactured via oxidation of propylene to acrolein and then to acrylic acid. The acid is reacted with methanol to yield the ester.

Allgemeine Beschreibung

Colorless volatile liquid with an acrid odor. Flash point 27°F. Vapors may irritate the eyes and respiratory system. Highly toxic by inhalation, ingestion and skin absorption. Less dense than water (0.957 gm / cm3) and slightly soluble in water, hence floats on water. Vapors heavier than air.

Air & Water Reaktionen

Highly flammable. Forms peroxides when exposed to air that may initiate spontaneous, exothermic polymerization. Peroxide formation usually proceeds slowly. Slightly soluble in water.

Reaktivität anzeigen

METHYL ACRYLATE ignites readily when exposed to heat, flame or sparks. Offers a dangerous fire and explosion hazard. Reacts vigorously with strong oxidizing materials. Forms peroxides when exposed to air that may initiate spontaneous exothermic polymerization. Peroxide formation usually proceeds slowly. Added inhibitor retards polymerization. If the inhibitor is consumed during long storage, explosive polymerization may occur [MCA Case History No. 2033]. Also subject to strongly exothermic polymerization if heated for prolonged periods or contaminated.

Hazard

Flammable, dangerous fire and explosion risk. Toxic by inhalation, ingestion, and skin absorption; irritant to skin, eyes and upper respiratory tract irritant; eye damage. Questionable carcinogen.

Health Hazard

The liquid is a strong irritant, and prolongedcontact with the eyes or skin may causesevere damage. Inhalation of its vapors cancause lacrimation, irritation of respiratorytract, lethargy, and at high concentrations,convulsions. One-hour exposure to a concen tration of 700–750 ppm in air caused deathto rabbits. The oral toxicity of methyl acry late in animals varied from low to moderate,depending on species, the LD50 values ranging between 250 and 850 mg/kg. The liquidmay be absorbed through the skin, producingmild toxic effects.

Brandgefahr

Flammable liquid; flash point (closed cup) -4°C (25°F), (open cup) -3°C (27°F); vapor pressure 68 torr at 20°C (68°F); vapor density 3.0 (air = 1); the vapor is heavier than air and can travel a considerable distance to a source of ignition and flashback; autoignition tem perature not established; fire-extinguishing agent: dry chemical, CO2, or “alcohol” foam; use water to keep the fire-exposed containers cool and to flush or dilute any spill; the vapors may polymerize and block the vents.
The vapors of methyl acrylate form explo sive mixtures with air, over a relatively wide range; the LEL and UEL values are 2.8 and 25.0% by volume in air, respectively. Methyl acrylate undergoes self-polymerization at 25°C (77°F). The polymerization reaction proceeds with evolution of heat and the increased pressure can cause rupture of closed containers. The reaction rate is accelerated by heat, light, or peroxides. Vigorous to violent reaction may occur when mixed with strong oxidizers (especially nitrates and peroxides) and strong alkalie.

Sicherheitsprofil

Poison by ingestion and intraperitoneal routes. Moderately toxic by skin contact. Mddly toxic by inhalation. Human systemic effects by inhalation: olfaction effects, eye effects, and respiratory effects. A skin and eye irritant. Mutation data reported. Chronic exposure has produced injury to lungs, liver, and kidneys in experimental animals. Questionable carcinogen. Dangerously flammable when exposed to heat, flame, or oxidzers. Dangerous explosion hazard in the form of vapor when exposed to heat, sparks, or flame. Can react vigorously with oxidzing materials. A storage hazard; it forms peroxides, which may initiate exothermic polymerization. To fight fire, use foam, COa, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Sicherheit(Safety)

It is an acute toxin with an LD50 (rats, oral) of 300 mg/kg and a TLV of 10 ppm.

mögliche Exposition

Methyl acrylate is used in production of acrylates, copolymers, barrier resins; and surfactants for shampoos; as a monomer in the manufacture of polymers for plastic films, textiles, paper, and leather coating resins. It is also used as a pesticide intermediate and in pharmaceutical manufacture.

Carcinogenicity

Methyl acrylate was not shown to be carcinogenic in male and female rats in a lifetime inhalation study. Not listed by ACGIH, California Proposition 65, IARC, NTP, or OSHA.

