I Chloro Methane

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ichloromethane 

(DCM or methylene chloride) is an organochloride compound with


the formula CH2Cl2. This colorless, volatile liquid with a chloroform-like, sweet odour is widely used
as a solvent. Although it is not miscible with water, it is polar, and miscible with many
organic solvents.[11]

Contents

 1Occurrence
 2Production
 3Uses
o 3.1Hydrogen bonding
o 3.2Specialized uses
 4Toxicity
o 4.1Regulation
 5Environmental effects
o 5.1Ozone
 6See also
 7References
 8External links

Occurrence[edit]
Natural sources of dichloromethane include oceanic sources, macroalgae, wetlands, and volcanoes.
[12]
 However, the majority of dichloromethane in the environment is the result of industrial emissions.
[12]

Production[edit]
DCM is produced by treating either chloromethane or methane with chlorine gas at 400–500 °C. At
these temperatures, both methane and chloromethane undergo a series of reactions producing
progressively more chlorinated products. In this way, an estimated 400,000 tons were produced in
the US, Europe, and Japan in 1993.[11]
 + Cl2 → CH3Cl + HCl
CH4

CH3Cl + Cl2 → CH2Cl2 + HCl


CH2Cl2 + Cl2 → CHCl3 + HCl
CHCl3 + Cl2 → CCl4 + HCl
The output of these processes is a mixture of chloromethane,
dichloromethane, chloroform, and carbon tetrachloride as well as hydrogen chloride
as a byproduct. These compounds are separated by distillation.
DCM was first prepared in 1839 by the French chemist Henri Victor
Regnault (1810–1878), who isolated it from a mixture
of chloromethane and chlorine that had been exposed to sunlight.[13]

Uses[edit]
DCM's volatility and ability to dissolve a wide range of organic compounds makes it
a useful solvent for many chemical processes.[11] In the food industry, it is used
to decaffeinate coffee and tea as well as to prepare extracts of hops and
other flavourings.[14][15] Its volatility has led to its use as an aerosol spray
propellant and as a blowing agent for polyurethane foams.

Hydrogen bonding[edit]
Methylene chloride is a Lewis acid that can hydrogen bond to electron donors. It is
classified as a hard acid and is included in the ECW model. It is a solvent that has
been used in many thermodynamic studies of donor-acceptor bonding. The donor
hydrogen-bonding corrections of methylene chloride in these thermodynamic
studies has been reported.[16][17]

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