Product Name

  • Name

    2,4-Dichloro-5-fluoroacetophenone

  • EINECS -0
  • CAS No. 704-10-9
  • Article Data10
  • CAS DataBase
  • Density 1.388 g/cm3
  • Solubility
  • Melting Point 33-36 °C
  • Formula C8H5Cl2FO
  • Boiling Point 254.9 °C at 760 mmHg
  • Molecular Weight 207.032
  • Flash Point 107.9 °C
  • Transport Information
  • Appearance white to light yellow cryst. low melting solid
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 704-10-9 (2,4-Dichloro-5-fluoroacetophenone)
  • Hazard Symbols IrritantXi,FlammableF
  • Synonyms Acetophenone,2',4'-dichloro-5'-fluoro- (7CI,8CI);
  • PSA 17.07000
  • LogP 3.33510

Synthetic route

1,3-dichloro-4-fluorobenzene
1435-48-9

1,3-dichloro-4-fluorobenzene

acetyl chloride
75-36-5

acetyl chloride

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

Conditions
ConditionsYield
With aluminum (III) chloride at 110℃; Reagent/catalyst; Temperature;89.3%
With aluminum (III) chloride Friedel Crafts acylation;52%
With aluminum (III) chloride at 30 - 120℃; Product distribution / selectivity;
aluminum (III) chloride
1,3-dichloro-4-fluorobenzene
1435-48-9

1,3-dichloro-4-fluorobenzene

acetic anhydride
108-24-7

acetic anhydride

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

Conditions
ConditionsYield
With aluminium trichloride
With aluminum (III) chloride at 70 - 120℃; for 25h;165 g
1-(1-butoxy-vinyl)-2,4-dichloro-5-fluoro-benzene

1-(1-butoxy-vinyl)-2,4-dichloro-5-fluoro-benzene

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

Conditions
ConditionsYield
With hydrogenchloride for 0.5h;
1-bromo-2,4-dichloro-5-fluorobenzene
1481-63-6

1-bromo-2,4-dichloro-5-fluorobenzene

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1-butyl-3-methylimidazolium*BF4; 1,3-bis(diphenylphosphino)propane; Et3N / Ni(OAc)2 / 30 h / 130 °C
2: aq. HCl / 0.5 h
View Scheme
1,3-dichloro-4-fluorobenzene
1435-48-9

1,3-dichloro-4-fluorobenzene

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

Conditions
ConditionsYield
With hydrogenchloride; acetic anhydride; aluminium trichloride
1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: nitric acid; sulfuric acid / 2 h / 95 - 100 °C
2.1: potassium fluoride / 3 h / 140 - 150 °C
2.2: 7 h / 165 - 170 °C
3.1: chlorine / 8 h / 170 - 180 °C
4.1: aluminum (III) chloride / 110 °C
View Scheme
3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium fluoride / 3 h / 140 - 150 °C
1.2: 7 h / 165 - 170 °C
2.1: chlorine / 8 h / 170 - 180 °C
3.1: aluminum (III) chloride / 110 °C
View Scheme
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

2,4-dichloro-5-fluoro-benzoic acid
86522-89-6

2,4-dichloro-5-fluoro-benzoic acid

Conditions
ConditionsYield
With oxygen; nitric acid In water; acetic acid at 70℃; under 1500.15 Torr; for 0.15h; Catalytic behavior; Temperature; Time; Pressure; Flow reactor; Industrial scale; Green chemistry;99.9%
With sodium hypochlorite In 1,4-dioxane98%
With sodium hydroxide; chlorine In ethanol pH=10;90%
With sodium percarbonate; potassium tert-butylate; sphingosylphosphorylcholine; meta-dinitrobenzene In tert-butyl alcohol at 80℃; for 5h;35%
With sodium hydroxide; chlorine In ethanol for 6h; pH=8 - 10;
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

α,α,α,2,4-pentachloro-5-fluoroacetophenone

α,α,α,2,4-pentachloro-5-fluoroacetophenone

Conditions
ConditionsYield
With chlorine In water96%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

