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901185

Sigma-Aldrich

3,3′-Diethoxypropyl methacrylate

≥98.0%, contains ≤100 ppm MEHQ as inhibitor

Synonym(s):

3,3-Diethoxypropyl 2-methylprop-2-enoate, DEPMA, Diethoxypropyl methacrylate

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About This Item

Empirical Formula (Hill Notation):
C11H20O4
CAS Number:
95984-01-3
Molecular Weight:
216.27
MDL number:
MFCD31657490
UNSPSC Code:
12162002
NACRES:
NA.23

Assay

≥98.0%

form

liquid

contains

≤100 ppm MEHQ as inhibitor

color

colorless to pale yellow

shipped in

wet ice

storage temp.

−20°C

InChI

1S/C11H20O4/c1-5-13-10(14-6-2)7-8-15-11(12)9(3)4/h10H,3,5-8H2,1-2,4H3

InChI key

CPARKAXEDHCHNX-UHFFFAOYSA-N

Application

3,3′-Diethoxypropyl methacrylate is a methacrylate monomer used in the synthesis of the pH-responsive polymer poly(3,3′-diethoxypropyl methacrylate) (PDEPMA). PDEPMA contains acetal groups, which upon exposure to acid in solution hydrolyze to form aldehyde groups that can be further reacted via chemical conjugation with biomolecules or other small molecules. Due to their responsive nature and well-controlled deprotection reactions, these materials have been used in a wide variety of biomedical applications such as surface patterning for sensors, the synthesis of polymer-biomolecule conjugates, and drug delivery applications.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

161.6 °F

Flash Point(C)

72 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jungyeon Hwang et al.
Journal of controlled release : official journal of the Controlled Release Society, 122(3), 279-286 (2007-06-30)
Polymers with reactive side chains and narrow molecular weight distributions were synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization, and the potential to utilize these polymers to prepare drug carriers was demonstrated. p-Nitrophenyl methacrylate (NPMA) and diethoxypropyl methacrylate (DEPMA) were
Anja S Goldmann et al.
Macromolecular rapid communications, 34(10), 810-849 (2013-04-30)
The establishment of advanced living/controlled polymerization protocols allows for engineering synthetic polymers in a precise fashion. Combining advanced living/controlled polymerization techniques with highly efficient coupling chemistries facilitates quantitative, modular, and orthogonal functionalization of synthetic polymer strands at their chain termini
Karen L Christman et al.
Langmuir : the ACS journal of surfaces and colloids, 21(18), 8389-8393 (2005-08-24)
Protein and peptide microarrays are popular candidates for medical diagnostics because of the possibility for high sensitivity and simultaneous marker screening. To realize the potential of these arrays, new strategies for ligand patterning are needed. We report a method for
The emergence of oxime click chemistry and its utility in polymer science.
Collins J, et al.
Polym. Chem., 7, 3812-3826 (2016)

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