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TCI

CAS 1888-94-4

2-Chloroethyl Methacrylate (stabilized with MEHQ) TCI C4133

2-Chloroethyl Methacrylate (stabilized with MEHQ) TCI C4133

Chemical Identity

Other names
Methacrylic Acid 2-Chloroethyl Ester (stabilized with MEHQ)
CAS No.
1888-94-4
PubChem
CID 15905
Formula
C6H9ClO2
Molecular weight
148.59 g/mol
Purity
>98.0%(GC)
Storage
0-10°C
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2-chloroethyl 2-methylprop-2-enoate
SMILES
CC(=C)C(=O)OCCCl
InChIKey
GPOGMJLHWQHEGF-UHFFFAOYSA-N
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2-Chloroethyl Methacrylate (TCI C4133, CAS 1888-94-4) is a methacrylate monomer with a 2-chloroethyl group on its ester side. The product is stabilized with MEHQ (monomethyl ether hydroquinone) so that it does not polymerize on its own during storage. Polymer and materials laboratories use it to make methacrylate homopolymers and copolymers that carry a reactive alkyl chloride on the side chain. The chlorine survives polymerization, so the resulting polymer can serve as a platform for further chemical modification.

The monomer is useful mainly because it has two separate functions. Its methacrylate double bond takes part in radical polymerization. That can be conventional free-radical polymerization or a controlled technique such as ATRP or RAFT, depending on the researcher's design. The chloroethyl group can then undergo nucleophilic substitution after polymerization, for example with azides, tertiary amines, or thiols. This lets researchers attach charges, click-chemistry handles, or specific ligands without synthesizing a new monomer for every function they need, which saves time and simplifies the synthetic route.

In Indonesia, this monomer is relevant to research groups in materials science, polymer chemistry, and chemical engineering, and to teams developing membranes and functional materials. University and research-institute laboratories can use it to prepare a single reactive precursor polymer and then make a series of functionalized derivatives from it for comparison. It also suits graduate thesis projects and exploratory studies where flexible post-polymerization chemistry matters more than building a separate monomer for each target property.

  • Synthesis of functional methacrylate homopolymers: the monomer polymerizes through its methacrylate double bond and keeps a reactive alkyl chloride on every repeat unit for later modification.
  • Copolymer design with other methacrylates: incorporating this monomer adds a controllable fraction of reactive chloroethyl side groups to the backbone, so researchers can tune how many sites are available for functionalization.
  • Controlled radical polymerization studies using ATRP or RAFT: the methacrylate group is compatible with these techniques, so researchers can target polymers with defined architectures that still carry reactive pendant chlorides.
  • Post-polymerization modification by nucleophilic substitution: the chloroethyl group reacts with azides, tertiary amines, or thiols, which makes it possible to introduce click-chemistry handles, cationic charges, or ligands on a single precursor polymer.
  • Development of membranes and functional materials: a reactive precursor polymer can be converted into charged or ligand-bearing materials, so groups can screen different surface functions without synthesizing a new monomer each time.

Brand TCI (product code C4133)
CAS number 1888-94-4
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes see the available options on the product listing
Physical form —
Storage follow the conditions on the TCI label and safety data sheet
  • Stabilizer: MEHQ (monomethyl ether hydroquinone)

Store 2-Chloroethyl Methacrylate in its original, tightly closed container in a cool, dark, well-ventilated place, following the conditions stated on the TCI label and safety data sheet. Keep it away from heat, direct light, ignition sources, and radical initiators, because these can trigger unwanted polymerization even though MEHQ is present. Handle it in a fume hood and wear chemical-resistant gloves, safety goggles, and a lab coat. Avoid skin contact and inhaling vapors. If the inhibitor has to be removed before a polymerization, do it shortly before use and do not store the uninhibited monomer for long. Dispose of residues according to institutional and local regulations for halogenated organic waste.

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