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3874-54-2

Basic Information
CAS No.: 3874-54-2
Name: 4-Chloro-4'-fluorobutyrophenone
Article Data: 29
Cas Database
Molecular Structure:
Molecular Structure of 3874-54-2 (4-Chloro-4'-fluorobutyrophenone)
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: HarmfulXn,IrritantXi
Risk Codes: 22-36/37/38-20/21/22
Safety: 24/25-36-26
PSA: 17.07000
LogP: 3.02740
Synthetic route
462-06-6

fluorobenzene

4635-59-0

4-Chlorobutanoyl chloride

3874-54-2

4-(4-fluorophenyl)-4-oxo-n-butyl chloride

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
6139-84-0

4-chlorobutyraldehyde

460-00-4

1-Bromo-4-fluorobenzene

3874-54-2

4-(4-fluorophenyl)-4-oxo-n-butyl chloride

Conditions
ConditionsYield
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%
6940-76-7

1-iodo-3-chloro-propane

1765-93-1

4-fluoroboronic acid

13939-06-5, 199620-15-0

molybdenum hexacarbonyl

3874-54-2

4-(4-fluorophenyl)-4-oxo-n-butyl chloride

Conditions
ConditionsYield
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%
766-98-3

1-ethynyl-4-fluorobenzene

19263-25-3

3-chloropropionyl peroxide

3874-54-2

4-(4-fluorophenyl)-4-oxo-n-butyl chloride

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate; trifluorormethanesulfonic acid In tetrahydrofuran at 70 - 80℃; for 12.25h; Inert atmosphere; Schlenk technique;60%
347-93-3

3-chloro-4'-fluoropropiophenone

3613-34-1

diethyl 4-chloromethyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate

3874-54-2

4-(4-fluorophenyl)-4-oxo-n-butyl chloride

Conditions
ConditionsYield
With manganese; di-tert-butyl peroxide; α,α,α-trifluorotoluene at 100℃; for 48h; Inert atmosphere;51%
460-00-4

1-Bromo-4-fluorobenzene

3874-54-2

4-(4-fluorophenyl)-4-oxo-n-butyl chloride

Conditions
ConditionsYield
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
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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):

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