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M55909

Sigma-Aldrich

Methyl methacrylate

contains ≤30 ppm MEHQ as inhibitor, 99%

Synonym(s):

Methacrylic acid methyl ester, Methyl 2-methylprop-2-enoate, Methyl 2-methylpropenoate

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About This Item

Linear Formula:
CH2=C(CH3)COOCH3
CAS Number:
80-62-6
Molecular Weight:
100.12
Beilstein/REAXYS Number:
605459
EC Number:
201-297-1
MDL number:
MFCD00008587
UNSPSC Code:
12162002
PubChem Substance ID:
24897022
NACRES:
NA.23

vapor density

3.5 (vs air)

Quality Level

200

vapor pressure

29 mmHg ( 20 °C)

assay

99%

autoignition temp.

815 °F

contains

≤30 ppm MEHQ as inhibitor

expl. lim.

12.5 %

refractive index

n20/D 1.414 (lit.)

bp

100 °C (lit.)

mp

−48 °C (lit.)

density

0.936 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(=O)C(C)=C

InChI

1S/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3

InChI key

VVQNEPGJFQJSBK-UHFFFAOYSA-N

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General description

Methyl methacrylate is an organic compound derived from methacrylic acid, which belongs to the class of acrylic acids. It is a highly reactive monomer and is commonly used in the production of polymers, specifically poly(methyl methacrylate) (PMMA). It is also used to synthesize various poly(methyl methacrylate) (PMMA) materials, which are transparent, hard, and durable. These materials have a wide range of applications, including optical lenses, optoelectronic devices, automotive parts, and medical devices. It is also a good solvent for several polymers and provides high adhesive strength.

Application

Methyl methacrylate can be used as a monomer to prepare:
  • Lanthanide-complex grafted poly(methyl methacrylate-co-maleic anhydride) copolymer. These luminescent polymers exhibit high thermal stability and can be used as luminous layers for optoelectronic devices.
  • Poly (methyl methacrylate) (PMMA), is a common material used in the production of lenses for concentrating photovoltaic (CPV) modules.
  • Polymethyl methacrylate, methyl methacrylate crosspolymer, and methyl methacrylate/glycol dimethacrylate crosspolymers. These polymers are used in cosmetic surgery, dentistry, and joint replacement.
  • Poly (methyl methacrylate) (PMMA)-based personalized medical devices.
Methyl methacrylate can be used as a monomer to prepare:
  • Interpenetrating methyl methacrylate-based polymeric networks with enhanced thermal and mechanical properties.
  • Poly(methyl methacrylate-co-hydroxyethyl methacrylate) (PMMA-co-PHEMA) copolymers by emulsion copolymerization. These copolymers form thermooxidatively stable and ductile films.
  • Poly(methyl methacrylate) nanoparticles through differential microemulsion polymerization.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Flam. Liq. 2 - Skin Irrit. 2 - Skin Sens. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

50.0 °F - closed cup

flash_point_c

10 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Daniel S Thoma et al.
Journal of periodontal & implant science, 49(3), 171-184 (2019-07-10)
To evaluate the effects of intra-alveolar socket grafting, subepithelial connective tissue grafts, and individualized abutments on peri-implant hard and soft tissue outcomes following immediate implant placement. This randomized experimental study employed 5 mongrel dogs, with 4 sites per dog (total
J Ratliff et al.
Spine, 26(13), E300-E302 (2001-07-18)
Case report and literature review. Clinicians use methylmethacrylate vertebroplasty to treat vertebral hemangiomas, metastases, and osteoporotic fractures. Cement may leak out of the vertebral body and compress the adjacent spinal cord and nerve roots. We review a case of nerve-root
Michael M Bornstein et al.
Journal of endodontics, 41(6), 804-811 (2015-04-13)
The aim of this study was to evaluate the concordance of 2- and 3-dimensional radiography and histopathology in the diagnosis of periapical lesions. Patients were consecutively enrolled in this study provided that preoperative periapical radiography (PR) and cone-beam computed tomographic
Kevin N Johnson et al.
The Annals of thoracic surgery, 99(6), 1936-1943 (2015-04-30)
Successful repair of recurrent pectus excavatum (PE) after failed open procedure has been reported using minimally invasive repair (MIRPE) and open approaches. Neither approach alone may be adequate for some patients. A hybrid technique for repair is presented for revision
Fabrice Audouin et al.
Biomacromolecules, 13(11), 3787-3794 (2012-10-20)
Amino-functional macroporous monoliths from polymerized high internal phase emulsion (polyHIPE) were surface modified with initiators for atom transfer radical polymerization (ATRP). The ATRP initiator groups on the polyHIPE surface were successfully used to initiate activator regeneration by electron transfer (ARGET)
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Continuous Flow Manufacturing for Monomer Synthesis

The manufacture of monomers for use in ophthalmic applications is driven by the need for higher purity, improved reliability of manufacturing supply, but ultimately by the need for the increased comfort, convenience, and safety of contact lens wearers. Daily wear contact lenses have the potential to fill this need for many customers; however, their widespread use is constrained by higher costs compared to weekly- or monthly-based lenses. New approaches that improve cost structure and result in higher quality raw materials are needed to help make contact lenses more affordable and accelerate growth of the contact lens market.

Protocols

Preparation of Monodisperse Polymer Spheres

Monodisperse, surfactant-free polymer spheres for use as colloidal crystal templates can be easily obtained in reasonably large quantities. Typical synthesis methods for poly(methyl methacrylate) (PMMA) and poly(styrene) (PS) by emulsifier free emulsion polymerization are described below and yield spheres several hundred nanometers in diameter.

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