2-(Dimethylamino)ethyl acrylate

Base Information

• Chemical Name: 2-(Dimethylamino)ethyl acrylate
• CAS No.: 2439-35-2
• Deprecated CAS: 254887-68-8,202667-60-5,202667-60-5
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Hs Code.: 29221990
• European Community (EC) Number: 219-460-0
• NSC Number: 20952
• UN Number: 3302
• UNII: 5YES121FTL
• DSSTox Substance ID: DTXSID5025100
• Nikkaji Number: J38.142J
• Wikipedia: Dimethylaminoethyl_acrylate
• Wikidata: Q15632909
• ChEMBL ID: CHEMBL2135857
• Mol file: 2439-35-2.mol

Synonyms:2-(DIMETHYLAMINO)ETHYL ACRYLATE;2439-35-2;Dimethylaminoethyl acrylate;N,N-Dimethylaminoethyl acrylate;Adame;2-Propenoic acid, 2-(dimethylamino)ethyl ester;Acrylic acid, 2-(dimethylamino)ethyl ester;2-(dimethylamino)ethyl prop-2-enoate;2-(N,N-dimethylamino)ethyl acrylate;NSC 20952;CCRIS 4797;EINECS 219-460-0;UNII-5YES121FTL;BRN 1099119;5YES121FTL;2-Dimethylaminoethyl acrylate;AI3-08751;DTXSID5025100;NSC-20952;EC 219-460-0;2-(Dimethylamino)ethyl Acrylate (stabilized with MEHQ);Dimethylaminoethyl acrylate(1.3 cp);Ageflex FA-1;dimethylaminoethylacrylate;2-dimethylaminoethyl prop-2-enoate;NORSOCRYL ADAME;SCHEMBL15115;DTXCID705100;CHEMBL2135857;DPBJAVGHACCNRL-UHFFFAOYSA-;acryloyloxyethyl-N,N-dimethylamine;ACRYLOYLOXYETHYLDIMETHYLAMINE;CAA43935;NSC20952;Acrylic acid 2-(dimethylamino)ethyl;Tox21_200307;MFCD00038233;NA3302;AKOS005207197;2-(Dimethylamino)ethyl acrylate, 99%;CS-W016416;LS-1053;NCGC00091752-01;NCGC00091752-02;NCGC00257861-01;Acrylic acid, 2-dimethyl aminoethyl ester;BS-42346;Acrylic Acid 2-(Dimethylamino)ethyl Ester;CAS-2439-35-2;DIMETHYLAMINO)ETHYL ACRYLATE, 2-(;(2-(ACRYLOYLOXY)ETHYL)DIMETHYLAMINE;A1235;FT-0612183;D78266;W-107322;Q15632909;2-(Dimethylamino)ethyl Acrylate, (stabilized with MEHQ);2-(DIMETHYLAMINO)ETHYL ACRYLATE(STABILIZED WITH MEHQ);2-(Dimethylamino)ethyl acrylate, contains <2,000 ppm MEHQ as inhibitor, 98%;28574-59-6

Chemical Property of 2-(Dimethylamino)ethyl acrylate

Chemical Property:

• Appearance/Colour: almost colourless liquid
• Vapor Pressure: 0.35 psi ( 20 °C)
• Melting Point: -60 °C
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 177.428 °C at 760 mmHg
• PKA: 8.21±0.28(Predicted)
• Flash Point: 58.889 °C
• PSA: 29.54000
• Density: 0.955 g/cm³
• LogP: 0.27720
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Water Solubility.: Soluble in water (1.000 g/L at 20°C).
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 121
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-(Dimethylamino)ethyl acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+,N
• Statements: 24/25-26-34-50-43-21/22
• Safety Statements: 26-28-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)CCOC(=O)C=C
• Uses: This compound 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-(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).

Technology Process of 2-(Dimethylamino)ethyl acrylate

There total 9 articles about 2-(Dimethylamino)ethyl acrylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2-(N,N-dimethylamino)ethanol (108-01-0) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 2-(dimethylamino)ethyl methacrylate (2439-35-2)

Guidance literature:

samarium(III) trifluoromethanesulfonate; In dibenzyl ether; at 110 ℃; for 2h; Product distribution / selectivity;

Reference yield: 76.0%

2-(N,N-dimethylamino)ethanol (108-01-0) + ethyl acrylate (140-88-5,9003-32-1) → 2-(dimethylamino)ethyl methacrylate (2439-35-2) + ethanol (64-17-5)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 10H-phenothiazine; titanium(IV) tetraethanolate; at 85 - 140 ℃; Product distribution / selectivity; Heating / reflux;

Reference yield: 61.0%

2-(N,N-dimethylamino)ethanol (108-01-0) + ethyl acrylate (140-88-5,9003-32-1) → 2-(dimethylamino)ethyl methacrylate (2439-35-2)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 10H-phenothiazine; titanium(IV) tetraethanolate; In water; at 85 - 140 ℃; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

2-(N,N-dimethylamino)ethanol

acrylic acid methyl ester

3-Bromopropionyl chloride

ethyl acrylate

Refernces

• 1、 Rowell,Chion. "". . p. 300,302. Retrieved 1976.
• 2、 -. "METHOD FOR PRODUCING 2-DIMETHYLAMINOETHYL (METH)ACRYLATE". Page/Page column 0053-0067. . Retrieved 2021/04/23.
• 3、 M?sing, Florian,Wang, Xi,Nüsse, Harald,Klingauf, Jürgen,Studer, Armido. "Facile Light-Mediated Preparation of Small Polymer-Coated Palladium-Nanoparticles and Their Application as Catalysts for Alkyne Semi-Hydrogenation". supporting information. p. 6014 - 6018. Retrieved 2017/05/05.