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Methacryloyl chloride

Product Name
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
Formula Weight
104.53
MOL File
920-46-7.mol
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Methacryloyl chloride Property

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)
NIST Chemistry Reference
Methacryloyl chloride(920-46-7)
EPA Substance Registry System
Methacryloyl chloride (920-46-7)
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Safety

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 Data
920-46-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H317May cause an allergic skin reaction

H330Fatal if inhaled

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

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

Methacryloyl chloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Methacryloyl chloride manufacturers

Jinan Finer Chemical Co., Ltd
Product
Methacryloyl chloride 920-46-7
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
500mt/year
Release date
2021-06-24
airuikechemical co., ltd.
Product
Methacryloyl Chloride 920-46-7
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
2000tons
Release date
2024-03-26
Hebei Duling International Trade Co. LTD
Product
Methacryloyl chloride 920-46-7
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 tons
Release date
2022-09-15

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