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Basic Information
| CAS No.: | 3874-54-2 |
|---|---|
| Name: | 4-Chloro-4'-fluorobutyrophenone |
| Molecular Structure: | |
|
|
|
| Formula: | C10H10ClFO |
| Molecular Weight: | 200.64 |
| Synonyms: | Butyrophenone,4-chloro-4'-fluoro- (6CI,7CI,8CI);1-Chloro-4-(4-fluorophenyl)-4-oxobutane;3-(p-Fluorobenzoyl)propyl chloride;4-(4-Fluorophenyl)-4-oxobutyl chloride;4-Chloro-1-(4-fluorophenyl)-1-butanone;4-Chloro-1-(p-fluorophenyl)-1-oxobutane;4-p-Fluorophenyl-4-oxo-1-chlorobutane;4'-Fluoro-4-chlorobutyrophenone;p-Fluoro-4-chlorobutyrophenone;g-Chloro-p-fluorobutyrophenone;w-Chloro-p-fluorobutyrophenone; |
| EINECS: | 223-395-3 |
| Density: | 1.183 g/cm3 |
| Melting Point: | 5-6 °C |
| Boiling Point: | 299.1 °C at 760 mmHg |
| Flash Point: | 134.7 °C |
| Solubility: | water: 0.38 g/L (20 °C) |
| Appearance: | slightly yellow-greenish clear oil |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 22-36/37/38-20/21/22 |
| Safety: | 24/25-36-26 |
| PSA: | 17.07000 |
| LogP: | 3.02740 |
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Synthetic route
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fluorobenzene
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4-Chlorobutanoyl chloride
- 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In dichloromethane at 20℃; for 4h; Time; | 90% |
| With aluminium trichloride In carbon disulfide at 20℃; for 2h; | 73.2% |
| With aluminium trichloride |
- 3308-94-9
4-chloro-1-(4-fluorophenyl)-1,1-(ethylenedioxy)butane
- 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions
| Conditions | Yield |
|---|---|
| In(OSO2CF3)3 In acetone at 100℃; for 0.0833333h; microwave irradiation; | 89% |
- 352-13-6
4-flourophenylmagnesium bromide
- 4635-59-0
4-Chlorobutanoyl chloride
- 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 4-Chlorobutanoyl chloride With 1-methyl-pyrrolidin-2-one In toluene at 0℃; for 0.5h; Stage #2: 4-flourophenylmagnesium bromide In tetrahydrofuran; toluene at -10 - 0℃; for 4.25h; chemoselective reaction; | 88% |
- 1183278-95-6
1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene
- 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions
| Conditions | Yield |
|---|---|
| With iron(III) chloride; water; silver(I) triflimide In 1,4-dioxane for 18h; regioselective reaction; | 85% |
| With water; bis(trifluoromethanesulfonyl)amide In 1,4-dioxane at 100℃; | 85% |
| With water In 1,4-dioxane at 80 - 120℃; regioselective reaction; | 85% |
- 339365-53-6
1-(4-fluorophenyl)cyclobutan-1-ol
- 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions
| Conditions | Yield |
|---|---|
| With manganese(II) triflate; tetrabutylammonium acetate; acetic acid; magnesium chloride In acetonitrile at 25℃; for 3.5h; Inert atmosphere; Electrochemical reaction; Sealed tube; | 84% |
| With 1,10-Phenanthroline; tert-butylhypochlorite; silver trifluoromethanesulfonate In acetonitrile at 20℃; for 6h; Inert atmosphere; Schlenk technique; regioselective reaction; | 81% |
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4-chlorobutyraldehyde
- 460-00-4
1-Bromo-4-fluorobenzene
- 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions
| Conditions | Yield |
|---|---|
| With Quinuclidine; 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide; [Ir(C6H2F2-C5H3NCF3)2(4,4′-di-tert-butyl-2,2′-dipyridyl)]; potassium carbonate In 1,4-dioxane at 20℃; for 20h; Inert atmosphere; Sealed tube; Irradiation; | 77% |
| With palladium diacetate; 9,10-phenanthrenequinone; potassium hydrogencarbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In acetone at 20℃; for 24h; Reagent/catalyst; Irradiation; | 71% |
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4-fluoroboronic acid
- 13939-06-5, 199620-15-0
molybdenum hexacarbonyl
