| Identification | More | [Name]
Methacryloyl chloride | [CAS]
920-46-7 | [Synonyms]
2-METHYL-2-PROPENOYL CHLORIDE
2-METHYL-ACRYLOYL CHLORIDE
2-METHYLPROPENOYL CHLORIDE
METHACRYLOYL CHLORIDE
METHACRYLYL CHLORIDE
2-methyl-2-propenoylchlorid
2-Methylpropenoic acid chloride
2-methylpropenoicacidchloride
2-Propenoyl chloride, 2-methyl-
alpha-Methylacryloyl chloride
alpha-methylacryloylchloride
Methacryl chloride
methacrylchloride
Methacrylic acid chloride
Methacrylic chloride
methacrylicacidchloride
methacrylicchloride
methacrylolchloride
Methylacryloyl chloride
methylacryloylchloride | [EINECS(EC#)]
213-058-9 | [Molecular Formula]
C4H5ClO | [MDL Number]
MFCD00000716 | [Molecular Weight]
104.53 | [MOL File]
920-46-7.mol |
| Chemical Properties | Back Directory | [Appearance]
clear to slightly colored liquid | [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 | [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]
920-46-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,T+,Xi | [Risk Statements ]
R11:Highly Flammable.
R26/27/28:Very Toxic by inhalation, in contact with skin and if swallowed .
R34:Causes burns.
R26:Very Toxic by inhalation.
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing .
S16:Keep away from sources of ignition-No smoking .
S33:Take precautionary measures against static discharges .
S29:Do not empty into drains . | [RIDADR ]
UN 3383 6.1/PG 1
| [WGK Germany ]
3
| [RTECS ]
OZ5791000
| [F ]
21 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
I | [HS Code ]
29161900 | [Hazardous Substances Data]
920-46-7(Hazardous Substances Data) |
| Hazard Information | Back Directory | [General Description]
A liquid of density 1.07 g/cm3, boiling point 95-96°C, and flash point 55°F. Highly toxic. Supplied in technical grades of varying purity. | [Reactivity Profile]
METHACRYLOYL CHLORIDE(920-46-7) 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]. | [Air & Water Reactions]
Highly flammable. Reacts with water to produce gaseous hydrogen chloride (corrosive and toxic). | [Hazard]
Flammable and corrosive liquid. | [Chemical Properties]
clear slightly colored liquid | [Uses]
Methacryloyl Chloride is widely used in the manufacture of polymers. | [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. | [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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