Dichloromethane
| Dichloromethane | | |
| General |
|---|
| Systematic name | dichloromethane |
| Other names | methylene chloride |
| Molecular formula | CH2Cl2 |
| SMILES | C(Cl)Cl |
| Molar mass | 84.93 g/mol |
| Appearance | - | CAS number | [75-09-2] |
| Properties |
|---|
| Density and phase | 1.325 g/cm3, liquid |
| Solubility in water | 1.3 g/100 ml (20 °C) |
Solubility in acetone, ethanol, diethyl ether | 10 g/100 ml |
| Melting point | −97 °C (176 K) |
| Boiling point | 40 °C (313 K) |
| Viscosity | 0.44 cP at 20 °C |
| Hazards |
|---|
| MSDS | External MSDS |
| Main hazards | Harmful (Xn) |
| NFPA 704 |  | Nfpa_h2.png |
 | Nfpa_f1.png |
 | Nfpa_r0.png |
|
| Flash point | None |
| R/S statement | R: 40 S: 23/24/25/36/37 |
| RTECS number | PA8050000 |
| Supplementary data page |
|---|
Structure and properties | n, εr, etc. |
Thermodynamic data | Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds |
|---|
| Related Haloforms | Difluoromethane |
| Related Chloromethanes | Chloromethane Chloroform Carbon tetrachloride |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
|
Dichloromethane or
methylene chloride is a
chemical compound widely used as a
solvent for
organic materials, with the chemical formula of CH
2Cl
2. It is a colorless, volatile liquid with a moderately strong aroma, which is sweet in some sense but which makes some people feel very uncomfortable.
Methylene chloride was first prepared in 1840 by the
French chemist Henri Victor Regnault, who isolated it from a mixture of
chloromethane and
chlorine that had been exposed to sunlight.
Industrially, methylene chloride is produced by
reacting either
methyl chloride or
methane with
chlorine gas at 400-500°C. At these temperatures, both methane and methyl chloride undergo a series of reactions producing progressively more chlorinated products.
CH4 +
Cl2 â†'
CH3Cl +
HCl:
CH3Cl +
Cl2 â†' CH
2Cl
2 +
HCl:CH
2Cl
2 +
Cl2 â†'
CHCl3 +
HCl:
CHCl3 +
Cl2 â†'
CCl4 +
HClThe output of these processes is a mixture of
methyl chloride, methylene choride,
chloroform, and
carbon tetrachloride. These compounds are then separated by
distillation.
Methylene chloride's volatility and ability to dissolve a wide range of organic compounds makes it an ideal solvent for many chemical processes. It is mainly used as a
paint stripper and a degreaser. In the food industry, it is used to
decaffeinate coffee and to prepare extracts of
hops and other flavorings.The chemical has many other uses aswell, as it is used to chemically weld certain plastics (for example, a factory that produces electric meters uses this chemical to seal the casing of the meter). Its volatility has led to its use as an
aerosol spray propellant and as a
blowing agent for
polyurethane foams. It is also used as a fumigant
pesticide for stored
strawberries and
grains. It is also the most common "active" component in
Drinking Birds. However, concerns about its health effects have led to a search for alternatives to it in many of these applications.
It is used in
Christmas lights called
bubble lights, in a sealed
vial which
bubbles when the
incandescent light bulb below it is lit.
Wurlitzer also used it in their 1940's "bubbler" style jukeboxes. The bubble tubes were up to 30 inches long and used resistors to provide the heat to boil the liquid in a small constricted chamber that had bits of rock and a special glass valve to concentrate the small bubbles into larger ones. It is still used today in their reproduction machines.
Methylene chloride is the least
toxic of the simple chlorohydrocarbons, but it is not without its health risks. Chronic exposure to methylene chloride may be
carcinogenic, as it has been linked to
cancer of the
lungs,
liver, and
pancreas in laboratory animals. It is a
mutagen and
teratogen, causing
birth defects if women are exposed to it during
pregnancy. Prolonged skin contact can result in the methylene chloride dissolving some of the fatty tissues in skin, resulting in skin irritation or chemical burns.
In many countries, products containing methylene chloride must carry labels warning of its health risks.
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National Pollutant Inventory - Dichloromethane Fact Sheet