2-(N,N-Dimethylamino)ethyl methacrylate

Base Information

• Chemical Name: 2-(N,N-Dimethylamino)ethyl methacrylate
• CAS No.: 2867-47-2
• Deprecated CAS: 114975-29-0,124942-19-4,134946-66-0,141303-14-2,68224-31-7,155280-46-9,303040-91-7,874217-11-5,874217-12-6,44919-97-3,1453489-76-3,1534343-35-5,1026457-02-2,2408386-03-6,2660061-29-8,135397-44-3,90803-74-0,223905-40-6,121414-74-2,1218917-13-5,1265042-82-7,1702774-29-5,1847457-10-6,2081094-43-9,124942-19-4,134946-66-0,141303-14-2,1453489-76-3,1534343-35-5,155280-46-9,44919-97-3,68224-31-7,874217-11-5,874217-12-6
• Molecular Formula: C8H15NO2
• Molecular Weight: 157.213
• Hs Code.: 29221980
• European Community (EC) Number: 220-688-8
• ICSC Number: 0450
• NSC Number: 20959
• UN Number: 2522
• UNII: O0V97PV2G1
• DSSTox Substance ID: DTXSID1027504
• Nikkaji Number: J48.651E
• Wikidata: Q27285181
• ChEMBL ID: CHEMBL1883484
• Mol file: 2867-47-2.mol

Synonyms:2-(dimethylamino)ethyl methacrylate;DMAE methacrylate;DMAEMA;N,N-dimethylaminoethyl methacrylate

Chemical Property of 2-(N,N-Dimethylamino)ethyl methacrylate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: <1 mm Hg ( 25 °C)
• Melting Point: -50 °C
• Refractive Index: n20/D 1.439(lit.)
• Boiling Point: 187 °C at 760 mmHg
• PKA: 8.18±0.28(Predicted)
• Flash Point: 70.6 °C
• PSA: 29.54000
• Density: 0.945 g/cm³
• LogP: 0.66730
• Storage Temp.: 0-6°C
• Solubility.: 500g/l soluble
• Water Solubility.: decomposes
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 157.110278721
• Heavy Atom Count: 11
• Complexity: 152
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-(Dimethylamino)ethylMethacrylate(Stabilizedwith0.2%4-methoxyphenol) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi,T
• Statements: 21/22-36/38-43-34-23-22-21
• Safety Statements: 26-28-2-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: CC(=C)C(=O)OCCN(C)C
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes and skin. The substance is irritating to the respiratory tract. Corrosive on ingestion.
• Uses: N,N-Dimethylaminoethyl-methacrylate is an amine activator in visible-light-cured dental-acrylic composite materials. 2-(Dimethylamino)ethyl methacrylate is used in the synthesis of poly ((2-(Dimethylamino)ethyl methacrylate), block copolymers of 2-(Dimethylamino)ethyl methacrylate and n-butyl methacrylate and amphiphilic AB block copolymers of 2-(Dimethylamino)ethyl methacrylate. It is also used in the preparation of polymer. 2-(Dimethylamino)ethyl methacrylate may be used in:the synthesis of poly ((2-(Dimethylamino)ethyl methacrylate)block copolymers of 2-(Dimethylamino)ethyl methacrylate and n-butyl methacrylateamphiphilic AB block copolymers of 2-(Dimethylamino)ethyl methacrylate

Technology Process of 2-(N,N-Dimethylamino)ethyl methacrylate

There total 6 articles about 2-(N,N-Dimethylamino)ethyl methacrylate 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: 99.6%

2-(N,N-dimethylamino)ethanol (108-01-0) + 1-amino-3-(dimethylamino)propane (109-55-7) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → 2-(dimethylamino)ethyl methacrylate (2867-47-2) + 2-methyl-acrylic acid 3-dimethylamino-propyl amide (5205-93-6)

Guidance literature:

methacrylic acid methyl ester; With 10H-phenothiazine; 4-methoxy-phenol; Heating / reflux; Neat (no solvent);

di(n-butyl)tin oxide; at 70 - 101 ℃; Heating / reflux; Neat (no solvent);

2-(N,N-dimethylamino)ethanol; 1-amino-3-(dimethylamino)propane; titanium(IV) isopropylate; more than 3 stages; Product distribution / selectivity;

Reference yield: 75.0%

2-(N,N-dimethylamino)ethanol (108-01-0) + Methacryloyl chloride (920-46-7,26937-45-1) → 2-(dimethylamino)ethyl methacrylate (2867-47-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 12h;

DOI:10.14233/ajchem.2015.18997

Reference yield:

2-(N,N-dimethylamino)ethanol (108-01-0) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → methanol (67-56-1) + 2-(dimethylamino)ethyl methacrylate (2867-47-2)

Guidance literature:

With 10H-phenothiazine; 2,6-di-tert-butyl-4-methyl-phenol; 4-methoxy-phenol; di(n-butyl)tin oxide; at 110 ℃; for 5.5h; under 60.006 - 97.5098 Torr;

upstream raw materials:

2-(N,N-dimethylamino)ethanol

methyl methacrylate

methacrylic acid methyl ester

1-amino-3-(dimethylamino)propane

Downstream raw materials:

2-[dimethyl(2-oxido-2-oxoethyl)ammonio]ethyl methacrylate

2-(dimethylamino)ethyl 2-methyl-3-{[3-(morpholinocarbonyl)phenyl]sulfanyl}propanoate

2-(dimethylamino)ethyl 3-[(4-hydroxyphenyl)sulfanyl]-2-methylpropanoate

DMAHM

Refernces

• 1、 -. "COMPOSITION INCLUDING DIALKYL TIN OXIDE AND USE THEREOF AS A TRANSESTERIFICATION CATALYST FOR THE SYNTHESIS OF (METH) ACRYLIC ESTERS". Page/Page column 4-5. . Retrieved 2012/05/21.
• 2、 -. "MANUFACTURE OF ESTERS". Page/Page column 21-22. . Retrieved 2008/06/13.