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2-Methoxyethyl Chloride CAS 627-42-9

2-Methoxyethyl Chloride | Versatile Alkylating Agent for Organic Synthesis

Product Concept

2-Methoxyethyl Chloride (CAS 627-42-9) is a highly reactive alkyl halide compound featuring a unique combination of ether and chloroalkyl functional groups. This bifunctional molecule serves as a critical building block in organic synthesis, offering dual reactivity for nucleophilic substitution and ether formation. With its molecular formula C₃H₇ClO and molecular weight of 94.54 g/mol, this clear, colorless liquid demonstrates excellent solubility in common organic solvents (e.g., ethanol, acetone) while maintaining moderate water solubility (≈50 g/L at 20°C). Its balanced lipophilicity (logP = 0.89) and low viscosity make it an ideal reagent for both laboratory-scale and industrial applications.

Technical Specifications

  • Molecular Formula: C₃H₇ClO
  • Molecular Weight: 94.54 g/mol
  • Appearance: Clear, colorless liquid
  • Purity: ≥99% (GC)
  • Boiling Point: 94-96°C
  • Density: 1.052 g/cm³ at 20°C
  • Refractive Index: n²⁰D = 1.417
  • Storage: 2-8°C under nitrogen atmosphere

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Chemical Reactivity

  • Nucleophilic Substitution: Reacts with amines, alcohols, and thiols
  • Grignard Formation: Forms stable Grignard reagents
  • Ether Cleavage: Susceptible to strong acid-mediated cleavage
  • Radical Reactions: Participates in free radical polymerization

Industrial & Research Applications

Pharmaceutical Synthesis

  • Intermediate for β-blocker production
  • Building block for antiviral agents
  • Precursor for local anesthetics

Polymer Chemistry

  • Monomer for functional polyethers
  • Crosslinking agent for epoxy resins
  • Modifier for polyurethane foams

Organic Synthesis

  • Alkylating agent for heterocycles
  • Etherification reagent
  • Starting material for crown ethers

Synthetic Routes

  1. Chlorination of 2-methoxyethanol with thionyl chloride
  2. Catalytic hydrochlorination of ethylene oxide
  3. Methylation of 2-chloroethanol

Quality Assurance

  • Purity Analysis: GC-FID (HP-5 column)
  • Moisture Content: Karl Fischer titration (<100 ppm)
  • Impurity Profile: GC-MS identification
  • Stability Testing: Accelerated aging studies

Safety & Handling

  • Flash Point: 12°C (Tag Closed Cup)
  • Autoignition Temperature: 245°C
  • GHS Classification: Flammable Liquid Category 2
  • Personal Protection: Chemical goggles, nitrile gloves
  • Spill Management: Absorb with inert material

Technical References

  1. PubChem Compound Summary
  2. J. Org. Chem. – Synthetic Applications
  3. Tetrahedron – Reactivity Studies





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