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About This Item

Linear Formula:
CH2=C(CH3)COCl
CAS Number:
Molecular Weight:
104.53
Beilstein/REAXYS Number:
878175
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Quality Level

assay

97%

contains

monomethyl ether hydroquinone as stabilizer

refractive index

n20/D 1.442 (lit.)

bp

95-96 °C (lit.)

density

1.07 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

CC(=C)C(Cl)=O

InChI

1S/C4H5ClO/c1-3(2)4(5)6/h1H2,2H3

InChI key

VHRYZQNGTZXDNX-UHFFFAOYSA-N

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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.

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.

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

55.0 °F - closed cup

flash_point_c

12.8 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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