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M27301 Sigma-Aldrich

Methyl acrylate

99%, contains ≤100 ppm monomethyl ether hydroquinone as inhibitor

  • CAS Number 96-33-3

  • Linear Formula CH2=CHCOOCH3

  • Molecular Weight 86.09

  •  Beilstein/REAXYS Number 605396

  •  EC Number 202-500-6

  •  MDL number MFCD00008627

  •  PubChem Substance ID 24896758

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Properties

Related Categories Acrylate, Acrylic Monomers, Building Blocks, C2 to C5, Carbonyl Compounds,
vapor density   3 (vs air)
vapor pressure   67.5 mmHg ( 20 °C)
InChI Key   BAPJBEWLBFYGME-UHFFFAOYSA-N
assay   99%
form   liquid
autoignition temp.   874 °F
contains   ≤100 ppm monomethyl ether hydroquinone as inhibitor
expl. lim.   14.5 %
refractive index   n20/D 1.402 (lit.)
bp   80 °C (lit.)
mp   −75 °C (lit.)
density   0.956 g/mL at 25 °C (lit.)
storage temp.   2-8°C

Description

General description

Methyl acrylate is an acrylic monomer. It is useful in the preparation of polymers having rigid, flexible, ionic, nonionic, hydrophobic, or hydrophilic properties. Mechanism of the copolymerization of ethylene and α-olefins with methyl acrylate has been studied. Heck reaction of iodobenzene with methyl acrylate in the presence of triethylamine and sodium carbonate has been reported. The reversible addition fragmentation chain transfer (RAFT) bulk polymerization of methyl acrylate using 1-phenylethyl dithiobenzoate and 2-(2-cyanopropyl) dithiobenzoate (RAFT agents) has been studied. Reactive intermediates formed during the Heck reaction of methyl acrylate have been characterized by NMR spectroscopy.

Application

Methyl acrylate was used in the preparation of poly(methyl acrylate) elastomers. It was also used in the synthesis of α,ω-dicarboxylic acid esters.

Packaging

1, 2 L in glass bottle

18 L in steel drum

5, 250 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Precautionary statements 
RIDADR 
UN 1919 3 / PGII
WGK Germany 
2
RTECS 
AT2800000
Flash Point(F) 
26.6 °F
Flash Point(C) 
-3 °C

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles

Articles

Heck Reaction

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes, and aryl or vinyl halides (or triflates) to afford substituted alkenes.1,2 It is a useful carbon–carbon bond form...
Keywords: Asymmetric synthesis, Cancer, Catalysis, Coupling reactions, Cross couplings, Heck Reaction, Herbicides, Ligands, Organic synthesis, Solvents

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: Biomaterials, Living polymerization, Nanotechnology, Polymerization reactions, Radical polymerization, Reversible addition-fragmentation chain transfer polymerizations, transformation

Starbons: Cooking up Nanostructured Mesoporous Materials

A mesoporous material is a material containing pores with diameters between 2 and 50 nm. The outstanding potential of mesoporous “carbonaceous” materials, in particular, has led to the search for a m...
Vitaly Budarin, James H. Clark*, Rafael Luque, Robin White
Material Matters 2009, 4.1, 19.
Keywords: Adsorption, Alkylations, Aminations, Brominations, Catalysis, Chromatography, Elemental analysis, Environmental, Esterifications, Etherifications, Green chemistry, Heck Reaction, Infrared spectroscopy, Mass spectrometry, Nuclear magnetic resonance spectroscopy, Separation, Silylations, Spectroscopy

Peer-Reviewed Papers
15

References

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