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ChemicalBook--->CAS DataBase List--->60468-36-2

60468-36-2

60468-36-2 Structure

60468-36-2 Structure
IdentificationMore
[Name]

2-CHLORO-2',5'-DIFLUOROACETOPHENONE
[CAS]

60468-36-2
[Synonyms]

2-CHLORO-2',5'-DIFLUOROACETOPHENONE
2-CHLORO-2,5-DIFLUOROACETOPHENONE
2,5-difluorophenacyl chloride
2-chloro-1-(2,5-difluorophenyl)ethanone
2,5-difluorophenacyl chloride ,2-chloro-1-(2,5-difluorophenyl)ethanone
[Molecular Formula]

C8H5ClF2O
[MDL Number]

MFCD04115827
[Molecular Weight]

190.57
[MOL File]

60468-36-2.mol
Chemical PropertiesBack Directory
[Melting point ]

49-50 °C(Solv: ethanol (64-17-5); water (7732-18-5))
[Boiling point ]

240.5±25.0 °C(Predicted)
[density ]

1.353±0.06 g/cm3(Predicted)
[storage temp. ]

Storage temp. 2-8°C
[Appearance]

Off-white to light brown Solid
[InChI]

InChI=1S/C8H5ClF2O/c9-4-8(12)6-3-5(10)1-2-7(6)11/h1-3H,4H2
[InChIKey]

HJWDDTDVBUFTCP-UHFFFAOYSA-N
[SMILES]

C(=O)(C1=CC(F)=CC=C1F)CCl
[CAS DataBase Reference]

60468-36-2(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[HazardClass ]

IRRITANT
[HS Code ]

2914790090
Hazard InformationBack Directory
[Chemical Properties]

White solid powder
[Uses]

2-Chloro-2'',5''-difluoroacetophenone
[Synthesis]

1,4-Difluorobenzene

540-36-3

Chloroacetyl chloride

79-04-9

2-CHLORO-2',5'-DIFLUOROACETOPHENONE

60468-36-2

To a suspension containing aluminum trichloride (34.59 g, 259 mmol) and 1,4-difluorobenzene (20 g, 18.18 mL, 175.3 mmol), chloroacetyl chloride (21.778 g, 192.83 mmol) was slowly added dropwise at 0 °C, and the dropwise addition process was controlled to be completed within 20 minutes. The reaction mixture was stirred at 0 °C for 1 h and then warmed up to 60 °C to continue the reaction for 1 h until a clarified solution was formed. Subsequently, the reaction solution was carefully poured into about 400 mL of ice-cold 1 M hydrochloric acid. At this point, a colorless solid precipitated. The aqueous phase was extracted with ether (3 x 50 mL) and the combined organic phases were washed with saturated sodium bicarbonate solution (40 mL) and dried over anhydrous magnesium sulfate. Finally, the organic phase was concentrated by rotary evaporator to give 27.93 g (84% yield) of the colorless crystalline product 2-chloro-2',5'-difluoroacetophenone.

[References]

[1] Patent: WO2015/139859, 2015, A1. Location in patent: Paragraph 0079
[2] Organic Letters, 2007, vol. 9, # 4, p. 667 - 669
[3] Pharmazie, 1976, vol. 31, # 6, p. 351 - 354
[4] Tetrahedron Asymmetry, 2007, vol. 18, # 8, p. 949 - 962
Spectrum DetailBack Directory
[Spectrum Detail]

2-CHLORO-2',5'-DIFLUOROACETOPHENONE(60468-36-2)1HNMR
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