730971

2-(Diisopropylamino)ethyl methacrylate

97%, contains ~100 ppm monomethyl ether hydroquinone as inhibitor

• Synonym(s): DPA, DPAEMA
• Empirical Formula (Hill Notation): C₁₂H₂₃NO₂
• CAS Number: 16715-83-6
• Molecular Weight: 213.32
• EC Number: 240-772-8
• MDL number: MFCD00072647
• UNSPSC Code: 12162002
• PubChem Substance ID: 329764609
• NACRES: NA.23

Properties

• assay: 97%
• form: liquid
• contains: ~100 ppm monomethyl ether hydroquinone as inhibitor
• refractive index: n20/D 1.145
• density: 0.900 g/mL at 25 °C
• Storage temp.: 2-8°C
• SMILES string: CC(C)N(CCOC(=O)C(C)=C)C(C)C
• InChI: 1S/C12H23NO2/c1-9(2)12(14)15-8-7-13(10(3)4)11(5)6/h10-11H,1,7-8H2,2-6H3
• InChI key: SVYHMICYJHWXIN-UHFFFAOYSA-N

Description

General description

2-(Diisopropylamino)ethyl methacrylate (DPA) is a methacrylate class of monomer used to prepare various DPA-derived polymers, which includes poly(2-(diisopropylamino)ethyl methacrylate) (PDPA). PDPA is a water-soluble polymer, which exhibits sensitivity to changes in pH and temperature. At pH levels below its pKa value of approximately 6.5, PDPA undergoes a transition from hydrophobic to hydrophilic behavior. This transition is attributed to the protonation of its amino groups. These unique properties of PDPA polymers consequently make them very useful in various applications such as drug delivery, gene delivery, sensors, surfaces, membranes, and chromatography.

Application

2-(Diisopropylamino)ethyl methacrylate can be used:

• As a monomer in the synthesis of multi-responsive hyperbranched copolymers by combining poly(oligo(ethylene glycol)methyl methacrylate) (P(OEGMA)) and 2-(diisopropylamino)ethyl methacrylate (PDIPAEMA) using RAFT polymerization. These polymers find application in drug delivery, gene delivery and tissue engineering.
• A monomers in the synthesis of block copolymer poly(ethyleneglycol)-b-poly(2-(diisopropylamino)ethyl methacrylate) (PEG-b-PDPAEMA). These pH-responsive micelles can be used for enhanced intracellular drug delivery. The DPA monomer contributes to the pH-responsive nature of the copolymers.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H315,H317,H318,H335
• pcodes: P280 - P302 + P352 - P305 + P351 + P338 + P310
• Hazard Classifications: Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 210.0 °F
• flash_point_c: 98.9 °C