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13001-28-0

13001-28-0 Structure

13001-28-0 Structure
IdentificationMore
[Name]

1-Chloro-4-(2-chloroethoxy)benzene
[CAS]

13001-28-0
[Synonyms]

1-CHLORO-4-(2-CHLOROETHOXY)BENZENE
2-(4-CHLOROPHENOXY)ETHYL CHLORIDE
4-(2-Chloroethoxy)-Chloro-Benzene
1-Chloro-4-(chloroethoxy)-benzene
1-Chloro-2-(4-chlorophenoxy)ethane
[EINECS(EC#)]

235-833-0
[Molecular Formula]

C8H8Cl2O
[MDL Number]

MFCD03265371
[Molecular Weight]

191.05
[MOL File]

13001-28-0.mol
Chemical PropertiesBack Directory
[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]

13001-28-0(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)Environment (GHS09)
GHS05,GHS07,GHS09
[Signal word ]

Danger
[Hazard statements ]

H302+H312-H315-H318-H411
[Precautionary statements ]

P264-P270-P273-P280-P301+P312+P330-P302+P352+P312-P305+P351+P338+P310-P332+P313-P391-P501
Hazard InformationBack Directory
[Synthesis]

Ethylene carbonate

96-49-1

PHOSGENE

75-44-5

4-Chlorophenol

106-48-9

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

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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