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Bis(chloromethyl) ether

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Identification
Molecular formula
C2H4Cl2O
CAS number
542-88-1
IUPAC name
chloro(chloromethoxy)methane
State
State

At room temperature, bis(chloromethyl) ether is a liquid. Its volatility and chemical properties make it a significant safety hazard, requiring careful handling to prevent accidental exposure, as it is highly toxic and a proven carcinogen.

Melting point (Celsius)
-41.00
Melting point (Kelvin)
232.15
Boiling point (Celsius)
106.30
Boiling point (Kelvin)
379.45
General information
Molecular weight
108.95g/mol
Molar mass
108.9460g/mol
Density
1.2170g/cm3
Appearence

Bis(chloromethyl) ether is a clear, colorless liquid. It is known for its potent odor, which is pungent and ether-like. Due to its highly reactive and hazardous nature, it is primarily encountered under controlled conditions in laboratory and industrial settings.

Comment on solubility

Solubility of Chloro(chloromethoxy)methane

Chloro(chloromethoxy)methane, with a chemical formula of C2H4Cl2O, presents interesting solubility properties that are primarily influenced by its molecular structure and interactions with solvents. Here are some key points regarding its solubility:

  • Polarity: This compound is moderately polar due to the presence of chlorine and ether groups, which can lead to solubility in polar solvents.
  • Water Solubility: While chloro(chloromethoxy)methane is not highly soluble in water, it does exhibit some level of solubility. The ether functionality can engage in hydrogen bonding, albeit limited.
  • Solvent Compatibility: It is more soluble in organic solvents such as benzene or ethanol, which can solvate the hydrophobic and polar regions of the molecule effectively.
  • Applications Influence: The solubility characteristics make it useful in processes where both polar and non-polar properties are desired, such as extraction and synthesis reactions.

In summary, while chloro(chloromethoxy)methane exhibits moderate solubility in water, it is better suited for solvation in organic environments. This characteristic can be particularly beneficial for applications within the chemical industry.

Interesting facts

Interesting Facts about Chloro(chloromethoxy)methane

Chloro(chloromethoxy)methane, also known as a chlorinated solvent, is fascinating not only for its chemical structure but also for its applications and significance in various fields. Here are some key points to consider:

1. Chemical Structure and Properties

  • The compound contains both chlorine atoms and a methoxy group, which influences its reactivity and interaction with other chemicals.
  • It is a member of the class of compounds known as haloalkanes, which are characterized by the presence of halogen atoms.

2. Practical Applications

  • Solvent Use: Chloro(chloromethoxy)methane is utilized as a solvent in various industrial applications.
  • Reagent in Organic Synthesis: It serves as a versatile intermediate in organic synthesis, facilitating the production of more complex molecules.
  • Cleaning Agent: Due to its solvent properties, it can be used in cleaning and degreasing applications.

3. Environmental Considerations

As with many chlorinated compounds, it’s essential to consider the environmental and health concerns:

  • Some chlorinated solvents can be harmful to the ozone layer and may contribute to atmospheric pollution.
  • Regulatory bodies closely monitor the use and disposal of such compounds to minimize environmental impact.

4. Safety Measures

When handling chloro(chloromethoxy)methane, it’s important to follow various safety protocols:

  • Always utilize appropriate personal protective equipment (PPE), including gloves and goggles.
  • Ensure adequate ventilation in your workspace to minimize inhalation exposure.

In conclusion, chloro(chloromethoxy)methane serves as a prime example of the intricate relationships within chemical compounds that lead to notable industrial applications. Its combination of functionalities provides chemists with a valuable tool, while also highlighting the importance of responsible chemical management.

Synonyms
BIS(CHLOROMETHYL) ETHER
542-88-1
Bis(chloromethyl)ether
Chloromethyl ether
Oxybis(chloromethane)
Dichloromethyl ether
Ether, bis(chloromethyl)
Dichlorodimethyl ether
Oxybis[chloromethane]
Monochloromethyl Ether
Bis-CME
Dichloromethyl ether, symmetrical
CCRIS 90
HSDB 501
Dichlorodimethyl ether, symmetrical
EINECS 208-832-8
UN2249
BRN 1679223
DTXSID8020173
UNII-77382IHE37
CHEBI:82270
(Monochloromethyl) ether
s-Di(chloromethyl) ether
DTXCID40173
Methane, 1,1'-oxybis(1-chloro-
Methane, 1,1'-oxybis[1-chloro-
4-01-00-03051 (Beilstein Handbook Reference)
BIS(CHLOROMETHYL) ETHER [HSDB]
UN 2249
Ether, Chloromethyl
Ether, Dichloromethyl
Methane, oxybis(chloro)-
Bis-chloromethyl-ether
symDichloromethyl ether
Methane, oxybis(chloro
1,1'-Oxybis
symDichlorodimethyl ether
Dimethyl1,1'dichloroether
1,1'Dichlorodimethyl ether
Chloro(chloromethoxy)methane fume
DICHLORINATED METHYL OXIDE
Bis(chloromethyl) ether (ACGIH:OSHA)
hrqgcqvojvtvlu-uhfffaoysa-n
nsc77931
Chloro(chloromethoxy)methane
sym-Dichloromethyl ether
BCME
Methane, oxybis[chloro-
sym-Dichloro-dimethyl ether
Dichlordimethylaether
RCRA waste number P016
1,1'-Dichlorodimethyl ether
Dimethyl-1,1'-dichloroether
Bis-(chloromethyl)ether
Methane, oxybis(chloro-
alpha,alpha'-Dichlorodimethyl ether
77382IHE37
Dichlordimethylaether [German]
RCRA waste no. P016
chloromethylether
Bis(chloromethyl)ether (BCME)
chloro methylether
SCHEMBL998
Chloro(chloromethoxy) methane
CHEMBL3185875
chloro-(chloromethyloxy)-methane
Tox21_200840
STL280338
SYM-DICHLOROMETHYL ETHER [MI]
AKOS006273599
.alpha.,.alpha.'-Dichlorodimethyl ether
NCGC00248846-01
NCGC00258394-01
CAS-542-88-1
FC183332
DB-007292
NS00001879
B18900
C19158
EN300-225762
Q2283186
Dichlorodimethyl ether, symmetrical [UN2249] [Poison]
Chloro(chloromethoxy)methane, 0.5 M dichloromethane solution