Bis(2-Chloromethyl)Ether (CAS 542-88-1)

Bis(chloromethyl) ether (BCME), is a clear, volatile, colorless liquid with a strong, irritating odor, known for its high reactivity as an alkylating agent, with properties like

a boiling point of ~106°C, a melting point of around -41.5°C, and a density of ~1.33 g/cm³ at room temp, but it’s a potent carcinogen, so it’s handled with extreme caution.

Key Physical Properties 

  • Appearance: Clear less to slight yellow colored liquid
  • Odor: Strong, unpleasant, irritating
  • Molecular Formula:
  • Molar Mass: 114.95 g/mol
  • Melting Point: -41.5°C (-42.7°F)
  • Density: ~1.33 g/cm³ (at 15°C)
  • Solubility: Readily dissolves in water but degrades rapidly.
  • Vapor Pressure: Significant, ~30 mmHg at 22°C.
  • Moisture Content  :0.5%
  • Boiling Range            :104 – 106°C
  • Purity by GC :Min 96%

Important Considerations

  • Carcinogen: Classified as a probable human carcinogen, causing severe respiratory and skin damage.
  • Reactivity: A powerful alkylating agent, it decomposes in water and reacts with moisture.
  • Usage: Highly restricted; primarily used in enclosed systems for manufacturing other chemicals.

Uses:

Chemical Intermediate: For manufacturing plastics, ion-exchange resins, polymers, paints, and varnishes.

Alkylating Agent: Used to introduce alkyl groups in organic synthesis.

Crosslinking Agent: In the textile industry and resin production.

Chloromethylation: For adding chloromethyl groups to aromatic compounds.

Lab Reagent: Small amounts used in controlled laboratory settings.

Antidote Synthesis: Historically used in making nerve agent antidotes like obidoxime.

Key Considerations:

Extreme Hazard: BCME is a known human carcinogen, leading to strict regulation and limited production.

Formation: Can form spontaneously from formaldehyde and hydrogen chloride, making it a hazardous impurity.

Current Status: Production is minimal and confined to highly controlled, enclosed systems for synthesizing other compounds.

Key Applications

Polymer & Resin Manufacturing: Used to create plastics, ion-exchange resins, and for crosslinking cellulose.

Chemical Synthesis: Acts as an intermediate for organic synthesis, including the preparation of certain nerve agent antidotes (like obidoxime) and for chloromethylation of aromatic compounds.

Textile Industry: Historically used for flame-retardant fabrics and surface treatments for rubber.

Laboratory Reagent: Used in controlled settings for research.

Important Context

Formation: It can form spontaneously from formaldehyde and hydrogen chloride in warm, moist air, and is often a byproduct in the production of chloromethyl methyl ether (CMME).

Safety: BCME is a known carcinogen, so its production and use are extremely limited, occurring only in closed systems with strict safety measures to prevent inhalation exposure.

FAQs

What is the CAS number of Bis(2-Chloromethyl) Ether?
The CAS number of Bis(2-Chloromethyl) Ether is 542-88-1, which is used for identification in chemical databases and regulatory documentation.
What are the common uses of Bis(2-Chloromethyl) Ether?
  • Chemical research and reference studies

  • Industrial chemistry (historical use)

  • Regulatory and toxicological analysis

  • Analytical method development

What is the molecular formula of Bis(2-Chloromethyl) Ether?
The molecular formula of Bis(2-Chloromethyl) Ether is C₄H₈Cl₂O.
What is the molecular weight of Bis(2-Chloromethyl) Ether?
The molecular weight of Bis(2-Chloromethyl) Ether (542-88-1) is approximately 143.01 g/mol.
Is Bis(2-Chloromethyl) Ether soluble in water?
Bis(2-Chloromethyl) Ether (CAS 542-88-1) is slightly soluble in water and more soluble in many organic solvents.

FAQs

What is the CAS number of Bis(2-Chloromethyl) Ether?
The CAS number of Bis(2-Chloromethyl) Ether is 542-88-1, which is used for identification in chemical databases and regulatory documentation.
What are the common uses of Bis(2-Chloromethyl) Ether?
  • Chemical research and reference studies

  • Industrial chemistry (historical use)

  • Regulatory and toxicological analysis

  • Analytical method development

What is the molecular formula of Bis(2-Chloromethyl) Ether?
The molecular formula of Bis(2-Chloromethyl) Ether is C₄H₈Cl₂O.
What is the molecular weight of Bis(2-Chloromethyl) Ether?
The molecular weight of Bis(2-Chloromethyl) Ether (542-88-1) is approximately 143.01 g/mol.
Is Bis(2-Chloromethyl) Ether soluble in water?
Bis(2-Chloromethyl) Ether (CAS 542-88-1) is slightly soluble in water and more soluble in many organic solvents.