2,4-dichloro-5-fluoro-3-nitro-benzoic acid
106809-14-7

2,4-dichloro-5-fluoro-3-nitro-benzoic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 103 - 110℃; for 3h; Temperature;91%
With sulfuric acid; nitric acid 1.) 55 deg C; 2.) 75 deg C, 3 h;82%
5-(4-chlorophenyl)-2-furaldehyde
34035-03-5

5-(4-chlorophenyl)-2-furaldehyde

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

(E)-3-[5-(4-Chloro-phenyl)-furan-2-yl]-1-(2,4-dichloro-5-fluoro-phenyl)-propenone

(E)-3-[5-(4-Chloro-phenyl)-furan-2-yl]-1-(2,4-dichloro-5-fluoro-phenyl)-propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 4h; Claisen-Schmidt condensation;90%
5-(2-chlorophenyl)furan-2-carbaldehyde
34035-04-6

5-(2-chlorophenyl)furan-2-carbaldehyde

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

(E)-3-[5-(2-Chloro-phenyl)-furan-2-yl]-1-(2,4-dichloro-5-fluoro-phenyl)-propenone

(E)-3-[5-(2-Chloro-phenyl)-furan-2-yl]-1-(2,4-dichloro-5-fluoro-phenyl)-propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 4h; Claisen-Schmidt condensation;89%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

C8H8Cl2FN
855715-32-1

C8H8Cl2FN

Conditions
ConditionsYield
With N,N'-bis(salicylidene)-1,2-phenylene-diaminocobalt(II); ammonia; hydrogen In water at 130℃; for 24h; Autoclave;89%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

ethyl (Z)-4-(2,4-dichloro-5-fluorophenyl)-2-hydroxy-4-oxobut-2-enoate

ethyl (Z)-4-(2,4-dichloro-5-fluorophenyl)-2-hydroxy-4-oxobut-2-enoate

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; Claisen Condensation;88%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

α-bromo-(2,4-dichloro-5-fluoro)acetophenone
357915-19-6

α-bromo-(2,4-dichloro-5-fluoro)acetophenone

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium tribromide In neat (no solvent) for 0.266667h;83.2%
With bromine In chloroform Photolysis;
With bromine In tetrachloromethane at 0 - 20℃;
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

Diethyl carbonate
105-58-8

Diethyl carbonate

ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate
86483-51-4

ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate

Conditions
ConditionsYield
With sodium hydride at 80℃; for 1.5h;80%
47%
With sodium hydride In tetrahydrofuran at 45 - 55℃; for 5h; Inert atmosphere;215 g
With sodium hydride
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

benzonitrile
100-47-0

benzonitrile

3-(2,4-dichloro-5-fluorobenzoyl)-5-phenyl-1,2,4-oxadiazole

3-(2,4-dichloro-5-fluorobenzoyl)-5-phenyl-1,2,4-oxadiazole

Conditions
ConditionsYield
With nitric acid at 80℃; for 4h;80%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 2,4-dichloro-5-fluoro-benzoylacetate
103319-17-1

methyl 2,4-dichloro-5-fluoro-benzoylacetate

Conditions
ConditionsYield
Stage #1: carbonic acid dimethyl ester With sodium methylate at 75℃; for 0.25h;
Stage #2: 2,4-dichloro-5-fluoroacetophenone at 85℃; for 3h;
80%
(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

1-(2,4-dichloro-5-fluorophenyl)-6,7-dimethoxy-1-methylisochroman-3-one

1-(2,4-dichloro-5-fluorophenyl)-6,7-dimethoxy-1-methylisochroman-3-one

Conditions
ConditionsYield
Stage #1: (3,4-Dimethoxyphenyl)acetic acid With trifluoroacetic anhydride In acetonitrile at 25℃; for 0.166667h; Green chemistry;
Stage #2: 2,4-dichloro-5-fluoroacetophenone In acetonitrile at 25℃; for 10h; Green chemistry;
80%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

(2,4-dichloro-5-fluorophenyl)((3Z)-5-(phenylamino)-3-(phenylimino)-3H-1,2-dithiol-4-yl)methanone
1181767-93-0

(2,4-dichloro-5-fluorophenyl)((3Z)-5-(phenylamino)-3-(phenylimino)-3H-1,2-dithiol-4-yl)methanone

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane at 20℃; for 9h;78.5%
5-(4-nitrophenyl)-2-furaldehyde
7147-77-5

5-(4-nitrophenyl)-2-furaldehyde

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

(E)-1-(2,4-Dichloro-5-fluoro-phenyl)-3-[5-(4-nitro-phenyl)-furan-2-yl]-propenone
395060-33-0

(E)-1-(2,4-Dichloro-5-fluoro-phenyl)-3-[5-(4-nitro-phenyl)-furan-2-yl]-propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 4h; Claisen-Schmidt condensation;78%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

indole-2,3-dione
91-56-5

indole-2,3-dione

2-(2,4-dichloro-5-fluorophenyl)quinoline-4-carboxylic acid
903596-57-6

2-(2,4-dichloro-5-fluorophenyl)quinoline-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water for 2h; Heating;78%
With sodium hydroxide Pfitzinger reaction; Heating;
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

5-Bromo-1H-indole-2,3-dione
87-48-9

5-Bromo-1H-indole-2,3-dione

6-bromo-2-(2,4-dichloro-5-fluorophenyl)quinoline-4-carboxylic acid
903596-58-7

6-bromo-2-(2,4-dichloro-5-fluorophenyl)quinoline-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water for 2h; Heating;76%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

2,4-dihloro-5-fluorophenylglyoxal
875119-43-0

2,4-dihloro-5-fluorophenylglyoxal

Conditions
ConditionsYield
With selenium(IV) oxide; silica gel for 0.133333h; microwave irradiation;75%
With selenium(IV) oxide In 1,4-dioxane; water for 4h; Reflux;
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

5-(4-bromophenyl)-2-furancarboxyaldehyde
20005-42-9

5-(4-bromophenyl)-2-furancarboxyaldehyde

(E)-3-[5-(4-Bromo-phenyl)-furan-2-yl]-1-(2,4-dichloro-5-fluoro-phenyl)-propenone

(E)-3-[5-(4-Bromo-phenyl)-furan-2-yl]-1-(2,4-dichloro-5-fluoro-phenyl)-propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 4h; Claisen-Schmidt condensation;73%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

(3Z)-7-chloro-6-fluoro-9-phenyl-3-(phenylimino)-3H-[1,2]dithiolo[3,4-b]quinolin-4(9H)-one
1181768-07-9

(3Z)-7-chloro-6-fluoro-9-phenyl-3-(phenylimino)-3H-[1,2]dithiolo[3,4-b]quinolin-4(9H)-one

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-fluoroacetophenone With potassium; potassium hydroxide In 1,4-dioxane for 0.166667h; Reflux;
Stage #2: phenyl isothiocyanate In 1,4-dioxane for 9h; Reflux;
Stage #3: With cerous nitrate In water
70.5%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

acetonitrile
75-05-8

acetonitrile

3-(2,4-dichloro-5-fluorobenzoyl)-5-methyl-1,2,4-oxadiazole

3-(2,4-dichloro-5-fluorobenzoyl)-5-methyl-1,2,4-oxadiazole

Conditions
ConditionsYield
With nitric acid at 80℃; for 30h;68%
5-(3-nitrophenyl)furfural
13148-43-1

5-(3-nitrophenyl)furfural

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

(E)-1-(2,4-Dichloro-5-fluoro-phenyl)-3-[5-(3-nitro-phenyl)-furan-2-yl]-propenone

(E)-1-(2,4-Dichloro-5-fluoro-phenyl)-3-[5-(3-nitro-phenyl)-furan-2-yl]-propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 4h; Claisen-Schmidt condensation;61%
5-(2-nitrophenyl)-2-furaldehyde
20000-96-8

5-(2-nitrophenyl)-2-furaldehyde

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

(E)-1-(2,4-Dichloro-5-fluoro-phenyl)-3-[5-(2-nitro-phenyl)-furan-2-yl]-propenone

(E)-1-(2,4-Dichloro-5-fluoro-phenyl)-3-[5-(2-nitro-phenyl)-furan-2-yl]-propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 4h; Claisen-Schmidt condensation;60%
2-aminopyridine
504-29-0

2-aminopyridine

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

2,4-dichloro-5-fluoro-N-(pyridin-2-yl)benzamide

2,4-dichloro-5-fluoro-N-(pyridin-2-yl)benzamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; trifluorormethanesulfonic acid; tetra-(n-butyl)ammonium iodide In water at 80℃; Sealed tube;59%
1-Iodonaphthalene
90-14-2

1-Iodonaphthalene

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

9-chloro-8-fluorochrysen-6-ol
1149756-67-1

9-chloro-8-fluorochrysen-6-ol

Conditions
ConditionsYield
With norborn-2-ene; palladium diacetate; caesium carbonate; triphenylphosphine In acetonitrile at 90℃; for 24h; Inert atmosphere; regioselective reaction;52%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

1H-indazol-5-ylamine
19335-11-6

1H-indazol-5-ylamine

1-[5-(5-amino-1H-indazol-1-yl)-2,4-dichlorophenyl]ethan-1-one

1-[5-(5-amino-1H-indazol-1-yl)-2,4-dichlorophenyl]ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 20h;6%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 20h;6%
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

methyl magnesium carbonate

methyl magnesium carbonate

2,4-dichloro-5-fluorobenzoylacetic acid
111760-50-0

2,4-dichloro-5-fluorobenzoylacetic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110℃; for 1h; Yield given;
2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

Methyl-<2,4-dichlor-5-fluor-phenyl>-carbinol
704-09-6

Methyl-<2,4-dichlor-5-fluor-phenyl>-carbinol

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate
ethyl 2-cyano-3,3-di(methylsulfanyl)acrylate
17823-58-4

ethyl 2-cyano-3,3-di(methylsulfanyl)acrylate

2,4-dichloro-5-fluoroacetophenone
704-10-9

2,4-dichloro-5-fluoroacetophenone

6-(2,4-Dichloro-5-fluoro-phenyl)-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile

6-(2,4-Dichloro-5-fluoro-phenyl)-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl-formamide

2',4'-Dichloro-5'-fluoroacetophenone Chemical Properties

Synonyms:2',4'-Dichloro-5'-Fluoroacetophenone 2,4-Dichloro-5-Fluoroacetophenone;2',4'-Dichloro-5'-fluoroacetophenone 98%;2',4'-Dichloro-5'-fluoroacetophenone98% ; 2',4'-DICHLORO-5'-FLUOROACETOPHENONE;1-(2,4-DICHLORO-5-FLUORO-PHENYL)-ETHANONE;2',4'-DICHLORO-5'-FLUOROACETOPHENONE, 90;2,4-DICHLORO-5-FLUOROACETOPHENONE;1-(2,4-DICHLORO-5-FLUOROPHENYL)ETHAN-1-ONE;
The Molecular formula of  2,4-DICHLORO-5-FLUOROACETOPHENONE(704-10-9) : C8H5Cl2FO
The Molecular Weight of  2,4-DICHLORO-5-FLUOROACETOPHENONE(704-10-9) : 207.03
Molecular Structure :
Melting point: 33-36 °C 
Boiling point:167 °C(lit.)
Flash point: >230 °F
density: 1.425 g/mL at 25 °C(lit.)
refractive index: n20/D 1.546(lit.)

2',4'-Dichloro-5'-fluoroacetophenone Uses

2,4-DICHLORO-5-FLUOROACETOPHENONE(704-10-9) is used as pharmaceutical intermediates.

2',4'-Dichloro-5'-fluoroacetophenone Safety Profile

The Hazard Codes of 2,4-DICHLORO-5-FLUOROACETOPHENONE(704-10-9):  Xi,  F
Hazard Note: Flammable 
The Risk Statements information of 2,4-DICHLORO-5-FLUOROACETOPHENONE(704-10-9):
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of 2,4-DICHLORO-5-FLUOROACETOPHENONE(704-10-9):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
37/39:  Wear suitable gloves and eye/face protection 
WGK Germany: 3
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