| Identification | More | [Name]
1-(2,6-Difluorophenyl)ethan-1-one | [CAS]
13670-99-0 | [Synonyms]
2',6'-DIFLUOROACETOPHENONE
2,6-DIFLUOROACETOPHENONE
TIMTEC-BB SBB006686
1-(2,6-Difluorophenyl)ethanone
Acetophenone, 2',6'-difluoro-
1-(2,6-difluorophenyl)ethan-1-one
2',6'-Difluoroacetophenone 98%
2',6'-Difluoroacetophenone98%
2',6'-Difluoroacetophenone
Ethanone, 1-(2,6-difluorophenyl)- | [EINECS(EC#)]
237-151-9 | [Molecular Formula]
C8H6F2O | [MDL Number]
MFCD00000328 | [Molecular Weight]
156.13 | [MOL File]
13670-99-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colourless to light yellow liquid | [Melting point ]
52-55°C | [Boiling point ]
76-79 °C15 mm Hg(lit.) | [density ]
1.197 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.48(lit.)
| [Fp ]
170 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Liquid | [color ]
Clear colorless to slightly yellow | [Specific Gravity]
1.197 | [Water Solubility ]
Slightly soluble in water. | [BRN ]
2046068 | [InChI]
InChI=1S/C8H6F2O/c1-5(11)8-6(9)3-2-4-7(8)10/h2-4H,1H3 | [InChIKey]
VGIIILXIQLXVLC-UHFFFAOYSA-N | [SMILES]
C1C(F)=C(C(=O)C)C(F)=CC=1 | [CAS DataBase Reference]
13670-99-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Ethanone, 1-(2,6-difluorophenyl)-(13670-99-0) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [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 . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29147000 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear colourless to light yellow liquid | [Uses]
2?,6?-Difluoroacetophenone was used in the synthesis of 2-amino-4-alkyl- and 2-amino-4-arylquinazolines. | [General Description]
2′,6′-Difluoroacetophenone undergoes ruthenium-catalyzed phenylation with phenylboronate via carbon-fluorine bond cleavage to yield 2′,6′-diphenylacetophenone. | [Synthesis]
GENERAL STEPS: Magnesium chloride (1.65 g, 17.3 mmol) was added to a solution of diethyl malonate (1.24 g, 7.7 mmol) in ethyl acetate (20 mL) and the mixture was stirred at room temperature for 30 minutes. Subsequently, triethylamine (2.35 mL, 16.7 mmol) was added and stirring was continued for 30 minutes. The reaction mixture was cooled to 0 °C and a solution of ethyl acetate (5 mL) of 2,6-difluorobenzoyl chloride (1.0 g, 5.6 mmol) was slowly added dropwise over a period of 15 min, ensuring that the internal temperature did not exceed 5 °C. After dropwise addition, the reaction mixture was returned to room temperature and stirred for 3 hours. Upon completion of the reaction, the reaction was quenched with 1N hydrochloric acid (50 mL) and extracted with ethyl acetate (100 mL). The organic phase was separated, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to give the intermediate (1.97 g) as a colorless oil. The oil was dissolved in acetonitrile (25 mL), water (2 mL) was added, and the solution was transferred to a pressure reactor and sealed. The mixture was heated to 150 °C and kept for 1 hour. At the end of the reaction, it was cooled to room temperature and the pressure was released. The yield of 2,6-difluoroacetophenone was determined to be 874 mg (100% yield) by HPLC weight analysis. | [References]
[1] Patent: WO2013/85686, 2013, A1. Location in patent: Page/Page column 22 |
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