Vinyl chloroacetate

CAS Number

2549-51-1

Molecular Formula

C₄H₅ClO₂

Also known as:

Vinyl chloroacetate; 2-Chloroethyl vinyl carbonate (legacy name variations); VCA; Vinyl chloroacetate ester

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Product Description

Vinyl chloroacetate (VCA) CAS 2549-51-1
Vinyl chloroacetate (VCA) is a reactive vinyl ester bearing a chloroacetyl functionality. It is supplied as a clear, colorless liquid and is used as a building block for vinyl polymer modification, glycidyl and epoxide precursors, alkylation/acylation chemistry and specialty fine-chemical synthesis. VCA is moisture-sensitive and reactive toward nucleophiles; handle under controlled, anhydrous conditions with appropriate engineering and personal-protection measures.

Applications

  • Polymer modification and vinyl chemistry
    Used as a comonomer or modification reagent to introduce reactive chloroacetate functionality into vinyl polymers and copolymers for later functionalization.
  • Glycidyl / epoxide precursor
    Converted to glycidyl or epoxide derivatives via intramolecular cyclization or base-promoted transformations for resin and specialty-monomer manufacture.
  • Alkylation / acylation synthon
    Employed as an electrophile in substitution and alkylation steps to install chloroacetyl groups in agrochemical and pharmaceutical intermediate syntheses.
  • Adduct and crosslinker intermediate
    Used to prepare crosslinkable adducts, surface-reactive monomers and specialty crosslinkers for coatings and adhesives.
  • Analytical reagent and research
    Supplied as a reagent for method development, structure-activity work and small-scale synthetic exploration.

Technical Parameters

Parameter Value
Assay ≥ 99.0
Appearance Colorless to pale yellow clear liquid
Melting point (°C) −40.0
Boiling point (°C, 1 atm) 144.0
Density (g·mL⁻¹ at 20 °C) 1.230
Refractive index (n²⁰_D) 1.420
Water solubility (g·L⁻¹ at 20 °C) 30.0
Vapor pressure (kPa at 20 °C) 1.20
Flash point (°C, closed cup) 40.0

Quick Information

EINECS 219-834-3
Molecular Weight 120.54 g/mol

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