64120
Methacryloyl chloride
purum, dist., ≥97.0% (GC), contains ~0.02% 2,6-di-tert-butyl-4-methylphenol as stabilizer
Synonym(s):
2-Methylprop-2-enoyl chloride, Methacrylic acid chloride, Methacrylyl chloride
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About This Item
Linear Formula:
CH2=C(CH3)COCl
CAS Number:
Molecular Weight:
104.53
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
213-058-9
Beilstein/REAXYS Number:
878175
MDL number:
grade
purum
Quality Level
assay
≥97.0% (GC)
quality
dist.
contains
~0.02% 2,6-di-tert-butyl-4-methylphenol as stabilizer
impurities
≤1000 mg/kg total sulfur (as SO4)
refractive index
n20/D 1.442 (lit.), n20/D 1.444
bp
95-96 °C (lit.)
density
1.08 g/mL at 20 °C, 1.07 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CC(=C)C(Cl)=O
InChI
1S/C4H5ClO/c1-3(2)4(5)6/h1H2,2H3
InChI key
VHRYZQNGTZXDNX-UHFFFAOYSA-N
General description
Methacryloyl chloride is the acid chloride of methacrylic acid that is used in the field of polymers as a monomer or a reactive intermediate in the synthesis of various polymers. It is used to synthesize various polymers, such as poly(methacryloyl chloride), poly(methacrylates), and poly(methacrylamides) for wide applications including the production of dental materials, adhesives, contact lenses, hydrogels, coatings, and in the development of various biomedical devices.
Application
Methacryloyl chloride can be used as:
- A monomer in the synthesis of amphiphilic fluorescent copolymers via reversible addition-fragmentation chain transfer (RAFT) polymerization. The resulting copolymers have smart pH sensitivity and fluorescence properties, which make them suitable for use in cell imaging.
- A monomer in the emulsion polymerization process to prepare a fluorescence probe, which is used for the detection of metronidazole.
- A surface modifier for microcrystalline cellulose (MCC) to improve its compatibility with low-density polyethylene (LDPE) in the preparation of LDPE-based composites.
- A key component in the synthesis of carboxymethyl cellulose acrylates, which find applications in the development of pH-sensitive hydrogels.
- A monomer in the synthesis of methacrylate-based hydrogel materials, which are widely used in the production of soft contact lenses.
- To prepare methacryloyl-functional benzoxazine monomer.
- As a precursor to prepare N-methacryloyl-(L)-histidinemethylester(MAH), a metal chelating monomer.
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Danger
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Skin Sens. 1
Storage Class
3 - Flammable liquids
flash_point_f
55.0 °F - closed cup
flash_point_c
12.8 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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Runhai Chen et al.
Macromolecular bioscience, 20(2), e1900331-e1900331 (2019-12-20)
Polymer nanoparticulate drug delivery systems that respond to reactive oxygen species (ROS) and glutathione (GSH) simultaneously at biologically relevant levels hold great promise to improve the therapeutic efficacy to cancer cells with reduced side effects of chemo drugs. Herein, a
Xiangzheng Hu et al.
Steroids, 70(8), 531-537 (2005-05-17)
Bile acids in the family of steroid compounds can be chemically modified for biochemical and other applications. Derivatives of cholic acid with multiple methacrylate groups can be prepared by the use of methacrylic acid, methacryloyl chloride and methacryloyl anhydride as
E Asmussen et al.
Scandinavian journal of dental research, 91(2), 153-155 (1983-04-01)
The bonding of restorative resins to dentin by means of an intermediary monomer containing a carboxylic acid chloride or an isocyanate group was investigated. Such intermediary monomers are supposed to react with the organic constituent of dentin. Bond strengths were
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 64120-50ML | 04061837408748 |
| 64120-250ML | 04061832728834 |