2439-35-2

Basic information

• Product Name: Dimethylaminoethyl acrylate
• Synonyms: N,N-Dimethylaminoethyl acrylate;N''N''DIMETYLAMINO ETHYLACRYLATE;2-(Dimethylamino)ethyl acrylate, 98%, stab. with ca 0.1% 4-methoxyphenol;2-(Dimethylamino)ethyl Acrylate (stabilized with MEHQ);2-(Dimethylamino)ethyl acrylate, 97%, stab. with 1000ppm 4-methoxyphenol;2-(Acryloyloxy)ethyldimethylamine;Acrylic acid 2-(dimethylamino)ethyl;Propenoic acid 2-(dimethylamino)ethyl ester
• CAS NO: 2439-35-2
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.18
• EINECS: 219-460-0
• Product Categories: AcrylatePolymer Science;Acrylic Monomers;Amine Photochemical CoinitiatorsCarbonyl Compounds;C6 to C7;Esters;Monomers;Polymerization Initiators;solvents and intermediates;Industrial/Fine Chemicals
• Mol File: 2439-35-2.mol

Chemical Properties

• Melting Point: -60°C
• Boiling Point: 64 °C12 mm Hg(lit.)
• Flash Point: 138 °F
• Appearance: almost colourless liquid
• Density: 0.943 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.35 psi ( 20 °C)
• Refractive Index: n20/D 1.438(lit.)
• Storage Temp.: 2-8°C
• PKA: 8.21±0.28(Predicted)
• Water Solubility: Soluble in water (1.000 g/L at 20°C).
• Sensitive: Light Sensitive
• BRN: 1099119
• CAS DataBase Reference: Dimethylaminoethyl acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethylaminoethyl acrylate(2439-35-2)
• EPA Substance Registry System: Dimethylaminoethyl acrylate(2439-35-2)

Safety Data

• Hazard Codes: T+,N
• Statements: 24/25-26-34-50-43-21/22
• Safety Statements: 26-28-36/37/39-45-61
• RIDADR: UN 3302 6.1/PG 2
• WGK Germany: 2
• RTECS: AS8578000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 2439-35-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 2439-35-2 differently. You can refer to the following data:
1. Dimethylaminoethyl acrylate was used as a reagent for investigating the hydrolytic stability of poly((2-?dimethylamino)?ethyl methacrylate) and comparing with the stability of its monomer. The result has been ascribed to a coordination of the protonated dimethylamino group and the ester carbonyl, rendering the ester more susceptible to nucleophilic attack of a hydroxyl ion.
2. 2-(Dimethylamino)ethyl acrylate (AmAc) are aminoacrylates. AmAc was used to fabricate gold/acrylic polymer nanocomposites.1 2-(dimethylamino)ethyl acrylate (DAEA) can undergo copolymerization with 2-acrylamido-2-methylpropanesulphonic acid (AMPS).

General Description

A colorless to light yellow liquid with an acrid odor. Insoluble in water and floats on water. Irritates the eyes and produces tears.

Air & Water Reactions

Highly flammable. Insoluble in water. Dimethylaminoethyl acrylate hydrolyzes slowly in water to produce acrylic acid and dimethylaminoethanol.

Reactivity Profile

Lachrymater. The reactive groups, in this substance, are the amine and ester and their possible reactivity concerns are listed below: Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Health Hazard

Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Dimethylaminoethyl acrylate is flammable.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C9H10ClNO2/c1-13-9(12)8(11)6-4-2-3-5-7(6)10/h2-5,8H,11H2,1H3

Upstream product

• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 15486-96-1 3-Bromopropionyl chloride 
• 141-32-2 acrylic acid n-butyl ester 
• 67-56-1 methanol 
• 292638-85-8 acrylic acid methyl ester 
• 140-88-5 ethyl acrylate 
• 814-68-6 acryloyl chloride 

Downstream Products

• 2495-35-4 benzylacrylate 
• 29018-19-7 propionic acid-(2-dimethylamino-ethyl ester) 
• 1268627-02-6 C₇H₁₃NO₂*C₁₄H₁₄O₆ 

Relevant articles and documents

Polymer-supported titanate as catalyst for the transesterification of acrylic monomers

Transesterification of (meth)acrylic esters catalysed by alkyl titanates is an important industrial reaction. The current processes are homogeneous but heterogeneous alternatives are attractive for cost and environmental reasons. We have developed a straightforward and cost-effective synthesis of a polymer-supported titanium alkoxide catalyst involving cheap, readily available and relatively non-toxic chemicals, solvents and workup procedures. Efficiency and stability of the catalyst were tested in a laboratory-scale continuous flow reactor under equilibrium conditions for the preparation of N,N- dimethylaminoethylacrylate, a chemical of industrial interest. The results obtained indicate a good stability of the system to metal leaching on the long term.

NEW DIALKYL TIN OXIDE COMPOSITION AND PROCESS FOR PRODUCING 2-DIMETHYLAMINOETHYL (METH)ACRYLATE

The invention relates to a new dialkyl tin oxide catalyst composition and its use for the synthesis of amino alkyl (meth)acrylates by transesterification from an alkyl (meth)acrylates and an amino alcohol, and especially 2-dimethylaminoethyl (meth)acrylate. The invention also relates to polymers made with quaternized amino alkyl (meth)acrylates and use of said polymers in water treatment, sludge dewatering, papermaking process, agriculture, cosmetic and detergency composition, textile process, oil and gas recovery process such as enhanced oil recovery, fracturing, mining operation such as tailings treatment.

