ChemicalBook--->CAS DataBase List--->101623-69-2

101623-69-2

101623-69-2 Structure

101623-69-2 Structure
IdentificationBack Directory
[Name]

Carbonic acid 4-nitro-phenyl ester 1-chloro-ethyl ester
[CAS]

101623-69-2
[Synonyms]

1-Chloroethyl p-nitrophenyl carbonate
1-Chloroethyl (4-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
Carbonic acid 4-nitro-phenyl ester 1-chloro-ethyl ester ISO 9001:2015 REACH
[Molecular Formula]

C9H8ClNO5
[MDL Number]

MFCD19441847
[MOL File]

101623-69-2.mol
[Molecular Weight]

245.62
Chemical PropertiesBack Directory
[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
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
Hazard InformationBack Directory
[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.
Carbonic acid 4-nitro-phenyl ester 1-chloro-ethyl ester
[References]

[1] Journal of Antibiotics, 1999, vol. 52, # 7, p. 643 - 648
[2] Patent: US2006/229361, 2006, A1. Location in patent: Page/Page column 37
[3] Journal of Pharmacology and Experimental Therapeutics, 2016, vol. 357, # 2, p. 240 - 247
[4] Journal of Medicinal Chemistry, 1988, vol. 31, # 2, p. 318 - 322
[5] Patent: WO2011/92065, 2011, A1. Location in patent: Page/Page column 60
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