ChemicalBook--->CAS DataBase List--->50715-28-1

50715-28-1

50715-28-1 Structure

50715-28-1 Structure
IdentificationMore
[Name]

Cyclopentyl chloroformate
[CAS]

50715-28-1
[Synonyms]

CARBONOCHLORIDIC ACID, CYCLOPENTYL ESTER
CYCLOPENTYL CHLOROFORMATE
[EINECS(EC#)]

411-460-0
[Molecular Formula]

C6H9ClO2
[MDL Number]

MFCD00144029
[Molecular Weight]

148.59
[MOL File]

50715-28-1.mol
Chemical PropertiesBack Directory
[Boiling point ]

69.0-70.5 °C(Press: 25 Torr)
[density ]

1.19±0.1 g/cm3(Predicted)
[form ]

liquid
[color ]

Brown
[InChI]

InChI=1S/C6H9ClO2/c7-6(8)9-5-3-1-2-4-5/h5H,1-4H2
[InChIKey]

ZFQCRLNKHHXELH-UHFFFAOYSA-N
[SMILES]

C(Cl)(OC1CCCC1)=O
[CAS DataBase Reference]

50715-28-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS02,GHS05,GHS06
[Signal word ]

Danger
[Hazard statements ]

H226-H317-H318-H331
[Precautionary statements ]

P210-P280
[Hazard Codes ]

Xi,T
[Risk Statements ]

R10:Flammable.
R22:Harmful if swallowed.
R23:Toxic by inhalation.
R41:Risk of serious damage to eyes.
R43:May cause sensitization by skin contact.
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN3277
[Hazard Note ]

Irritant
[REACH Registrations]

Inactive
[HazardClass ]

6.1, 8
[HS Code ]

2916200090
Hazard InformationBack Directory
[Uses]

Cyclopentyl Chloroformate is a chemical reagent used in the synthesis of novel peptidomimetic Hep C protease inhibitors.
[Synthesis]

Triphosgene

32315-10-9

Cyclopentanol

96-41-3

Cyclopentyl chloroformate

50715-28-1

A mixed solution of cyclopentanol (10.9 mL, 120 mmol) and pyridine (10.7 mL, 132 mmol) was added slowly and dropwise to a solution of triphosgene (11.87 g, 40.0 mmol) in anhydrous ether (100 mL) at -70 °C. The reaction mixture was stirred continuously for 1 h at this temperature and then removed from the low temperature bath. Stirring was continued at room temperature for 1.5 h. Subsequently, 1.0 N HCl aqueous solution (110 mL) was added for acidification. The organic phase was separated, washed with brine (60 mL) and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to afford cyclopentyl chloroformate (14.395 g, boiling point 80 °C/75 mmHg, 80.7% yield). The resulting cyclopentyl chloroformate could be used directly in the subsequent reaction without further purification.

[References]

[1] Patent: CN106045802, 2016, A. Location in patent: Paragraph 0044-0045
[2] Patent: WO2008/95058, 2008, A1. Location in patent: Page/Page column 31
[3] European Journal of Medicinal Chemistry, 1993, vol. 28, # 1, p. 37 - 45
[4] Patent: WO2008/38175, 2008, A2. Location in patent: Page/Page column 38
[5] Patent: CN107417748, 2017, A. Location in patent: Paragraph 0106
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