537284

[2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide

95%

• Synonym(s): DMAPS, 2-(N-3-Sulfopropyl-N,N-dimethyl ammonium)ethyl methacrylate, N-(3-Sulfopropyl)-N-(methacryloxyethyl)-N,N-dimethylammonium betaine
• Linear Formula: H₂C=C(CH₃)CO₂CH₂CH₂N(CH₃)₂(CH₂)₃SO₃
• CAS Number: 3637-26-1
• Molecular Weight: 279.35
• EC Number: 222-860-8
• MDL number: MFCD00040574
• UNSPSC Code: 12162002
• PubChem Substance ID: 24878208
• NACRES: NA.23

Properties

• Assay: 95%
• mp: 150-155 °C (lit.)
• SMILES string: CC(=C)C(=O)OCC[N+](C)(C)CCCS([O-])(=O)=O
• InChI: 1S/C11H21NO5S/c1-10(2)11(13)17-8-7-12(3,4)6-5-9-18(14,15)16/h1,5-9H2,2-4H3
• InChI key: BCAIDFOKQCVACE-UHFFFAOYSA-N

Description

General description

[2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide (DMAPS) is a hygroscopic, zwitterionic monomer used in the synthesis of polysulfobetaines. Polysulfobetaines are electrically neutral polymers that contain both cationic and anionic groups within a single monomer unit and feature interesting properties such as antielectrolyte behavior in aqueous salt solutions, biocompatibility, and hemocompatibility. Based upon these properties, polysulfobetaines are useful in many biomedical applications such as drug delivery and drug formulation.

Application

Due to its hygroscopic nature, [2-(methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide (DMAPS) can contain up to one molecule of water per monomer unit. This material should be stored in a cool, dry place and depending on the reaction conditions, water may need to be removed prior to polymerization.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves