• Name

  4-Chloro-4'-fluorobutyrophenone

• EINECS 223-395-3
• CAS No. 3874-54-2
• Article Data29
• CAS DataBase
• Density 1.183 g/cm³
• Solubility water: 0.38 g/L (20 °C)
• Melting Point 5-6 °C
• Formula C₁₀H₁₀ClFO
• Boiling Point 299.1 °C at 760 mmHg
• Molecular Weight 200.64
• Flash Point 134.7 °C
• Transport Information
• Appearance slightly yellow-greenish clear oil
• Safety 24/25-36-26
• Risk Codes 22-36/37/38-20/21/22
• Molecular Structure
• Hazard Symbols Xn,Xi
• 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;
• 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

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%

6139-84-0

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%

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

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

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

Conditions	Yield
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

Conditions	Yield
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

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

106-45-6

para-thiocresol

3874-54-2

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

132427-90-8

1-(4-fluorophenyl)-4-(p-tolylthio)butan-1-one

Conditions

Conditions	Yield
	100%
With triethylamine In tetrahydrofuran for 16h; Ambient temperature;	99%

593-56-6

N-methoxylamine hydrochloride

3874-54-2

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

1352950-38-9

4-chloro-1-(4-fluorophenyl)butan-1-one O-methyl oxime

Conditions

Conditions	Yield
With pyridine at 20℃;	100%

3874-54-2

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

772-31-6

cyclopropyl(4-fluorophenyl)methanone

Conditions

Conditions	Yield
With sodium hydroxide In water at 60℃; for 5h;	100%

108-40-7

toluene-3-thiol

3874-54-2

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

1-(Fluorophenyl)-4-(3-methylphenylthio)-1-butanone

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	99%
With triethylamine In tetrahydrofuran	99%

108-40-7

toluene-3-thiol

3874-54-2

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

1-(4-Fluorophenyl)-4-(3-methylphenylthio)-1-butanone

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	99%

107-21-1

ethylene glycol

3874-54-2

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

3308-94-9

4-chloro-1-(4-fluorophenyl)-1,1-(ethylenedioxy)butane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In water; toluene for 16h; Inert atmosphere; Reflux;	98%
With toluene-4-sulfonic acid In benzene for 18h; Heating;	93%
With toluene-4-sulfonic acid In benzene for 15h; Heating;	90%

3874-54-2

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

1013-25-8

1-(2,5-dimethylphenyl)piperazine

4-[4-(2,5-dimethylphenyl)piperazin-1-yl]-1-(4-fluorophenyl)butan-1-one

Conditions

Conditions	Yield
With sodium hydrogencarbonate; sodium iodide In acetonitrile for 22h; Reflux;	96%

3874-54-2

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

51787-87-2

(+/-)-4-chloro-1-(4-fluorophenyl)butan-1-ol

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol at 0℃; for 7h;	95%
With sodium tetrahydroborate In ethanol at 0 - 20℃; for 3h;	94%
With sodium tetrahydroborate In ethanol at 0 - 20℃; for 12h;	93%

3874-54-2

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

40862-32-6

1-iodo-3-(p-fluorophenylcarbonyl)propane

Conditions

Conditions	Yield
With sodium iodide In butanone for 3h; Heating;	95%
With sodium iodide In acetone for 24h; Reflux;	92%
With sodium iodide In acetone for 16h; Reflux;	77%
In sodium iodide; butanone
With sodium iodide In [(2)H6]acetone for 8h; Reflux;

3874-54-2

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

20651-65-4

4-(n-butyl)fluorobenzene

Conditions

Conditions	Yield
With nickel In tetrahydrofuran for 15h; Heating;	95%

3874-54-2

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

154440-76-3

C10H10FN3O

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide	95%
With sodium azide; potassium iodide In N,N-dimethyl-formamide at 90℃;

3874-54-2

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

343338-28-3

(S)-2-methylpropane-2-sulfinamide

1218989-31-1

(S,E)-N-(4-chloro-1-(4-fluorophenyl)butylidene)-2-methylpropane-2-sulfinamide

Conditions

Conditions	Yield
With titanium (IV) ethoxide In tetrahydrofuran at 65℃; for 48h; Inert atmosphere;	94%

3874-54-2

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

C10H11FO

Conditions

Conditions	Yield
Stage #1: 4-(4-fluorophenyl)-4-oxo-n-butyl chloride With C32H33FeN3O2Si; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at -40 - 20℃; for 2h; Schlenk technique; Glovebox; Stage #2: With potassium carbonate In methanol; toluene at 20℃; for 12h; Schlenk technique; Glovebox; enantioselective reaction;	94%

3874-54-2

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

1021-25-6

1-Phenyl-1,3,8-triaza-spiro[4.5]decan-4-one

749-02-0

spiperone

Conditions

Conditions	Yield
With diisopropylamine In N,N-dimethyl-formamide at 80℃; for 17h; Inert atmosphere;	93%
With triethylamine; potassium iodide In acetonitrile for 20h; Heating;	74%
With triethylamine; potassium iodide In acetonitrile for 20h; Inert atmosphere; Reflux;	63%

3874-54-2

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

10387-40-3

potassium thioacetate

S-(4-(4-fluorophenyl)-4-oxobutyl) ethanethioate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 0 - 20℃; for 10h; Inert atmosphere;	92%

3874-54-2

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

126640-11-7

(1R)-(+)-4-chloro-1-(4-fluorophenyl)butan-1-ol

Conditions

Conditions	Yield
With B-chlorodiisopinocampheylborane In diethyl ether at -25℃; for 16h;	90%
With C22H27Cl2CoN3O; sodium triethylborohydride; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; enantioselective reaction;	87%
Stage #1: 4-(4-fluorophenyl)-4-oxo-n-butyl chloride With Triethoxysilane; (S,E)-(+)-2,6-diisopropyl-N-(2-((2-(4-phenyl-4,5-dihydrooxazol-2-yl)phenyl)amino)benzylidene)aniline; sodium triethylborohydride; cobalt(II) chloride In tetrahydrofuran; dichloromethane at 20℃; for 15h; Schlenk technique; Inert atmosphere; Stage #2: With potassium carbonate In tetrahydrofuran; methanol; dichloromethane at 20℃; for 2h; Schlenk technique; Inert atmosphere; enantioselective reaction;	75%
Multi-step reaction with 2 steps 1: 81 percent / NaBH4 / methanol / 4 °C View Scheme
With B-chlorodiisopinocampheylborane In tetrahydrofuran; diethyl ether; 2,2'-iminobis[ethanol] at 25℃;

3874-54-2

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

126640-10-6

(1S)-(-)-4-chloro-1-(4-fluorophenyl)butan-1-ol

Conditions

Conditions	Yield
With (-)-diisopinocamphenylborane chloride In diethyl ether at -25℃; for 16h;	90%
Multi-step reaction with 2 steps 1: 81 percent / NaBH4 / methanol / 4 °C View Scheme
With (-)-diisopinocamphenylborane chloride In tetrahydrofuran; diethyl ether; 2,2'-iminobis[ethanol] at 25℃;

459-56-3

4-fluorobenzylic alcohol

3874-54-2

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

868699-44-9

cyclopropyl-[4-(4-fluoro-benzyloxy)-phenyl]-methanone

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydride In tetrahydrofuran at 30℃; for 18h;	90%

3874-54-2

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

(-)-4-chloro-1-(4-fluorophenyl)butan-1-ol

Conditions

Conditions	Yield
Stage #1: 4-(4-fluorophenyl)-4-oxo-n-butyl chloride With (S)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine; phenylsilane; copper(II) acetate monohydrate In toluene at -20 - 20℃; for 48h; Stage #2: With hydrogenchloride In water; toluene Reagent/catalyst; enantioselective reaction;	90%

373-53-5

fluoroiodomethane

3874-54-2

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

5-chloro-1-fluoro-2-(4-fluorophenyl)pentan-2-ol

Conditions

Conditions	Yield
With methyllithium lithium bromide In tetrahydrofuran; diethyl ether at -78℃; for 0.0833333h; Inert atmosphere;	90%

2759-28-6

1-phenylmethylpiperazine

3874-54-2

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

cyclopropyl-{4-(4-benzylpiperazin-1-yl)phenyl}methanone

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 140℃;	90%

3874-54-2

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

54540-58-8

1-(4-chlorobutyl)-4-fluorobenzene

Conditions

Conditions	Yield
With triethylsilane; trifluoroacetic acid at 0℃; for 2h;	89%
With hydrogen; palladium on activated charcoal In ethanol
With hydrogenchloride; mercury dichloride; zinc In toluene for 5h; Reflux;
With triethylsilane In trifluoroacetic acid

3874-54-2

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

352-13-6

4-flourophenylmagnesium bromide

51787-80-5

δ-Hydroxy-δ-bis(p-fluorophenyl)butyl chloride

Conditions

Conditions	Yield
In diethyl ether Heating;	88.4%

40807-61-2

4-hydroxy-4-phenylpiperidin

3874-54-2

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

3109-12-4

1-(4-fluorophenyl)-4-(4-hydroxy-4-phenylpiperidin-1-yl)butan-1-one

Conditions

Conditions	Yield
With sodium hydrogencarbonate; potassium iodide In toluene for 24h; Reflux;	88%
With potassium iodate; potassium carbonate In toluene Inert atmosphere;	27%
With toluene; potassium iodide

39512-49-7

4-(4-chlorophenyl)-4-hydroxypiperidine

3874-54-2

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

52-86-8

haloperidol

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile at 75℃; for 24h; Temperature;	88%
With potassium iodide In toluene for 45h; Reflux;	85%
With potassium iodide In toluene at 130℃; for 45h; Sealed tube;	79%

41885-98-7

1-(4-chlorophenyl)-1,4-diazepane

3874-54-2

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

4-(4-(4-chlorophenyl)-1,4-diazepan-1-yl)-1-(4-fluorophenyl)butan-1-one

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In 1,2-dimethoxyethane for 18h; Heating;	87%

3240-34-4

[bis(acetoxy)iodo]benzene

3874-54-2

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

1394244-16-6

C12H12ClFO3

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium hydroxide In 1,4-dioxane at 20℃; for 1h;	87%

4-chloro-4'-fluorobutyrophenone Chemical Properties

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):

4-chloro-4'-fluorobutyrophenone 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