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234923 Sigma-Aldrich

Butyl acrylate

≥99%, contains 10-60 ppm monomethyl ether hydroquinone as inhibitor

  • CAS Number 141-32-2

  • Linear Formula CH2=CHCOO(CH2)3CH3

  • Molecular Weight 128.17

  •  Beilstein/REAXYS Number 1749970

  •  EC Number 205-480-7

  •  MDL number MFCD00009446

  •  PubChem Substance ID 24854065

  •  NACRES NA.23

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Properties

Related Categories Acrylate, Acrylic Monomers, Building Blocks, C6 to C7, Carbonyl Compounds,
Quality Level   200
vapor density   >1 (vs air)
vapor pressure   3.3 mmHg ( 20 °C)
assay   ≥99%
form   liquid
autoignition temp.   559 °F
contains   10-60 ppm monomethyl ether hydroquinone as inhibitor
expl. lim.   9.9 %
refractive index   n20/D 1.418 (lit.)
bp   145 °C (lit.)
density   0.894 g/mL at 25 °C (lit.)
SMILES string   CCCCOC(=O)C=C
InChI   1S/C7H12O2/c1-3-5-6-9-7(8)4-2/h4H,2-3,5-6H2,1H3
InChI key   CQEYYJKEWSMYFG-UHFFFAOYSA-N

Description

General description

Butyl acrylate is a clear colorless liquid. It is a vinyl monomer. It undergoes radical copolymerization with benzoxazine containing a vinyl group to afford copolymers. Heck coupling reactions of aryl bromides with n-butyl acrylate mediated by phosphine-imidazolium salt has been reported. Copolymerization of styrene and n-butyl acrylate by ATRP catalyzed by CuBr/4,4′-di(5-nonyl)-2,2′-bipyridine has been described.

Application

Butyl acrylate is used to prepare:
• Poly(butyl acrylate) particles.
• Poly(butyl acrylate-b-acrylic acid) block copolymer.
• Amphiphilic charged diblock copolymers poly(butyl acrylate)-b-poly(acrylic acid).
• Poly(n-butyl acrylate), via atom transfer radical polymerization (ATRP) of n-butyl acrylate in the presence of CuIBr/4,4′-di(5-nonyl)-2,2′-bipyridine (catalyst).

Packaging

1, 2.5 L in glass bottle

100 mL in glass bottle

18 L in steel drum

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Target organs 
Respiratory system
RIDADR 
UN 2348 3 / PGIII
WGK Germany 
WGK 1
RTECS 
UD3150000
Flash Point(F) 
100.4 °F - closed cup
Flash Point(C) 
38 °C - closed cup
Protocols & Articles

Articles

Continuous Flow Manufacturing for Monomer Synthesis

High purity monomers are critical raw materials for the manufacture of ophthalmic products.  Chemical impurities, or even the variation of impurity profiles, can have negative consequences on both sa...
Yashwant S Kulkarni, Douglas Harris and Bryce P Nelson

Keywords: Building blocks, Crystallization, Fluorinations, Materials Science, Pharmaceutical, Polymer science, Reversible addition-fragmentation chain transfer polymerizations, Separation

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

Peer-Reviewed Papers
15

References

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