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Methacryloyl chloride

CAS No.
920-46-7
Chemical Name:
Methacryloyl chloride
Synonyms
Methacrylic acid chloride;Methacryl chloride;Methacrylic chloride;METHACRYLYL CHLORIDE;Methacryloyl chlorid;methylacryloylchloride;2-METHYL-ACRYLOYL CHLORIDE;methacrylchloride;methacrylolchloride;methacrylicchloride
CBNumber:
CB0715425
Molecular Formula:
C4H5ClO
Molecular Weight:
104.53
MDL Number:
MFCD00000716
MOL File:
920-46-7.mol
Last updated:2024-03-26 14:13:49

Methacryloyl chloride 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.)
Flash point 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
InChIKey VHRYZQNGTZXDNX-UHFFFAOYSA-N
CAS DataBase Reference 920-46-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII L76O6653IO
NIST Chemistry Reference Methacryloyl chloride(920-46-7)
EPA Substance Registry System Methacryloyl chloride (920-46-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS06
Signal word  Danger
Hazard statements  H225-H302-H314-H317-H330-H412
Precautionary statements  P210-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
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
NFPA 704
3
3 1

Methacryloyl chloride price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 523216 Methacryloyl chloride 97%, contains ~200ppm monomethyl ether hydroquinone as stabilizer 920-46-7 100ml $168 2024-03-01 Buy
Sigma-Aldrich 523216 Methacryloyl chloride 97%, contains ~200ppm monomethyl ether hydroquinone as stabilizer 920-46-7 1l $1240 2024-03-01 Buy
Alfa Aesar L14511 Methacryloyl chloride, may contain up to ca. 15% cyclic dimer, 97%, stab. 920-46-7 25g $75.1 2023-06-20 Buy
Alfa Aesar L14511 Methacryloyl chloride, may contain up to ca. 15% cyclic dimer, 97%, stab. 920-46-7 100g $237 2023-06-20 Buy
Sigma-Aldrich 64120 Methacryloyl chloride purum, dist., ≥97.0% (GC), contains ~0.02% 2,6-di- 920-46-7 50ml $130 2023-06-20 Buy
Product number Packaging Price Buy
523216 100ml $168 Buy
523216 1l $1240 Buy
L14511 25g $75.1 Buy
L14511 100g $237 Buy
64120 50ml $130 Buy

Methacryloyl chloride Chemical Properties,Uses,Production

Chemical Properties

clear slightly colored liquid

Uses

Methacryloyl 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.

Application

Methacryloyl 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 Description

Methacryloyl 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 Reactions

Highly flammable. Reacts with water to produce gaseous hydrogen chloride (corrosive and toxic).

Reactivity Profile

Methacryloyl 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].

Hazard

Flammable and corrosive liquid.

Purification Methods

Purify 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.]

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View Lastest Price from Methacryloyl chloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methacryloyl chloride pictures 2024-03-28 Methacryloyl chloride
920-46-7
US $0.00 / Kg/Drum 1KG 99% 500mt/year Jinan Finer Chemical Co., Ltd
Methacryloyl Chloride pictures 2024-03-26 Methacryloyl Chloride
920-46-7
US $0.00-0.00 / Kg 1Kg 99.9% 2000tons airuikechemical co., ltd.
Methacryloyl chloride pictures 2023-11-27 Methacryloyl chloride
920-46-7
US $0.00 / ml 100ml 98% 500L Wuhan Senwayer Century Chemical Co.,Ltd
2-METHYLPROPENOYL CHLORIDE methacrylchloride methacrylicacidchloride methacrylicchloride methacrylolchloride Methylacryloyl chloride METHACRYLOYL CHLORIDE TECH. 80% METHACRYLOYL CHLORIDE, DIST., STAB. METHACRYLOYL CHLORIDE, 97 % METHACRYLOYL CHLORIDE, 97%, STAB. WITH 400PPM 4-METHOXYPHENO Methacryloyl chloride, stabilised, 98% alpha-MethacryloylChloride Methacryloyl chloride, 97%, stabilized 2-METHYL-2-PROPENOYL CHLORIDE METHACRYLOYL CHLORIDE 2-methyl-2-propenoylchlorid 2-Methylpropenoic acid chloride 2-methylpropenoicacidchloride 2-Propenoyl chloride, 2-methyl- METHACRYLOYL CHLORIDE, STABILIZED WITH 0.2% 2,6-DITERTBUTYL-P-CRESOL METHACRYLOYL CHLORIDE, STABILISED WITH 400PPM PHENOTHIAZINE Methacryloyl chloride, 97%, stab. with 400ppm 4-methoxyphenol alpha-Methylacryloyl chloride alpha-methylacryloylchloride Methacryloyl chloride, stab. with MEHQ, 98% Methacryloyl Chloride (stabilized with MEHQ) 1-Chloro-2-methyl-2-propen-1-one Methacryloyl chloride, stabilized,90%,tech. Methacryloyl chloride, stabilized,97% Methacryloyl Chloride, Stab. With ca 400Ppm 4-Methoxyphenol Methacryloyl chloride, stabilized, 97% Methacryloyl chloride, contains 200 ppM MEHQ as stabilizer, AcroSeal Methacryloyl Chloride  Methacryloyl chloride, 97%, stab. with ca 400ppm 4-methoxyphenol Methacryloyl chloride, 95%, contains 200 ppM MEHQ as stabilizer, AcroSeal Methacryloyl chloride manufacturer kf-wang(at)kf-chem.com MethacryloylChloride(stabilizedwithMEHQ)> Methacryloyl Chloride DISCONTINUED Methacrylic acid chloride Methacrylic chloride methylacryloylchloride 2-METHYL-ACRYLOYL CHLORIDE METHACRYLYL CHLORIDE Methacryl chloride Methacryloyl chlorid Methacryloyl chloride (6CI, 7CI, 8CI) 920-46-7 C4H5ClO CH2CCH3COCl Organic Building Blocks Acid Halides Building Blocks Carbonyl Compounds ACID CHLORIDES Polymer Science Acid Halides Acrylic Monomers Building Blocks