Methylmethacrylat

Methyl Methacrylate

HCID 6658CAS 80-62-6

Grundinformationen

Standard-SMILES
C=C(C)C(=O)OC
InChIKey
VVQNEPGJFQJSBK-UHFFFAOYSA-N
Summenformel
C5H8O2
Durchschnittliche Molmasse
100,12 g/mol
Monoisotopische Masse
100,05242949

Namen und Bezeichner

Bevorzugter Name
Methyl Methacrylate
IUPAC
methyl 2-methylprop-2-enoate
Lokaler Name
Methylmethacrylat
Englischer Name
Methyl methacrylate
Summenformel
C5H8O2
Molmasse
100.12

Namen und Synonyme

METHYL METHACRYLATE80-62-6methyl 2-methylprop-2-enoateMethylmethacrylatePegalanMethacrylic acid methyl esterMethyl methylacrylateMethyl 2-methylpropenoateAcryester MDiakonMethyl-methacrylatMethyl 2-methyl-2-propenoate
Weitere Namen anzeigen
MMAMmeMethylmetacrylateMETHYL METACRYLAT
2-Propenoic acid, 2-methyl-, methyl esterMetakrylan metyluMetil metacrilatoMethylmethacrylaat2-(Methoxycarbonyl)-1-propene2-Methyl-2-propenoic acid methyl esterMethacrylate de methyleMethyl 2-methylacrylate

Datenbank-Bezeichner

CAS
80-62-6
PubChem CID
6658
DTXSID
DTXSID2020844
ChEMBL
CHEMBL49996
ChEBI
CHEBI:34840
UNII
196OC77688
EC Number
201-297-1
Nikkaji
J3.532G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,4
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
2
Schwere Atome
7

Physikochemische Eigenschaften

Schmelzpunkt
-48 °C · -48 °C (lit.)
Siedepunkt
100 °C · 100 °C (lit.)
Dichte
0.936 g/mL · 0.936 g/mL at 25 °C (lit.)
Dampfdichte
3.5 · 3.5 (vs air)
Dampfdruck
29 mm · 29 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.414(lit.)

Sicherheit und Regulatorisches

Sicherheitsdaten

OEB
A
OEL
TWA: 100 ppm (410 mg/m3)
wgk
1
IDLA
1,000 ppm
tsca
TSCA listed
ridadr
UN 1247 (METHYL METHACRYLATE MONOMER, STABILIZED)

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungMethyl methacrylate is an organic compound with the formula CH2=C(CH3)COOCH3. This colourless liquid, the methyl ester of methacrylic acid (MAA) is a monomer produced on a large scale for the production of poly(methyl methacrylate) (PMMA).

VerwendenThe principal application, consuming approximately 80% of the MMA, is the manufacture of poly methyl methacrylate acrylic plastics (PMMA). Methyl methacrylate is also used for the production of the co-polymer methyl methacrylate-butadiene-styrene (MBS), used as a modifier for PVC. Another application is as cement used in total hip replacements as well as total knee replacements. Used as the "grout" by orthopedic surgeons to make the bone inserts fix into bone, it greatly reduces post-operative pain from the insertions but has a finite lifespan. Typically the lifespan of methyl methacrylate as bone cement is 20 years before revision surgery is required. Cemented implants are usually only done in elderly populations that require more immediate short term replacements. In younger populations, cementless implants are used because their lifespan is considerably longer. Also used in fracture repair in small exotic animal species using internal fixation.

Darstellung

synthetischePrepared by the esterification of methacrylamide sulfate with methanol.

Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Methyl methacrylate is an enoate ester having methacrylic acid as the carboxylic acid component and methanol as the alcohol component. It has a role as an allergen and a polymerisation monomer. It is an enoate ester and a methyl ester. It is functionally related to a methacrylic acid.

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