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Methacryloyl chloride

ALDRICH/523216 - 97%, contains ~200 ppm monomethyl ether hydroquinone as stabilizer

Synonym: α-Methylacryloyl chloride; 2-Methyl-2-propenoyl chloride; 2-Methylacryloyl chloride; 2-Methylpropenoic acid chloride; Methacrylic acid chloride; Methacrylic chloride

CAS Number: 920-46-7
Empirical Formula (Hill Notation): C4H5ClO
Molecular Weight: 104.53
EC Number: 213-058-9
MDL Number: MFCD00000716
Linear Formula: CH2=C(CH3)COCl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-523216-100ML 100 mL
$168.00
1/EA
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45-523216-1L 1 L
$1240.00
1/EA
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assay 97%
bp 95-96 °C (lit.)
contains ~200 ppm monomethyl ether hydroquinone as stabilizer
density 1.07 g/mL at 25 °C (lit.)
InChI 1S/C4H5ClO/c1-3(2)4(5)6/h1H2,2H3
InChI key VHRYZQNGTZXDNX-UHFFFAOYSA-N
Quality Level 200 
refractive index n20/D 1.442 (lit.)
SMILES string CC(=C)C(Cl)=O
storage temp. −20°C
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. Monomethyl ether hydroquinone is added as a stabilizer to prevent auto polymerization. Reaction with diisopropyl ether in presence of metal salts is rigorous.
Packaging: 1 L in Sure/Seal™
Packaging: 100 mL in Sure/Seal™
Purity 97%
bp 95-96 °C (lit.)
Density 1.07 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.442 (lit.)
Storage Temp. −20°C
UNSPSC 12162002

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