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730971

Sigma-Aldrich

2-(Diisopropylamino)ethyl methacrylate

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

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Synonym(s):
DPA, DPAEMA
Empirical Formula (Hill Notation):
C12H23NO2
CAS Number:
Molecular Weight:
213.32
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

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

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This Item
D1285242586P63808
vibrant-m

D1285

2′,3′-Dideoxyadenosine

vibrant-m

242586

Diphenylamine

vibrant-m

P63808

2,6-Pyridinedicarboxylic acid

form

liquid

form

powder

form

-

form

crystals

refractive index

n20/D 1.145

refractive index

-

refractive index

-

refractive index

-

contains

~100 ppm monomethyl ether hydroquinone as inhibitor

contains

-

contains

-

contains

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

density

0.900 g/mL at 25 °C

density

-

density

-

density

-

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.

pictograms

CorrosionExclamation mark

signalword

Danger

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


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