730971
2-(Diisopropylamino)ethyl methacrylate
97%, contains ~100 ppm monomethyl ether hydroquinone as inhibitor
Synonym(s):
DPA, DPAEMA
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About This Item
Empirical Formula (Hill Notation):
C12H23NO2
CAS Number:
Molecular Weight:
213.32
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Quality Level
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
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
210.0 °F
Flash Point(C)
98.9 °C
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