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Sigma-Aldrich

3-(Acryloyloxy)-2-hydroxypropyl methacrylate

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Synonym(s):
1-(Acryloyloxy)-2-hydroxy-3-(methacryloyloxy)propane, 2-Hydroxy-1-acryloxy-3-methacryloxypropane, 2-Hydroxy-1-acryloyloxy-3-methacryloyloxypropane, 3-Acryloyloxy glycerol monomethacrylate
Linear Formula:
H2C=C(CH3)CO2CH2CH(OH)CH2O2CCH=CH2
CAS Number:
Molecular Weight:
214.22
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

contains

200 ppm monomethyl ether hydroquinone as inhibitor
350 ppm BHT as inhibitor

Quality Level

refractive index

n20/D 1.473 (lit.)

density

1.14 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCC(O)COC(=O)C=C

InChI

1S/C10H14O5/c1-4-9(12)14-5-8(11)6-15-10(13)7(2)3/h4,8,11H,1-2,5-6H2,3H3

InChI key

ZODNDDPVCIAZIQ-UHFFFAOYSA-N

Application

  • Spectroscopic Analysis on Michael Addition Reaction of Secondary Amino Groups on Silica Surface with 3-(Acryloyloxy)-2-hydroxypropyl Methacrylate: This study discusses the introduction of polymerizable methacrylate groups to silica surfaces via Michael addition of AHM, observing increased functional group introduction with increased molar ratios (S Lee, KR Ha, 2014).
  • Synthesis of well-defined diblock copolymer nano-objects by RAFT non-aqueous emulsion polymerization: The paper elaborates on the synthesis of well-defined polymeric nano-objects employing RAFT polymerization in non-aqueous media, highlighting the versatility of methacrylate copolymers in creating tailored nanostructures (RR Gibson, A Fernyhough, OM Musa, SP Armes, 2021).
  • Spectroscopic analysis of methacrylate groups introduced on silica particle surfaces by the aza-Michael addition reaction: This publication explores the functionalization of silica particles with methacrylate groups using AHM, focusing on the efficiency of grafting via spectroscopic analysis (S Lee, KR Ha, 2016).
  • Antimicrobial and Responsive Zwitterionic Polymer Based on Cysteine Methacrylate Synthesized via RAFT Polymerization: Discusses the synthesis of a responsive, antimicrobial zwitterionic polymer from cysteine and AHM, using thiol-Michael reaction for antimicrobial applications (P Yadav, S Hafeez, J Jaishankar, P Srivastava, 2021).

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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