Methacryloyl chloride

Methacryloyl chloride Basic information
Product Name:Methacryloyl chloride
Synonyms:2-METHYLPROPENOYL CHLORIDE;methacrylchloride;methacrylicacidchloride;methacrylicchloride;methacrylolchloride;Methylacryloyl chloride;METHACRYLOYL CHLORIDE TECH. 80%;METHACRYLOYL CHLORIDE, DIST., STAB.
CAS:920-46-7
MF:C4H5ClO
MW:104.53
EINECS:213-058-9
Product Categories:ACID CHLORIDES;Polymer Science;Acid Halides;Acrylic Monomers;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Materials Science;Organic Building Blocks;Acid Halides;Carbonyl Compounds;Organic Building Blocks;Acrylic Monomers;Methacrylate;Monomers
Mol File:920-46-7.mol
Methacryloyl chloride Structure
Methacryloyl chloride Chemical Properties
Melting point -60°C
Boiling point 95-96 °C(lit.)
density 1.08 g/mL at 20 °C
refractive index n20/D 1.442(lit.)
Fp 57 °F
storage temp. 2-8°C
solubility Chloroform
form Liquid
color Clear to slightly colored
Water Solubility Miscible with alcohols, ethers and organic solvents. Slightly miscible with water.
Sensitive Moisture Sensitive
BRN 878175
Stability:Light and Moisture Sensitive
InChIKeyVHRYZQNGTZXDNX-UHFFFAOYSA-N
CAS DataBase Reference920-46-7(CAS DataBase Reference)
NIST Chemistry ReferenceMethacryloyl chloride(920-46-7)
EPA Substance Registry SystemMethacryloyl chloride (920-46-7)
Safety Information
Hazard Codes F,T+,Xi
Risk Statements 11-26/27/28-34-26-22-43-52/53
Safety Statements 26-28-36/37/39-45-27-16-33-29
RIDADR UN 3383 6.1/PG 1
WGK Germany 3
RTECS OZ5791000
21
Hazard Note Irritant
TSCA Yes
HazardClass 6.1
PackingGroup I
HS Code 29161900
Hazardous Substances Data920-46-7(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Methacryloyl chloride English
SigmaAldrich English
ALFA English
Methacryloyl chloride Usage And Synthesis
Chemical Propertiesclear slightly colored liquid
UsesMethacryloyl chloride is used in the preparation of polymeric materials. It reacts with L-histidine and forms functional monomer. It is also used to prepare monomer 2-methacrylamido-caprolactam, amide monomers by amidation.
ApplicationMethacryloyl chloride is used in the manufacture of polymers:
Monomer 2-methacrylamido-caprolactam was prepared by reacting methacryloyl chloride with racemic a-amino-e-caprolactam.
Functional monomer was prepared by reacting methacryloyl chloride and L-histidine.
A series of amide monomers were synthesized by amidation of methacryloyl chloride with amines and grafted onto commercial poly(ether sulfone) (PES) membranes using irradiation from atmospheric pressure plasma (APP).
Reaction of methacryloyl chloride with the hydroxyl groups on the surfaces of HEMA/NVP microspheres was performed, leading to the introduction of polymerisable double bonds onto the surfaces of microspheres.
Star-shaped poly(d,l-lactide) oligomers with 2, 3 and 6 arms were synthesised, end-functionalised with methacryloyl chloride and photo-crosslinked in the presence of ethyl lactate as a non-reactive diluent.
General DescriptionMethacryloyl chloride is the clear to slightly colored acid chloride of methacrylic acid. It appears as a liquid of density 1.07g/cm3, boiling point 95-96°C, and flash point 55°F. Highly toxic. Supplied in technical grades of varying purity. Monomethyl ether hydroquinone is added as a stabilizer to prevent auto polymerization. Reaction with diisopropyl ether in presence of metal salts is rigorous.
Air & Water ReactionsHighly flammable. Reacts with water to produce gaseous hydrogen chloride (corrosive and toxic).
Reactivity ProfileMethacryloyl chloride is incompatible with strong oxidizing agents, alcohols, bases (including amines). Can polymerize violently; but the polymerization reaction can be inhibited by the addition of phenolthiazine. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
HazardFlammable and corrosive liquid.
Purification MethodsPurify the ester by fractional distillation. If it contains the acid (OH bands in the IR) then add redistilled SOCl2 (with cooling) and cuprous chloride (ca to 2%), reflux the mixture gently for 1hour and fractionate it through a 1metre column packed with glass helices. Redistillation then provides the acid chloride in high purity as a colourless liquid. It is necessary to keep the apparatus moisture free (use CaCl2 tubes), Stabilise it with 0.05% of 2,6-di-tert-butyl-4-methylphenol. [Lal & Green J Org Chem 20 1032 1955, Beilstein 2 IV 1537.]
Methacryloyl chloride Preparation Products And Raw materials
Preparation Productsoptical plastics based on coplymer of diene macromolecule-->BINAPACRYL-->CHLORANOCRYL-->Benzyl methacrylate-->4-Benzoylphenyl Methacrylate-->METHYLTRIGLYCOLMETHACRYLATE-->2-Methyl-N-(4-sulfaMoyl-phenyl)-acrylaMide-->Decyl methacrylate-->ISOPROPYL METHACRYLATE-->TEMPO Methacrylate-->N-Succinimidyl Methacrylate-->2-Ethyl-2-adamantyl methacrylate-->3-CHLORO-2-HYDROXYPROPYL METHACRYLATE-->2-ETHOXYETHYL METHACRYLATE-->12-hydroxydodecyl methacrylate
(E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE Methyl 1-CYCLOHEXENECARBONYL CHLORIDE ITACONYL CHLORIDE COUMARIN-3-CARBOXYLIC ACID CHLORIDE (-)-2-[METHYLAMINO]-1-PHENYLPROPANE Basic Violet 1 Kresoxim-methyl 3-Methylcrotonoyl chloride Ammonium chloride Crotonyl chloride 2-Butenoyl chloride -Methacryloyl chloride Mepiquat chloride (E)-2,3-Dimethylacryloyl chloride, (E)-2-Methylcrotonoyl chloride, 3-cis-Methyl-methacryloyl chloride, Tigloyl chloride Methanol Dimethyl sulfoxide POLY(METHACRYLOYL CHLORIDE),POLY(METHACRYLOYL CHLORIDE): (25% IN DIOXANE),methacryloyl chloride homopolymer,METHACRYLOYL CHLORIDE POLYMER Methyl acrylate 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.