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155721 Aldrich

Methacrylic acid

contains 250 ppm MEHQ as inhibitor, 99%

Synonym: 2-Methacrylic acid, 2-Methylpropenoic acid

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Properties

Related Categories Acrylic Acids and Salts, Acrylic Monomers, Cell Biology, Chamaemelum nobile (Chamomile tea), Materials Science,
vapor density   >3 (vs air)
vapor pressure   1 mmHg ( 20 °C)
assay   99%
autoignition temp.   752 °F
contains   250 ppm MEHQ as inhibitor
refractive index   n20/D 1.431(lit.)
bp   163 °C(lit.)
mp   12-16 °C(lit.)
density   1.015 g/mL at 25 °C(lit.)

Description

Packaging

18 kg in VerSA-Flow™

5, 100, 500 g in glass bottle

2, 3 kg in glass bottle

Application

MAA is used to synthesize poly(methacrylic acid)-g-poly(ε-caprolactone) copolymers,1 polymeric blends with PMMA2 and hydroxyethyl methacrylate (HEMA)-MAA hydrogels.

General description

Methacrylic acid (MAA) is an organic compound, colorless, viscous liquid. It is a monofunctional methacrylayte monomer.3 It is soluble in warm water and miscible in most organic solvents. MAA is used as a starting material for the production of its esters, especially methyl methacrylate and poly methyl methacrylate (PMMA).4

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Hazard Codes (Europe) 
C
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36/37/39-45
RIDADR 
UN 2531 8 / PGII
WGK Germany 
1
RTECS 
OZ2975000
Flash Point(F) 
170.6 °F
Flash Point(C) 
77 °C

Protocols & Articles

Articles

Reversible Addition Fragmentation Chain Transfer (RAFT) Polymerization

RAFT (Reversible Addition Fragmentation chain Transfer) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteri...
Graeme Moad, Ezio Rizzardo, and San H. Thang
Material Matters 2010, 5.1, 2.
Keywords: Applications, Biomaterials, Living polymerization, Methods, Nanotechnology, Polymerization reactions, Radical polymerization, Reversible addition-fragmentation chain transfer polymerizations, Support, Type, transformation

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. Synthesis of graft copolymers of poly(methacrylic acid)-g-poly(?-caprolactone) by coupling ROP and RAFT polymerizations Kiehl J, et al. Polymer 53(3), 694-700, (2012)

2. Macro-micro relationship in nanostructured functional
Composites Zanotto A, et al. Express Polymer Lett. 6(5), 410-416, (2012)

3. Reversible Addition Fragmentation Chain Transfer
(RAFT) Polymerization Moad G, et al. Material Matters 5(1), (2010)

4. Water-soluble drug partitioning and adsorption in HEMA/MAA hydrogels Dursch TJ, et al. Biomaterials 35(2), 620-629, (2014)

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Synthesis and characterization of molecularly imprinted polymers for the selective extraction of cocaine and its metabolite benzoylecgonine from hair extract before LC-MS analysis. Thibert V, Legeay P, Chapuis-Hugon F, et al. Talanta 88, 412-9, (2012)

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Some aspects of the host response to methacrylic acid containing beads in a mouse air pouch. Patel RJ and Sefton MV J. Biomed. Mater. Res. A 100(8), 2054-62, (2012)

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Polymer nanocarriers for dentin adhesion. Osorio R, Osorio E, Medina-Castillo AL, et al. J. Dent. Res. 93(12), 1258-63, (2014)

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A comparative evaluation of flexural strength of commercially available acrylic and modified polymethylmethacrylate: an in vitro study. Jain T, Yadav NS, Pandita A, et al. J. Contemp. Dent. Pract. 14(1), 80-3, (2013)

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Development of novel molecularly imprinted magnetic solid-phase extraction materials based on magnetic carbon nanotubes and their application for the determination of gatifloxacin in serum samples coupled with high performance liquid chromatography. Xiao D, Dramou P, Xiong N, et al. J. Chromatogr. A 1274, 44-53, (2013)

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Preparation of a polar monolithic stir bar based on methacrylic acid and divinylbenzene for the sorptive extraction of polar pharmaceuticals from complex water samples. Bratkowska D, Fontanals N, Cormack PA, et al. J. Chromatogr. A 1225, 1-7, (2012)

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Mechanisms underlying molecularly imprinted polymer molecular memory and the role of crosslinker: resolving debate on the nature of template recognition in phenylalanine anilide imprinted polymers. Olsson GD, Karlsson BC, Shoravi S, et al. J. Mol. Recognit. 25(2), 69-73, (2012)

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Epoxide as a precursor to secondary organic aerosol formation from isoprene photooxidation in the presence of nitrogen oxides. Lin YH, Zhang H, Pye HO, et al. Proc. Natl. Acad. Sci. U. S. A. 110(17), 6718-23, (2013)

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Molecularly imprinted polymers for histamine recognition in aqueous environment. Trikka FA, Yoshimatsu K, Ye L, et al. Amino Acids 43(5), 2113-24, (2012)

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Computational design and synthesis of a high selective molecularly imprinted polymer for voltammetric sensing of propazine in food samples. Gholivand MB, Karimian N, and Malekzadeh G Talanta 89, 513-20, (2012)

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Selective trace analysis of chloroacetamide herbicides in food samples using dummy molecularly imprinted solid phase extraction based on chemometrics and quantum chemistry. Zhang L, Han F, Hu Y, et al. Anal. Chim. Acta 729, 36-44, (2012)

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Grafting of norfloxacin imprinted polymeric membranes on silica surface for the selective solid-phase extraction of fluoroquinolones in fish samples. Lv YK, Ma Y, Zhao XB, et al. Talanta 89, 270-5, (2012)

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Selective extraction and determination of catecholamines in urine samples by using a dopamine magnetic molecularly imprinted polymer and capillary electrophoresis. Bouri M, Lerma-García MJ, Salghi R, et al. Talanta 99, 897-903, (2012)

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Assessment of structurally related chemicals: toxicity and ecotoxicity of acrylic acid and acrylic acid alkyl esters (acrylates), methacrylic acid and methacrylic acid alkyl esters (methacrylates). Greim H, Ahlers J, Bias R, et al. Chemosphere 31(2), 2637-59, (1995)

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Computational-aided design of molecularly imprinted polymer for selective extraction of methadone from plasma and saliva and determination by gas chromatography. Ahmadi F, Rezaei H, and Tahvilian R J. Chromatogr. A 1270, 9-19, (2012)

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Single neuron capture and axonal development in three-dimensional microscale hydrogels. Fan Y, Xu F, Huang G, et al. Lab Chip 12(22), 4724-31, (2012)

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Non-chromatographic mercury speciation and determination in wine by new core-shell ion-imprinted sorbents. Dakova I, Yordanova T, and Karadjova I J. Hazard. Mater. 231-232, 49-56, (2012)

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Polysaccharides as a source of advanced materials: cellulose hollow microspheres for drug delivery in cancer therapy. Metaxa AF, Efthimiadou EK, Boukos N, et al. J. Colloid. Interface Sci. 384(1), 198-206, (2012)

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Corrosive injury from methacrylic acid in artificial nail primers: another hazard fingernail products. Linden CH, Scudder DW, Dowsett RP, et al. Pediatrics 102(4 Pt 1), 979-84, (1998)

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Antifouling foldable acrylic IOLs loaded with norfloxacin by aqueous soaking and by supercritical carbon dioxide technology. González-Chomón C, Braga ME, de Sousa HC, et al. Eur. J. Pharm. Biopharm. 82(2), 383-91, (2012)

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Methacrylic-based nanogels for the pH-sensitive delivery of 5-fluorouracil in the colon. Ashwanikumar N, Kumar NA, Nair SA, et al. Int. J. Nanomedicine 7, 5769-79, (2012)

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Cellular interactions of a water-soluble supramolecular polymer complex of carbon nanotubes with human epithelial colorectal adenocarcinoma cells. Lee Y and Geckeler KE Macromol. Biosci. 12(8), 1060-7, (2012)

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Metal chelate affinity precipitation: purification of BSA using poly(N-vinylcaprolactam-co-methacrylic acid) copolymers. Ling YQ, Nie HL, Brandford-White C, et al. Colloids Surf. B Biointerfaces 94, 281-7, (2012)

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Macroporous methacrylate-based monoliths as platforms for DNA microarrays. Sinitsyna ES, Walter JG, Vlakh EG, et al. Talanta 93, 139-46, (2012)

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Pediatric poisonings from household products: hydrofluoric acid and methacrylic acid. Perry HE Curr. Opin. Pediatr. 13(2), 157-61, (2001)

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Laccase immobilized onto poly(GMA-MAA) microspheres for p-benzenediol removal from wastewater. Li C, Lou Y, Wan Y, et al. Water Sci. Technol. 67(10), 2287-93, (2013)

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Artificial receptors for the extraction of nucleoside metabolite 7-methylguanosine from aqueous media made by molecular imprinting. Krstulja A, De Schutter C, Favetta P, et al. J. Chromatogr. A 1365, 12-8, (2014)

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Medium-term culture of primary oral squamous cell carcinoma in a three- dimensional model: effects on cell survival following topical 5-fluororacile delivery by drug-loaded matrix tablets. Campisi G, Giannola LI, Fucarino A, et al. Curr. Pharm. Des. 18(34), 5411-20, (2012)

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Cytotoxic effects of acrylic acid, methacrylic acid, their corresponding saturated carboxylic acids, HEMA, and hydroquinone on fibroblasts derived from human pulp. Kurata S, Morishita K, Kawase T, et al. Dent. Mater. J. 31(2), 219-25, (2012)

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Sonolytic and silent polymerization of methacrlyic acid butyl ester catalyzed by a new onium salt with bis-active sites in a biphasic system--a comparative investigation. Vivekanand PA, Wang ML, and Hsieh YM Molecules 18(2), 2419-37, (2013)

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Flavonoids preservation and release by methacrylic acid-grafted (N-vinyl-pyrrolidone). Parisi OI, Puoci F, Iemma F, et al. Pharm. Dev. Technol. 18(5), 1058-65, (2013)

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Final report of the safety assessment of methacrylic acid. Int. J. Toxicol. 24 Suppl 5, 33-51, (2005)

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Characterization and comparison of methacrylic acid with 2-acrylamido-2-methyl-1-propanesulfonic acid in the preparation of monolithic column for capillary electrochromatography. Horiguchi D, Ohyama K, Masunaga T, et al. J. Chromatogr. Sci. 51(5), 425-9, (2013)

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Merck 14,5941

Beil. 2,IV,1518

Aldrich MSDS 1, 1171:A / Corp MSDS 1 (2), 2226:A / FT-IR 2 (1), 778:C / FT-IR 1 (1), 499:C / FT-NMR 1 (1), 776:B / IR-Spectra (3), 292:G / IR-Spectra (2), 263:H / NMR-Reference 2 (1), 434:C / RegBook 1 (1), 547:B / Sax 6, 1760 / Structure Index 1, 77:A:6 / Vapor Phase 3, 584:B

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