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730971

Sigma-Aldrich

2-(Diisopropylamino)ethyl methacrylate

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

Synonyme(s) :

DPA, DPAEMA

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About This Item

Formule empirique (notation de Hill):
C12H23NO2
Numéro CAS:
Poids moléculaire :
213.32
Numéro CE :
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Niveau de qualité

Pureté

97%

Forme

liquid

Contient

~100 ppm monomethyl ether hydroquinone as inhibitor

Indice de réfraction

n20/D 1.145

Densité

0.900 g/mL at 25 °C

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

SVYHMICYJHWXIN-UHFFFAOYSA-N

Description générale

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.

Pictogrammes

CorrosionExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

210.0 °F

Point d'éclair (°C)

98.9 °C


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Aaron Ross Flakemore et al.
Meat science, 123, 79-87 (2016-09-20)
This study evaluated omega-3 intramuscular fatty acids in the longissimus thoracis et lumborum of commercially prepared Australian lamb loin chops. Meats, denuded of external fats were cooked by means of conductive dry-heat using a fry grilling hot plate, to a
Katina Handeland et al.
Nutrition journal, 16(1), 64-64 (2017-10-04)
Fatty fish is the dominant dietary source of n-3 LCPUFAs but it also contains other micronutrients considered important for brain development and function. To our knowledge, the effect of fatty fish intake on cognitive function in adolescents has not been
Francesco Camerlengo et al.
BMC plant biology, 17(1), 248-248 (2017-12-21)
Among wheat gluten proteins, the α-type gliadins are the major responsible for celiac disease, an autoimmune disorder that affects about 1% of the world population. In fact, these proteins contain several toxic and immunogenic epitopes that trigger the onset of
Fernando H Ramírez-Guadiana et al.
PLoS genetics, 13(9), e1007015-e1007015 (2017-09-26)
One of the hallmarks of bacterial endospore formation is the accumulation of high concentrations of pyridine-2,6-dicarboxylic acid (dipicolinic acid or DPA) in the developing spore. This small molecule comprises 5-15% of the dry weight of dormant spores and plays a
Laurent Maïmoun et al.
Clinical physiology and functional imaging, 39(5), 345-354 (2019-05-16)
Dual-energy X-ray absorptiometry (DXA) is used in clinical routine to determine areal bone mineral density (aBMD). However, it is not clear whether excessive fat mass or substantial weight loss modify the aBMD measurements. The aim of this study was to

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