METHOD FOR PRODUCING 2-DIMETHYLAMINOETHYL (METH)ACRYLATE

Process for the production of 2-dimethylaminoethyl (meth)acrylate in multiple stage batch reactions involving the recycling of the catalyst (DBTO) in subsequent reaction, the addition a certain amount of fresh catalyst to the recycled catalyst, the use of said catalysts in the subsequent reaction, and wherein the volume decrease due to azeotropic distillation is compensate in order to keep the volume constant in the reactor during the reaction by the continuous addition of a composition comprising methyl(meth)acrylate and dimethylaminoethanol.

PROCESS FOR PRODUCING (METH)ACRYLIC ESTERS

This invention relates to a process for the continuous production of a (meth)acrylic ester by transesterification reaction between a C1-C4 light alkyl (meth)acrylate, with a heavy alcohol in the presence of a catalyst, characterised in that the flows feeding the reactor are introduced through a static mixer placed on a recirculation loop of the reactor. The use of a static mixer improves the selectivity of the reaction and consequently the overall productivity of (meth)acrylic ester synthesis process.

Facile Light-Mediated Preparation of Small Polymer-Coated Palladium-Nanoparticles and Their Application as Catalysts for Alkyne Semi-Hydrogenation

A facile light-mediated preparation of small palladium nanoparticles (PdNPs) with a diameter of 1.3 nm and low dispersity by using low-priced and readily prepared photoactive polymers is presented. These polymers act as reagents for the photochemical reduction of Pd ions and they are also stabilizers for the PdNPs generated in situ. The PdNP–polymer hybrid materials prepared by this reliable approach are efficient hydrogenation catalysts that show high activity and Z-selectivity in the semi-hydrogenation of alkynes. These PdNP–catalyst hybrid materials can be readily recycled and reused up to five times.

A compound having acryl group as an absorber, method for preparation thereof, and solar cell comprising the same

The present invention relates to a compound which can be used as an absorber of a solar cell, a production method thereof, and a solar cell comprising the same. The compound according to the present invention form a bonding structure between acrylic groups through heat treatment by introducing the acrylic groups to an organic cation in a perovskite structure, thereby suppressing structural collapse of the perovskite to enhance stability against light, moisture and heat.COPYRIGHT KIPO 2017

METHOD FOR PRODUCING DIMETHYLAMINOETHYL ACRYLATE AND QUATERNARY SALT THEREOF

PROBLEM TO BE SOLVED: To provide a method for producing dimethylamino acrylate and dimethylamino acrylate quaternary salt, in which the method does not have adverse effect on a polymer obtained by polymerizing dimethylaminoethyl acrylate or dimethylaminoethyl acrylate quaternary salt by controlling the content of vinyl oxyethyl acrylate that is an impurity present in dimethylaminoethyl acrylate and dimethylaminoethyl acrylate quaternary salt. SOLUTION: A method for producing dimethylaminoethyl acrylate comprises transesterification between an alkyl acrylate and dimethylaminoethyl alcohol containing 20 ppm or less of vinyloxy ethanol in the presence of a catalyst. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Organic monomer for synthesizing amphoteric polycarboxylic superplasticizer and preparation method

The invention discloses an organic monomer for synthesizing an amphoteric polycarboxylic superplasticizer, which has a molecular structure shown in the description. The invention further discloses a preparation method of the organic monomer for synthesizing the amphoteric polycarboxylic superplasticizer and comprises the following steps: preparing a dimethylaminoethyl acrylate intermediate and a cationic active organic monomer; adopting one-time charging at the normal temperature; and selecting a reasonable type of catalyst to prepare the organic monomer. The method has reduced cost, plays an important part in process simplification, and has characteristics of high reaction conversion rate, high yield, and high purity. Compared with an anionic polycarboxylic superplasticizer sold in the market, under a condition of a relatively low mixing amount, the amphoteric polycarboxylic superplasticizer enables neat cement paste or concrete to have excellent performance of good water reduction, high dispersion, good plasticity preservation, and high early-stage compressive strength.

Method of manufacturing DMAEA and Apparatus therefor

The present invention relates to a method and an apparatus for producing dimethylaminoethyl acrylate (DMAEA). According to the present invention, the method for producing DMAEA comprises the following steps: preparing a column-type reactor; and supplying acrylate and dimethylaminoethanol (DMAE) to the reactor, wherein the DMAE and acrylate are supplied to the reactor through an additional stream, and the DMAE is supplied from an upper part than a portion where acrylate is supplied from.COPYRIGHT KIPO 2016

PROCESS FOR PREPARING 4-HYDROXYBUTYL ACRYLATE

A process for preparing 4-hydroxybutyl acrylate by transesterifying an alkyl acrylate with 1,4-butanediol in the presence of a dialkyltin oxide such that each of the alkyl groups has 4 to 8 carbon atoms, characterized in that the amount of the dialkyltin oxide is adjusted to 0.00001 to 0.01 moles per one mole of the alkyl acrylate.