- 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 1-iodo-3-chloro-propane; 4-fluoroboronic acid With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; benzene at 20℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Irradiation; Stage #2: molybdenum hexacarbonyl With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 70℃; Suzuki-Miyaura Coupling; Inert atmosphere; | 68% |
...Expand
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3-chloropropionyl peroxide
- 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions
| Conditions | Yield |
|---|---|
| With iron(III) trifluoromethanesulfonate; trifluorormethanesulfonic acid In tetrahydrofuran at 70 - 80℃; for 12.25h; Inert atmosphere; Schlenk technique; | 60% |
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diethyl 4-chloromethyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate
- 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions
| Conditions | Yield |
|---|---|
| With manganese; di-tert-butyl peroxide; α,α,α-trifluorotoluene at 100℃; for 48h; Inert atmosphere; | 51% |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: iodine; magnesium / tetrahydrofuran / Inert atmosphere; Reflux; Sealed tube 1.2: 0 - 20 °C / Inert atmosphere; Sealed tube 2.1: acetic acid; manganese(II) triflate; magnesium chloride; tetrabutylammonium acetate / acetonitrile / 3.5 h / 25 °C / Inert atmosphere; Electrochemical reaction; Sealed tube View Scheme |
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4-Chloro-4'-fluorobutyrophenone
Chemistry
IUPAC Name: 4-chloro-1-(4-fluorophenyl)butan-1-one
The MF of 4-chloro-4'-fluorobutyrophenone(3874-54-2): C10H10ClFO
The MW of 4-chloro-4'-fluorobutyrophenone(3874-54-2): 200.64
EINECS: 223-395-3
mp: 5-6 °C
bp: 130-132 °C (0.97513 mmHg)
density: 1.22 g/mL at 25 °C(lit.)
refractive index: n20/D 1.5255(lit.)
Fp: >230 °F
Water Solubility: 0.38 g/L (20 °C)
Appearance: Yellow to green liquid.
Incompatibilities: Oxidizing agents.
Stability: Stable under normal temperatures and pressures.
Decomposition: Hydrogen chloride, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen fluoride.
Categories: ketone;Fluorobenzene;C10;Carbonyl Compounds;Ketones
Synonyms: GAMMA-CHLORO-4-FLUOROBUTYROPHENONE;GAMMA-CHLORO-P-FLUOROBUTYROPHENONE;G-CHLORO-P-FLUOROBUTYROPHENONE;AKOS BBS-00006481;4-CHLORO-1-(4-FLUOROPHENYL)-1-BUTANONE;4-CHLORO-1-(4-FLUOROPHENYL)-1-OXOBUTANE;4-CHLORO-4'-FLUOROBUTYROPHENONE;4-CHLORO-4-FLUOROBUTYROPHENONE
The Structure of 4-chloro-4'-fluorobutyrophenone(3874-54-2):
The MF of 4-chloro-4'-fluorobutyrophenone(3874-54-2): C10H10ClFO
The MW of 4-chloro-4'-fluorobutyrophenone(3874-54-2): 200.64
EINECS: 223-395-3
mp: 5-6 °C
bp: 130-132 °C (0.97513 mmHg)
density: 1.22 g/mL at 25 °C(lit.)
refractive index: n20/D 1.5255(lit.)
Fp: >230 °F
Water Solubility: 0.38 g/L (20 °C)
Appearance: Yellow to green liquid.
Incompatibilities: Oxidizing agents.
Stability: Stable under normal temperatures and pressures.
Decomposition: Hydrogen chloride, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen fluoride.
Categories: ketone;Fluorobenzene;C10;Carbonyl Compounds;Ketones
Synonyms: GAMMA-CHLORO-4-FLUOROBUTYROPHENONE;GAMMA-CHLORO-P-FLUOROBUTYROPHENONE;G-CHLORO-P-FLUOROBUTYROPHENONE;AKOS BBS-00006481;4-CHLORO-1-(4-FLUOROPHENYL)-1-BUTANONE;4-CHLORO-1-(4-FLUOROPHENYL)-1-OXOBUTANE;4-CHLORO-4'-FLUOROBUTYROPHENONE;4-CHLORO-4-FLUOROBUTYROPHENONE
The Structure of 4-chloro-4'-fluorobutyrophenone(3874-54-2):
Safety Profile
Hazard Codes:
Xn,Xi
Risk Statements: 22-36/37/38-20/21/22
22: Harmful if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 24/25-36-26
24/25: Avoid contact with skin and eyes
36: Wear suitable protective clothing
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
Hazard Note: Irritant
Xn,Xi Risk Statements: 22-36/37/38-20/21/22
22: Harmful if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 24/25-36-26
24/25: Avoid contact with skin and eyes
36: Wear suitable protective clothing
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
Hazard Note: Irritant