234923

Sigma-Aldrich

Butyl acrylate

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

Linear Formula:
CH2=CHCOO(CH2)3CH3
CAS Number:
Molecular Weight:
128.17
Beilstein/REAXYS Number:
1749970
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

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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
18 L in steel drum
100 mL in glass bottle

Pictograms

FlameExclamation mark

Signal Word

Warning

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2348 3 / PGIII

WGK Germany

WGK 1

Flash Point(F)

100.4 °F - closed cup

Flash Point(C)

38 °C - closed cup

Certificate of Analysis

Certificate of Origin

Conducting polyaniline composite: From syntheses in waterborne systems to chemical sensor devices
Joubert M, et al.
Polymer, 51(8), 1716-1722 (2010)
Controlling the Melting of Kinetically Frozen Poly(butyl acrylate-b-acrylic acid) Micelles via Addition of Surfactant
Jacquin M, et al.
Langmuir, 223, 9939-9948 (2007)
C Yang et al.
Organic letters, 3(10), 1511-1514 (2001-06-05)
[reaction: see text] A new phosphine-imidazolium salt, L.HBr (1, L = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared. A combination of 0.5 mol % of Pd(dba)(2) and 0.5 mol % of L.HBr in the presence of 2 equiv of Cs(2)CO(3) as base has...
M Jacquin et al.
Journal of colloid and interface science, 316(2), 897-911 (2007-10-02)
We have linked the structural and dynamic properties in aqueous solution of amphiphilic charged diblock copolymers poly(butyl acrylate)-b-poly(acrylic acid), PBA-b-PAA, synthesized by controlled radical polymerization, with the physico-chemical characteristics of the samples. Despite product imperfections, the samples self-assemble in melt...
Atom transfer radical copolymerization of styrene and n-butyl acrylate.
Arehart SV and Matyjaszewski K.
Macromolecules, 32(7), 2221-2231 (1999)
Articles
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.
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The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.
Read More
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