Basic information Safety Supplier Related

1-Chloro-4-(2-chloroethoxy)benzene

Basic information Safety Supplier Related

1-Chloro-4-(2-chloroethoxy)benzene Basic information

Product Name:
1-Chloro-4-(2-chloroethoxy)benzene
Synonyms:
  • 2-(4-CHLOROPHENOXY)ETHYL CHLORIDE
  • 1-CHLORO-4-(2-CHLOROETHOXY)BENZENE
  • 4-(2-Chloroethoxy)-Chloro-Benzene
  • 1-Chloro-2-(4-chlorophenoxy)ethane
  • 1-Chloro-4-(chloroethoxy)-benzene
  • Benzene, 1-chloro-4-(2-chloroethoxy)-
CAS:
13001-28-0
MF:
C8H8Cl2O
MW:
191.05
EINECS:
235-833-0
Mol File:
13001-28-0.mol
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1-Chloro-4-(2-chloroethoxy)benzene Chemical Properties

Melting point:
39 °C
Boiling point:
184-186 °C(Press: 92 Torr)
Density 
1.246±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
CAS DataBase Reference
13001-28-0(CAS DataBase Reference)
EPA Substance Registry System
Benzene, 1-chloro-4-(2-chloroethoxy)- (13001-28-0)
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1-Chloro-4-(2-chloroethoxy)benzene Usage And Synthesis

Synthesis

96-49-1

75-44-5

106-48-9

13001-28-0

Example P1: Synthesis of 4-chloro-(2-chloroethoxy)-benzene 1. 1 g of tributylamine was added to the reactor as a catalyst, followed by the sequential addition of 26.4 g of 4-chlorophenol and 18.7 g of ethylene carbonate. 2. The reaction mixture was slowly heated to 150 °C and the reaction was maintained at this temperature for about 3 hours until the release of carbon dioxide gas ceased. 3. Upon completion of the reaction, the mixture was cooled to 85 °C and 1 g of dimethylformamide was added as a solvent. 4. 24 g of phosgene was passed into the reaction mixture in the form of a bulb at 85 °C. 5. The reaction temperature was maintained at 85 °C for 8 hours, after which the temperature was reduced to 60 °C. The reaction temperature was reduced to 60 °C. 6. 100 ml of water was added to quench the excess phosgene, followed by neutralization of the reaction mixture with 10.5 g of 25% aqueous sodium hydroxide. 7. The organic layer was separated and purified by reduced pressure distillation (150°-152 °C/40 mb) to give 36.0 g (93% yield) of the target product 4-chloro-(2-chloroethoxy)-benzene.

References

[1] Patent: US4959501, 1990, A
[2] Patent: US4806528, 1989, A

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