111-91-1

Usage

Uses

1. Used in the Chemical Industry:
Bis(2-chloroethoxy)methane is used as an intermediate for the manufacture of polysulfide rubber, which is a type of synthetic rubber known for its excellent resistance to oils, heat, and abrasion.
2. Used in the Insecticide Industry:
Bis(2-chloroethoxy)methane is utilized in the production of insecticides, which are substances used to control or kill insects that are considered pests.
3. Used in the Polymer Industry:
This chloroether is also employed in the manufacturing of various types of polymers, which are large molecules composed of repeating structural units, and have a wide range of applications in different industries.
4. Used as a Degreasing Solvent:
Bis(2-chloroethoxy)methane serves as an effective degreasing solvent, which is used to remove grease, oil, and other contaminants from surfaces.
5. Used as a Solvent:
Due to its chemical properties, Bis(2-chloroethoxy)methane is also used as a solvent in various industrial applications, where it helps dissolve other substances for processes such as cleaning, manufacturing, or chemical reactions.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

Bis(2-chloroethoxy)methane, the b-chloroethyl acetal of formaldehyde, is incompatible with oxidizing agents.

Health Hazard

ACUTE/CHRONIC HAZARDS: Toxic by inhalation and ingestion; Strong irritant.

Fire Hazard

Not Flammable.

Potential Exposure

The chloroalkyl ethers have a wide variety of industrial uses in organic synthesis, treatment of textiles; the manufacture of polymers; polysulfide rubbers, and insecticides; as degreasing agents and solvents; and in the preparation of ion exchange resins.

Environmental fate

Biological. Using settled domestic wastewater inoculum, bis(2-chloroethoxy)methane (5 and 10 mg/L) did not degrade after 28 d of incubation at 25 °C (Tabak et al., 1981). Chemical/Physical. At influent concentrations of 10, 1.0, 0.1, and 0.01 mg/L, the GAC adsorption capacities were 50, 11, 2.6, and 0.6 mg/g, respectively (Dobbs and Cohen, 1980).

Shipping

UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1—Poisonous materials, Technical Name Required.

Incompatibilities

The aqueous solution is a strong acid; keep away from bases and alkaline material. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Contact with mineral acids causes decomposition.

Waste Disposal

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. Destroy by high-temperature incineration with HCl scrubber.

InChI:InChI=1/C5H10Cl2O2/c6-1-3-8-5-9-4-2-7/h1-5H2

Upstream product

• 50-00-0 formaldehyd 
• 107-07-3 2-chloro-ethanol 
• 1462-33-5 2-chloroethyl chloromethyl ether 
• 186318-82-1 (1-chloro-ethyl)-chloromethyl ether 
• 75-21-8 oxirane 
• 18719-58-9 trichloroethyl orthoformate 
• 110-88-3 1,3,5-Trioxan 

Downstream Products

• 36996-87-9 formaldehyde-[bis-(2-dimethylamino-ethyl)-acetal] 
• 74858-15-4 diphenyl <(2-chloroethoxy)methyl>phosphonate 
• 16128-67-9 bis-(2-mercapto-ethoxy)-methane 
• 2150-02-9 bis(2-mercaptoethyl)ether 
• 624-76-0 Iodoethanol 
• 109-87-5 Dimethoxymethane 
• 60786-78-9 2,2'-(2,2'-methylenebis(oxy)bis(ethane-2,1-diyl)bis(sulfanediyl))dianiline 
• 111-38-6 divinyl formal 
• 13879-32-8 bis-[(2-phenoxyethyl)oxy]methane 

Relevant academic research and scientific papers

Synthesis of acyclic nucleoside phosphonates as antiviral compounds

Reaction of 6-chloropyrimidines with diethyl [(2-aminoethoxy)methyl]phosphonate allows for a ready access to acyclic nucleoside phosphonates. A series of 5-substituted pyrimidines bearing a phosphonate side chain at position 6 were synthesized and tested against herpes simplex viruses (HSV-1 and HSV-2) and human immunodeficiency virus (HIV-1). Some compounds showed weak antiviral activity against HSV-1.

Insertion polymerization of divinyl formal

Copolymerization of ethylene and divinyl formal by [{κ2-P,O-(2-MeOC6H4)2PC6H4SO3}PdMe(dmso)] (1) by a coordination-insertion mechanism affords highly linear polyethylenes with a high (12.5 mol %) incorporation of divinyl formal. This significantly exceeds the thus far relatively low incorporation (6.9 mol %) and activity with vinyl ether monomer in insertion polymerization. The resulting ethylene-divinyl formal copolymers exclusively (>98%) contain five-membered (trans-1,3-dioxolane) and six-membered (cis-/trans-1,3-dioxane) cyclic acetal units in the main chain, and also in the initiating ends of this functionalized polyethylene. Comprehensive NMR analysis of the microstructure of these copolymers revealed that under pressure reactor conditions consecutive 2,1-1,2-insertion of divinyl formal into a Pd-H bond is preferred, but consecutive 1,2-1,2-insertion of divinyl formal into more bulky Pd-alkyls (growing polymer chain) is favored. Moreover, homopolymerization of divinyl formal yielded a non-cross-linking poly(divinyl formal) with degrees of polymerization of DPn ≈ 26.

Synthesis of Di(2-chloroethyl) Formal

Methods for preparing di(2-chloroethyl) formal and compositions of reaction mixtures obtained by various methods are described.

Liquid-phase fluorination

This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.

Liquid phase fluorination

This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.