| Identification | More | [Name]
2,4-Dichloro-5-fluoroacetophenone | [CAS]
704-10-9 | [Synonyms]
1-(2,4-DICHLORO-5-FLUOROPHENYL)ETHAN-1-ONE
1-(2,4-DICHLORO-5-FLUORO-PHENYL)-ETHANONE
2',4'-DICHLORO-5'-FLUOROACETOPHENONE
2,4-DICHLORO-5-FLUOROACETOPHENONE
2',4'-Dichloro-5'-Fluoroacetophenone 2,4-Dichloro-5-Fluoroacetophenone
2',4'-DICHLORO-5'-FLUOROACETOPHENONE, 90
2',4'-Dichloro-5'-fluoroacetophenone 98%
2',4'-Dichloro-5'-fluoroacetophenone98%
2,4-Dichloro-5-fluorohypnone
DCFA ( 2,4-Dichloro-5-Fluoro-Acetophenone) | [EINECS(EC#)]
615-113-6 | [Molecular Formula]
C8H5Cl2FO | [MDL Number]
MFCD00077499 | [Molecular Weight]
207.03 | [MOL File]
704-10-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow cryst. low melting solid | [Melting point ]
33-36 °C
| [Boiling point ]
167 °C(lit.)
| [density ]
1.425 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.546(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [color ]
White to Almost white | [Specific Gravity]
1.425 | [BRN ]
3090042 | [InChI]
InChI=1S/C8H5Cl2FO/c1-4(12)5-2-8(11)7(10)3-6(5)9/h2-3H,1H3 | [InChIKey]
FAKJFAMIABOKBW-UHFFFAOYSA-N | [SMILES]
C(=O)(C1=CC(F)=C(Cl)C=C1Cl)C | [CAS DataBase Reference]
704-10-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,F | [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:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Flammable | [HazardClass ]
IRRITANT | [HS Code ]
29147000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow cryst. low melting solid | [Synthesis]
In a 1000 mL four-necked flask, 15 g (0.091 mol) of 2,4-dichlorofluorobenzene was added and cooled to 20°C. The solution was then purified with aluminum chloride. Subsequently, 200.2 g (1.5 mol) of aluminum chloride was added, the temperature was maintained between 20-30°C, and 78.5 g (1.0 mol) of acetyl chloride was slowly added dropwise, with the dropwise process being controlled to be completed in 2 to 3 hours. The reaction mixture was gradually heated to 40°C and maintained for 30 minutes, then slowly warmed to 70°C and maintained for 1~2 hours. Then, the heating was continued slowly to 110°C and the reaction was carried out at 110±2°C for 3~4 hours. After the reaction was completed, it was cooled to room temperature, 500 g of 5% hydrochloric acid solution was added and hydrolyzed at 80~90°C for 2~3 hours. After the hydrolysis product was washed to neutral, the organic phase was separated and purified by secondary distillation and recrystallization to obtain 168 g of 2',4'-dichloro-5'-fluoroacetophenone with a purity of 99.8% and a yield of 89.3%. | [References]
[1] Patent: CN102249881, 2016, B. Location in patent: Paragraph 0020; 0082-0083
[2] Tetrahedron Letters, 2009, vol. 50, # 21, p. 2525 - 2528
[3] Patent: WO2010/58421, 2010, A2. Location in patent: Page/Page column 20-21
[4] Patent: US6967205, 2005, B1. Location in patent: Page/Page column 25-26 |
| Questions And Answer | Back Directory | [Application]
2,4-Dichloro-5-fluoroacetophenone is an important chemical raw material used as a pharmaceutical intermediate. It is a major intermediate for the third-generation broad-spectrum and highly effective quinolone antibacterial agents ciprofloxacin and enrofloxacin. |
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