Environmental Fate

Photolytic. Polymerizes on standing and is accelerated by heat, light, and peroxides (Windholz et al., 1983). Methyl acrylate reacts with OH radicals in the atmosphere (296 K) and aqueous solution at rates of 3.04 x 10-12 and 2.80 x 10-12 cm3/molecule?sec, respectively (Wallington et al., 1988b).
Chemical/Physical. Begins to polymerize at 80.2 °C (Weast, 1986). Slowly hydrolyzes in water forming methyl alcohol and acrylic acid (Morrison and Boyd, 1971). Based on a hydrolysis rate constant of 0.0779/M?h at pH 9 at 25 °C, an estimated half-life of 2.8 yr at pH 7 was reported (Roy, 1972). The reported rate constant for the reaction of methacrylonitrile with ozone in the gas phase is 2.91 x 10-18 cm3 mol/sec (Munshi et al., 1989a).

Lager

Methyl acrylate is stored in a flammable materials storage room or cabinet below 20°C (68°F), separated from oxidizing substances. It is inhibited with 200 ppm ofhydroquinone monomethyl ether to preventself-polymerization. It is shipped in bottles,cans, drums, or tank cars.

Versand/Shipping

UN1919 Methyl acrylate, stabilized, Hazard Class: 3; Labels: 3-Flammable liquid.

läuterung methode

Wash the ester repeatedly with aqueous NaOH until free from inhibitors (such as hydroquinone), then wash it with distilled water, dry (CaCl2) and fractionally distil it under reduced pressure in an all-glass apparatus. Seal it under nitrogen and store it at 0o in the dark. [Bamford & Han J Chem Soc, Faraday Trans 1 78 855 1982, Beilstein 2 IV 1457.]

Inkompatibilitäten

Forms explosive mixture in air. Incompatible with nitrates, oxidizers, such as peroxides, strong alkalis. Polymerizes easily from heat, light, peroxides; usually contains an inhibitor, such as hydroquinone.

Waste disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal

Methylacrylat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte

96-33-3(Methylacrylat)Verwandte Suche:


  • Methyl acrylate, 99%, stab. with ca 15ppm 4-methoxyphenol
  • Methyl Acrylate (stabilized with MEHQ)
  • Methyl Acrylate 
  • METHYL ACRYLATE (STABILISED WITH HYDROQU
  • Acrylate de methyle
  • acrylatedemethyle
  • AKOS BBS-00004387
  • METHYL ACRYLATE
  • METHYL 2-PROPENOATE
  • 2-PROPENOIC ACID METHYL ESTER
  • [sri773]methylacrylate,monomer
  • 2-Propenoicacidmethylesetr
  • propenoicacidmethylester
  • Methyl acrylate 99%, contains <=100 ppM MonoMethyl ether hydroquinone as inhibitor
  • Acrylic acid-m
  • METHYL ACRYLATE, STAB.
  • METHYL ACRYLATE, STANDARD FOR GC
  • MethylAcrylateForSynthesis
  • Methylacrylate,99%
  • MA Methyl 2-propenoate Acrylic Acid Methyl Ester
  • Methyl acrylate, stabilized with &ap:15ppm 4-methoxyphenol
  • acrylatedemethyle(french)
  • Acrylsaeuremethylester
  • CH2=CHCOOCH3
  • Curithane 103
  • curithane103
  • Methoxycarbonylethylene
  • Methyl acrylate, inhibited
  • Methyl ester acrylic acid
  • Methyl ester of 2-propenoic acid
  • Methylacrylaat
  • Methyl-acrylat
  • methylacrylate,inhibited
  • Methylester kyseliny akrylove
  • methylesterkyselinyakrylove
  • methylpropenate
  • Metilacrilato
  • propenoicacid,methylester
  • Methyl acrylate, stabilized, 99%
  • Acrylsuremethylester
  • methyl acrylate methyl propenoate
  • Methyl acrylate paste
  • Methyl acrylate, 99%, stabilized
  • 2-Propenoic acid methyl
  • Acrylic acid methyl
  • Methyl acrylate, stabilized, 99% 10ML
  • Methyl acrylate, stabilized, 99% 1LT
  • Methyl Acrylate (stabilized with MEHQ)>
  • MethylAcrylateSolution,1000mg/L,1ml
  • Methyl acrylate ISO 9001:2015 REACH
  • Methyl acrylate (MA), AR, 98.5%, contains 0.05% MEHQ as stabilizer
  • Piroxicam-D3 N-&beta
  • Methotrexate &gamma
  • Trandolaprilat 2-Benzyl Ester 1&rsquo
  • -D-Glucuronide (90%)
  • Aspartic Acid &alpha
  • -benzyl ester alpha-tert-butyl ester hydrochloride
  • -D-Glucuronide 6&rsquo
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