2155-60-4

Basic information

• Product Name: DIBUTYL ITACONATE
• Synonyms: Butanedioic acid, methylene-, dibutyl ester;Butanedioicacid,methylene-,dibutylester;Dibutyl 2-methylenesuccinate;methylene-butanedioicacidibutylester;Succinic acid, methylene-, dibutyl ester;DIBUTYL METHYLENESUCCINATE;DIBUTYL ITACONATE;DI-N-BUTYL ITACONATE
• CAS NO: 2155-60-4
• Molecular Formula: C₁₃H₂₂O₄
• Molecular Weight: 242.31
• EINECS: 218-451-9
• Product Categories: Polymer Additives;Plasticizers;Polymer Science
• Mol File: 2155-60-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 284 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.985 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000728mmHg at 25°C
• Refractive Index: n20/D 1.444(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: 74.8mg/L at 20℃
• CAS DataBase Reference: DIBUTYL ITACONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIBUTYL ITACONATE(2155-60-4)
• EPA Substance Registry System: DIBUTYL ITACONATE(2155-60-4)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 2155-60-4(Hazardous Substances Data)

Usage

Uses

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.

General Description

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

Flammability and Explosibility

Notclassified

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

Upstream product

• 97-65-4 2-methylenesuccinic acid 
• 71-36-3 butan-1-ol 
• 105-75-9 dibutyl fumarate 
• 89680-36-4 N-(trimethylsilylmethyl)pyridinium triflate 
• 2170-03-8 itaconic acid anhydride 
• 108671-29-0 2-Ethylsulfanylmethyl-succinic acid dibutyl ester 

Downstream Products

• 1155406-54-4 dibutyl 2-(acetoxy(phenyl)methyl)succinate 
• 1604-11-1 (S)-dimethyl 2-methylsuccinate 
• 101105-62-8 5-oxo-1-phenyl-pyrrolidine-3-carboxylic acid butyl ester 

Relevant articles and documents

NEW C-C BOND FORMATION WITH PYRIDINIUM METHYLIDE: HYDROMETHYLENATION OF OLEFIN

New C-C bond formation with pyridinium methylide is presented: Pyridinium methylide reacts with electron-deficient olefins providing the next higher homologs of olefins, in which the double bond of starting olefin is saturated and, instead, a C=C double bond is newly formed.This reaction mode has been never reported before in the study of nitrogen ylide and is to be referred to as hydromethylenation of olefin.In the presence of base, 1,2-double bond migration occurs leading to the methylated derivatives of starting olefins.

Highly chemoselective esterification for the synthesis of monobutyl itaconate catalyzed by hierarchical porous zeolites

Monobutyl itaconate (MBI) are commercially prepared by using freshly distilled acetyl chloride as catalysts, which, however, always results in complicated purification processes due to the usage of water-carrying agents. Here, we report the highly selecti

Method for efficiently and environmentally friendly preparing dibutyl itaconate on basis of heterogeneous catalysis

The invention discloses a method for efficiently preparing dibutyl itaconate on the basis of heterogeneous catalysis. Particularly, an efficient solid acid catalyst is adopted, itaconic acid and n-butanol are catalyzed heterogeneously to react without a water-carrying agent to generate the dibutyl itaconate under the conditions that the reaction temperature is 100-140 DEG C and the reaction time is 2-5 hours; and the solid acid catalyst hydrogenated macroporous strong acid type cation exchange resin. Compared with a traditional proton acid catalysis method, the method has the characteristics that 1, the catalytic efficiency is high, the reaction time is short, and the energy consumption is low; 2, heterogeneous catalysis is carried out, a reaction product and a catalyst are easily separated, and aftertreatment is simple; 3, esterification reaction are gentle, and side reactions are less; and 4, after the catalyst is separated, the repeated utilization rate of the catalyst is high.

Esterification of itaconic acid using Ln～SO4 2-/TiO2-SiO2 (Ln = La3+, Ce 4+, Sm3+) as catalysts

A series of itaconate esters, e.g. dimethyl itaconate, dibutyl itaconate and diisooctyl itaconate, were synthesized using solid acid SO4 2-/MxOy (M = Ti4+, Fe3+, Zr4+, Al3+) and SO42-/TiO2-SiO2 modified with lanthanide ion (Ln = La3+, Ce4+, Sm 3+) as catalysts. It was found that SO4 2-/TiO2-SiO2 modified with lanthanide ion were of the same excellent catalytic activity as sulfuric acid (H2SO 4). Moreover, Ln～SO42-/TiO 2-SiO2 is of excellent stability. Take La 3+～SO42-/TiO2-SiO2 for example, the influence of the preparation conditions on catalytic performance was in detail examined by Py-FTIR, NH3-FTIR, XRD and NH3-TPD, and the optimum preparation conditions were obtained. Furthermore, the effective separation of product combined with the recyclable catalyst is expected to contribute to the development of clean and environmental friendly strategy for the synthesis of itaconate esters.