ChemicalBook--->CAS DataBase List--->704-10-9

704-10-9

704-10-9 Structure

704-10-9 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[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
[REACH Registrations]

Active
[HazardClass ]

IRRITANT
[HS Code ]

29147000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Aluminum chloride-->Acetyl chloride-->Fluorobenzene-->1,3-Dichloro-4-fluorobenzene-->Acetic anhydride
[Preparation Products]

Ciprofloxacin-->Ciprofloxacin hydrochloride-->TEMAFLOXACIN-->Sarafloxacin-->Methyl 3-(2,4-dichloro-5-fluorophenyl)-3-oxopropionate
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow cryst. low melting solid
[Synthesis]

1,3-Dichloro-4-fluorobenzene

1435-48-9

Acetyl chloride

75-36-5

2,4-Dichloro-5-fluoroacetophenone

704-10-9

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 AnswerBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

2,4-Dichloro-5-fluoroacetophenone(704-10-9)MS
2,4-Dichloro-5-fluoroacetophenone(704-10-9)1HNMR
2,4-Dichloro-5-fluoroacetophenone(704-10-9)13CNMR
2,4-Dichloro-5-fluoroacetophenone(704-10-9)IR1
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2',4'-Dichloro-5'-fluoroacetophenone, 97%(704-10-9)
[Sigma Aldrich]

704-10-9(sigmaaldrich)
[TCI AMERICA]

2',4'-Dichloro-5'-fluoroacetophenone,>98.0%(GC)(704-10-9)
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