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1-Chloroethyl (4-nitrophenyl) carbonate

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1-Chloroethyl (4-nitrophenyl) carbonate Basic information

Product Name:
1-Chloroethyl (4-nitrophenyl) carbonate
Synonyms:
  • Carbonic acid 4-nitro-phenyl ester 1-chloro-ethyl ester
  • 1-Chloroethyl (4-nitrophenyl) carbonate
  • 1-Chloroethyl p-nitrophenyl carbonate
  • Carbonic acid, 1-chloroethyl 4-nitrophenyl ester
  • Carbonic acid 1-chloro-ethyl ester 4-nitro-phenyl ester
  • Carbonic acid 4-nitro-phenyl ester 1-chloro-ethyl ester ISO 9001:2015 REACH
  • 1-Chloroethyl-4-nitrophenyl carbonate (1-CENPC)
  • 1-Chloroethyl 4-nitrophenyl carbonat
CAS:
101623-69-2
MF:
C9H8ClNO5
MW:
245.62
Mol File:
101623-69-2.mol
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1-Chloroethyl (4-nitrophenyl) carbonate Chemical Properties

Melting point:
71.0-71.7 °C(Solv: hexane (110-54-3))
Boiling point:
359.1±42.0 °C(Predicted)
Density 
1.415±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
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1-Chloroethyl (4-nitrophenyl) carbonate Usage And Synthesis

Uses

A clear, colourless to pale yellow liquid used as an intermediate in Gabapentin, an API.

Synthesis

To an ice cold reaction mixture containing p-nitrophenol (1.39 g, 10 mmol) and pyridine (0.81 g, 10 mmol) in dichloromethane (60 mL) was added 1-chloroethyl chloroformate (1.2 mL, 11 mmol). The mixture was stirred at 0° C for 30 min and then at room temperature for 1 hour. After removing the solvent under reduced pressure, the residue was dissolved in ether, washed with water, 10percent citric acid and water. The ether layer was dried over Na2SO4and evaporated under reduced pressure to give 2.4 g (97percent) of 1-Chloroethyl (4-nitrophenyl) carbonate as an off-white solid.

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