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Sigma-Aldrich

Dibutyl itaconate

96%

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Synonym(s):
Di(n -butyl) itaconate, Dibutyl itaconate, 2-Methylenebutanedioic acid1,4-dibutyl ester
Linear Formula:
CH3(CH2)3O2CCH2C(=CH2)CO2(CH2)3CH3
CAS Number:
2155-60-4
Molecular Weight:
242.31
EC Number:
218-451-9
MDL number:
MFCD00027211
UNSPSC Code:
12162002
PubChem Substance ID:
24871219
NACRES:
NA.23

Quality Level

100

Assay

96%

refractive index

n20/D 1.444 (lit.)

bp

284 °C (lit.)

density

0.985 g/mL at 25 °C (lit.)

SMILES string

CCCCOC(=O)CC(=C)C(=O)OCCCC

InChI

1S/C13H22O4/c1-4-6-8-16-12(14)10-11(3)13(15)17-9-7-5-2/h3-10H2,1-2H3

InChI key

OGVXYCDTRMDYOG-UHFFFAOYSA-N

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General description

Dibutyl itaconate (DBI) is an itaconate ester that can be prepared by an itaconic acid precursor.

Application

DBI is a monomer that can be copolymerized with pyridine groups to form nanocomposites for the development of bio-based elastomers. Copolymerization of DBI with acrylated epoxidized soya oil (AESO) can produce a thermoset material which finds potential applications in the modification of fatty acids.

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Design and synthesis by redox polymerization of a bio-based carboxylic elastomer for green tire.
Zhou X, et al.
Science China: Chemistry, 58(10), 1561-1569 (2015)
Design and preparation of natural layered silicate/bio-based elastomer nanocomposites with improved dispersion and interfacial interaction.
Qiao H, et al.
Polymer, 79, 1-11 (2015)
Esterification of itaconic acid using Ln~ SO42-/TiO2-SiO2 (Ln= La3+, Ce4+, Sm3+) as catalysts.
Li Lu, et al.
J. Mol. Catal. A: Chem., 368, 24-30 (2013)
Properties of thermosets derived from chemically modified triglycerides and bio-based comonomers.
Beach ES, et al.
Applied Sciences, 3(4), 684-693 (2013)

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