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1,2-Bis(2-chloroethoxy)ethane

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1,2-Bis(2-chloroethoxy)ethane Basic information

Product Name:
1,2-Bis(2-chloroethoxy)ethane
Synonyms:
  • Ethane, 1,2-bis(2-chloroethoxy)-
  • 1,2-bis(2-chloroethoxy)-ethan
  • 1,2-Bis(chloroethoxy)ethane
  • 1,8-Dichloro-3,6-dioxaoctane
  • 1-Chloro-2-[2-(2-chloroethoxy)ethoxy]ethane
  • 2-(2-Chlorethoxy)ethyl 2'-chlorethyl ether
  • 2-(2-chlorethoxy)ethyl2’-chlorethylether
  • Bis(2-chloroethoxy)ethane
CAS:
112-26-5
MF:
C6H12Cl2O2
MW:
187.06
EINECS:
203-952-7
Product Categories:
  • Building Blocks
  • C2 to C7
  • Chemical Synthesis
  • Ethers
  • Organic Building Blocks
  • Oxygen Compounds
Mol File:
112-26-5.mol
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1,2-Bis(2-chloroethoxy)ethane Chemical Properties

Melting point:
-31°C
Boiling point:
235 °C(lit.)
Density 
1.197 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.461(lit.)
Flash point:
250 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
insoluble
form 
clear liquid
color 
Colorless to Almost colorless
Water Solubility 
insoluble
BRN 
506177
InChI
InChI=1S/C6H12Cl2O2/c7-1-3-9-5-6-10-4-2-8/h1-6H2
InChIKey
AGYUOJIYYGGHKV-UHFFFAOYSA-N
SMILES
C(OCCCl)COCCCl
CAS DataBase Reference
112-26-5(CAS DataBase Reference)
NIST Chemistry Reference
Ethane, 1,2-bis(2-chloroethoxy)-(112-26-5)
EPA Substance Registry System
1,2-Bis(2-chloroethoxy)ethane (112-26-5)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
19-21/22-37/38-41-36/37/38
Safety Statements 
26-36/37/39
RIDADR 
UN 2810 6.1/PG 3
WGK Germany 
3
RTECS 
KH4900000
TSCA 
TSCA listed
HazardClass 
6.1
PackingGroup 
III
HS Code 
29091900
Storage Class
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications
Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data
112-26-5(Hazardous Substances Data)

MSDS

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1,2-Bis(2-chloroethoxy)ethane Usage And Synthesis

Chemical Properties

clear colorless to pale yellow liquid. Insoluble in water. Combustible.

Uses

Solvent for hydrocarbons, oils, etc.; extractant; intermediate for resins and insecticides; organic synthesis.

Uses

1,2-Bis(2-chloroethoxy)ethane is used as pharmaceutical intermediate.

Uses

1,2-bis(2-chloroethoxy)ethane was used in the synthesis of 1,1′-[1,2-ethanediylbis(oxy-1,2-ethanediyl)]bis[3-methyl-1H-imidazolium-1-yl] chloride.

Synthesis

Triethylene glycol (0.28 mol) and pyridine (49 mL, 0.61 mol) were mixed in benzene (250 mL) in a dry reaction flask and the resulting reaction mixture was heated to reflux. Dichlorosulfoxide (0.61 mole) was added to the reaction mixture slowly and dropwise for about 3 hours. At the end of the addition the reaction mixture was kept at reflux and stirred for 16 hours. At the end of the reaction the resulting reaction mixture was cooled to room temperature and hydrochloric acid (6.3 mL, 11.8 M) diluted in diluted water (50 mL) was slowly added dropwise to the above reaction mixture for about 15 minutes. The upper benzene solution in the reaction mixture was separated and concentrated under reduced pressure to evaporate the benzene solution and the resulting residue was the target product molecule 1,2-bis(2-chloroethoxy)ethane.

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