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Bis(2-chloroethyl) ether

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Identification
Molecular formula
C4H8Cl2O
CAS number
111-44-4
IUPAC name
1-chloro-2-(2-chloroethoxy)ethane
State
State

At room temperature, bis(2-chloroethyl) ether is a liquid. It is typically stored in a tightly sealed container to prevent degradation and preserve its clear, colorless appearance.

Melting point (Celsius)
-70.00
Melting point (Kelvin)
203.00
Boiling point (Celsius)
178.00
Boiling point (Kelvin)
451.00
General information
Molecular weight
143.02g/mol
Molar mass
143.0210g/mol
Density
1.2360g/cm3
Appearence

Bis(2-chloroethyl) ether is a colorless liquid. It is typically clear and has a pleasant odor. Over time, upon exposure to light and air, it may take a yellowish color due to oxidation.

Comment on solubility

Solubility of 1-chloro-2-(2-chloroethoxy)ethane

The solubility of 1-chloro-2-(2-chloroethoxy)ethane is influenced by various factors including its molecular structure and the polarity of its functional groups. Below are some key points regarding its solubility:

  • Polarity: This compound contains both chloro and ether functional groups, which impart different polar characteristics. The presence of chlorine atoms increases polarity, while the ether group can interact with polar solvents.
  • Solvent Compatibility: 1-chloro-2-(2-chloroethoxy)ethane tends to be soluble in organic solvents, particularly those that are moderately polar, such as ethanol or acetone. However, it shows limited solubility in water due to its overall hydrophobic properties.
  • Temperature Effects: Generally, solubility can increase with temperature; hence, heating can enhance the dissolution of this compound in suitable solvents.
  • Concentration Considerations: At higher concentrations, this compound may exhibit different solubility behaviors based on interactions with solvent molecules, making it essential to consider when dilutions are involved.

In summary, while 1-chloro-2-(2-chloroethoxy)ethane is primarily soluble in organic solvents, its limited water solubility underscores the importance of solvent choice in chemical applications.

Interesting facts

Interesting Facts about 1-chloro-2-(2-chloroethoxy)ethane

1-chloro-2-(2-chloroethoxy)ethane, often referred to in the context of organic synthesis, is an intriguing compound with notable applications and properties. Here are some fascinating points to consider:

  • Versatile Reactant: This compound serves as an essential building block in organic chemistry, particularly in the formation of various alkyl ethers and other functionalized organic materials.
  • Halogen Chemistry: As a chlorinated compound, it has significant relevance in the study of halogen chemistry, where halogens can influence the reactivity and stability of organic molecules.
  • Potential for Synthesis: Researchers explore its role in creating more complex structures through processes such as nucleophilic substitution and elimination reactions, showcasing the versatility of halogenated compounds in synthetic pathways.
  • Environmental Considerations: The use and disposal of chlorinated compounds like this one require careful consideration due to their environmental impact and potential toxicity. Awareness of regulations and safe handling practices is crucial.
  • Pharmaceutical Applications: Compounds in the chlorinated alkane family often find their way into pharmaceutical research, as they can exhibit biological activity or serve as intermediates in drug production.

In summary, 1-chloro-2-(2-chloroethoxy)ethane is more than just a simple chemical; it is a gateway to various chemical reactions and applications. Its unique structural features and the properties associated with chlorinated compounds make it a subject of interest for chemists striving to expand their understanding of organic synthesis and functional materials.

Synonyms
111-44-4
2-Chloroethyl ether
BIS(2-CHLOROETHYL) ETHER
2,2'-Dichlorodiethyl ether
Bis(2-chloroethyl)ether
DCEE
Chlorex
1-Chloro-2-(2-chloroethoxy)ethane
Chloroethyl ether
Dichloroether
Khloreks
Dichloroethyl ether
Clorex
BCEE
sym-Dichloroethyl ether
Dichloroethyl oxide
1,5-Dichloro-3-oxapentane
Ether dichlore
2,2'-Dichlorethyl ether
2,2'-Dichloroethyl ether
Ether, bis(2-chloroethyl)
Ethane, 1,1'-oxybis[2-chloro-
Di(2-chloroethyl) ether
Oxyde de chlorethyle
Bis(chloroethyl)ether
Bis(chloro-2-ethyl) oxide
Caswell No. 309
Bis-2-chloroethylether
Dwuchlorodwuetylowy eter
2,2'-Dicloroetiletere
1,1'-Oxybis(2-chloro)ethane
2,2'-Dichloorethylether
Rcra waste number U025
2,2'-dichlorodiethylether
Dicholoroethyl ether
CCRIS 88
2,2'-Dichlor-diaethylaether
ENT 4,504
HSDB 502
1,1'-Oxybis(2-chloroethane)
2,2-dichlorodiethylether
bis-(2-Chloroethyl)ether
Ethane, 1,1'-oxybis(2-chloro-
EINECS 203-870-1
UNII-6K7D1G5M5N
UN1916
Dichlorodiethyl ether
EPA Pesticide Chemical Code 029501
NSC 406647
BRN 0605317
s-Dichloroethyl ether
DTXSID9020168
AI3-04504
Bis(chloroethyl) ether
2-chloro-1-(2-chloroethoxy)ethane
.beta.,.beta.'-Dichloroethyl ether
MFCD00000975
bis-(2-chloroethyl) ether
NSC-406647
Di(.beta.-chloroethyl) ether
DTXCID70168
Bis(.beta.-chloroethyl) ether
6K7D1G5M5N
CHEBI:34573
EC 203-870-1
4-01-00-01375 (Beilstein Handbook Reference)
.beta.,.beta.'-Dichlorodiethyl ether
UN 1916
BIS(2-CHLOROETHYL)ETHER [IARC]
1-Chloro-2-(.beta.-chloroethoxy)ethane
BIS(2-CHLOROETHYL) ETHER [HSDB]
1,1'-Oxybis[2-chloroethane]
Oxygen mustard
Ether dichlore [French]
Di(beta-chloroethyl)ether
BIS(2-CHLOROETHYL)ETHER (IARC)
Bis(beta-chloroethyl) ether
CAS-111-44-4
Oxyde de chlorethyle [French]
beta,beta-Dichlorodiethyl ether
Di(chloroethyl) oxide
Dwuchlorodwuetylowy eter [Polish]
Oxybis(2-chloroethane)
2,2'-Dichloorethylether [Dutch]
2,2'-Dicloroetiletere [Italian]
DICHLOROETHYL ETHER (2,2-DICHLOROETHYLETHER)
DICHLOROETHYL ETHER {2,2-DICHLOROETHYLETHER}
2,2'Dichlorodiethyl ether
RCRA waste no. U025
1-Chloro-2-(beta-chloroethoxy)ethane
2,2'-Dichlor-diaethylaether [German]
beta-CHLOROETHYL ETHER
bis (2-chloroethyl) ether
Bis(2-?chloroethyl) Ether(1,1'-Oxybis[2-chloro-ethane])
beta,beta'-Dichloroethyl ether
Bis(chloroethyl)ether (BCEE)
beta,beta'-Dichlorodiethyl ether
Bis(2chloroethyl)ether
di(2-chloroethyl)ether
bis-(2chloroethyl)ether
1-chloromethylmethylether
Di(b-chloroethyl) ether
Ether, bis(chloroethyl)
bis-(2-choroethyl)ether
b,b'-dichloroethyl ether
b,b-dichlorodiethyl ether
2,2`Dichloroethyl ether
Bis(b-chloroethyl) ether
bis (2-chloroethyl)ether
1-chloromethylmethyl ether
bis(beta-chloroethyl)ether
b,b'-dichlorodiethyl ether
di-(2-chloroethyl) ether
Diethylene glycol dichloride
2,2'-Dichlorodiethyl oxide
2-Chloroethyl ether, 99%
WLN: G2O2G
SCHEMBL58439
Beta,beta-dichloroethyl ether
MLS002454390
2, 2'-Dichlorodiethyl ether
BIDD:ER0300
Ethane,1'-oxybis[2-chloro-
CHEMBL1613350
2,2'-DICLOROETILETEREBCEE
Ethane, 1,1'-oxybis[1-chloro-
HMS3039G11
Dichloroethyl ether (ACGIH:OSHA)
1-Chloro-2-(b-chloroethoxy)ethane
BCP22801
Tox21_202074
Tox21_300514
NSC406647
STL282719
SYM-DICHLOROETHYL ETHER [MI]
1-chloro-2-(2-chloroethoxy) ethane
1-chloro-2-(2-chloro-ethoxy)-ethane
AKOS000118954
1-Chloro-2-(2-chloroethoxy)ethane #
BCP9000069
FD72443
NCGC00090856-01
NCGC00090856-02
NCGC00090856-03
NCGC00254256-01
NCGC00259623-01
2-(2-CHLOROETHOXY)ETHYL CHLORIDE
AS-11884
SMR001372006
2-Chloro-1-(2-chloroethoxy)ethane, fume
DB-011916
B0472
NS00003159
2,2'-DICLOROETILETERE (ITALIAN) BCEE
EN300-19202
1-CHLORO-2-(BETA-CHLOROETHOXY) ETHANE
2-CHLOROETHYL ETHER, DICHLOROETHYL OXIDE
2,2'-Dichlorodiethyl ether [UN1916] [Poison]
Q2509768
2,2'-Dichlorodiethyl ether, Bis(2-chloroethyl) ether
bis(2-Chloroethyl) ether 1000 microg/mL in Methanol
Bis(2-chloroethyl) ether, puriss., >=99.0% (GC)
F0001-0241
USEPA/OPP Pesticide Code 029501; Trade Names: Chlorex.
2,2'-DICHLORODIETHYL ETHER, 2,2'-DICHLOROETHYL ETHER
bis(2-Chloroethyl) ether 1000 microg/mL in Methanol, Second Source