64120

Methacryloyl chloride

purum, dist., ≥97.0% (GC), contains ~0.02% 2,6-di-tert-butyl-4-methylphenol as stabilizer

• Synonyme(s) : 2-Methylprop-2-enoyl chloride, Methacrylic acid chloride, Methacrylyl chloride
• Formule linéaire : CH₂=C(CH₃)COCl
• Numéro CAS: 920-46-7
• Poids moléculaire : 104.53
• Beilstein: 878175
• Numéro CE : 213-058-9
• Numéro MDL: MFCD00000716
• Code UNSPSC : 12162002
• ID de substance PubChem : 329759927
• Nomenclature NACRES : NA.23

Propriétés

• Qualité: purum; dist.
• Niveau de qualité: 200
• Essai: ≥97.0% (GC)
• Contient: ~0.02% 2,6-di-tert-butyl-4-methylphenol as stabilizer
• Impuretés: ≤1000 mg/kg total sulfur (as SO₄)
• Indice de réfraction: n20/D 1.442 (lit.); n20/D 1.444
• pb: 95-96 °C (lit.)
• Densité: 1.08 g/mL at 20 °C; 1.07 g/mL at 25 °C (lit.)
• Température de stockage: 2-8°C
• Chaîne SMILES: CC(=C)C(Cl)=O
• InChI: 1S/C4H5ClO/c1-3(2)4(5)6/h1H2,2H3
• Clé InChI: VHRYZQNGTZXDNX-UHFFFAOYSA-N

Description

Description générale

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.

Methacryloyl chloride can also be used:

• To prepare methacryloyl-functional benzoxazine monomer.
• As a precursor to prepare N-methacryloyl-(L)-histidinemethylester(MAH), a metal chelating monomer.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS06,GHS05
• Mention d'avertissement: Danger
• Mentions de danger: H225,H302,H314,H317,H330,H412
• Conseils de prudence: P210 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Classification des risques: Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Skin Sens. 1
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): 55.0 °F - closed cup
• Point d'éclair (°C): 12.8 °C - closed cup
• Équipement de protection individuelle: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter