700-35-6

Basic information

• Product Name: 2'-CHLORO-4'-FLUOROACETOPHENONE
• Synonyms: 2'-Chloro-4'-fluoroacetophenone99%;2'-Chloro-4'-fluoroacetophenone, 98+%;1-(2-Chloro-4-fluorophenyl)ethan-1-one;2-Chloro-4-fluorophenyl methyl ketone;Ethanone,1-(2-chloro-4-fluorophenyl)-
• CAS NO: 700-35-6
• Molecular Formula: C₈H₆ClFO
• Molecular Weight: 172.58
• EINECS: -0
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);Adehydes, Acetals & Ketones;Chlorine Compounds;Fluorine Compounds
• Mol File: 700-35-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 110°C 19mm
• Flash Point: 110°C/19mm
• Appearance: Clear colourless to light yellow liquid
• Density: 1.258±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.278mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 2249796
• CAS DataBase Reference: 2'-CHLORO-4'-FLUOROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-CHLORO-4'-FLUOROACETOPHENONE(700-35-6)
• EPA Substance Registry System: 2'-CHLORO-4'-FLUOROACETOPHENONE(700-35-6)

Safety Data

• Hazard Codes: Xi
• Statements: 22-36/38
• Safety Statements: 26-36/37/39
• RIDADR: 2810
• Hazardous Substances Data: 700-35-6(Hazardous Substances Data)

Usage

Uses

2''-Chloro-4''-fluoroacetophenone

InChI:InChI=1/C8H6ClFO/c1-5(11)7-3-2-6(10)4-8(7)9/h2-4H,1H3

Synthetic route

2-chloro-4-fluoro-N-methoxy-N-methylbenzamide + methylmagnesium bromide (75-16-1) → 2'-chloro-4'-fluoroacetophenone (700-35-6)

Conditions	Yield
In tetrahydrofuran at -78 - 0℃; for 5.5h;	98.42%

1-(2-chloro-4-fluorophenyl)ethan-1-ol (112108-68-6) → 2'-chloro-4'-fluoroacetophenone (700-35-6)

Conditions	Yield
With bromopentacarbonylmanganese(I); N-methyl-N,N-di(2-pyridylmethyl)amine; acetone; sodium t-butanolate In toluene at 90℃; for 24h; Inert atmosphere; Schlenk technique; Darkness;	26%

3-chlorofluorobenzene (625-98-9) + acetyl chloride (75-36-5) → 2'-chloro-4'-fluoroacetophenone (700-35-6)

Conditions	Yield
With aluminium trichloride In carbon disulfide Heating;

3-chlorofluorobenzene (625-98-9) + acetic anhydride (108-24-7) → 2'-chloro-4'-fluoroacetophenone (700-35-6)

Conditions	Yield
With aluminium trichloride In carbon disulfide Heating;

2-choro-4-fluorobenzoic acid (2252-51-9) → 2'-chloro-4'-fluoroacetophenone (700-35-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 3 h / 15 °C 2: tetrahydrofuran / 5.5 h / -78 - 0 °C View Scheme

4-n-butylphenol (1638-22-8) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 4-(4-butylphenoxy)-2-chloroacetophenone

Conditions	Yield
Stage #1: 4-n-butylphenol With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 0.5h; Stage #2: 2'-chloro-4'-fluoroacetophenone In N,N-dimethyl-formamide at 115℃; Inert atmosphere;	100%

2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(2-chloro-4-fluorophenyl)ethan-1-ol (112108-68-6)

Conditions	Yield
With methanol; sodium tetrahydroborate at 0 - 15℃; for 3h;	97.81%
With methanol; sodium tetrahydroborate at 0 - 20℃; for 1.16667h;	0.4 g

4-Trifluoromethoxyphenol (828-27-3) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(2-chloro-4-(4-(trifluoromethoxy)phenoxy)phenyl)ethan-1-one

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 2.5h;	91.3%

2'-chloro-4'-fluoroacetophenone (700-35-6) + 4-chloro-phenol (106-48-9) → 1-(2-chloro-4-(4-chlorophenoxy)phenyl)-ethan-1-one (119851-28-4)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 115℃; for 8h;	90%
With potassium carbonate In N,N-dimethyl-formamide for 48h; Reflux;

2'-chloro-4'-fluoroacetophenone (700-35-6) + 4-chloro-3-fluorophenol (348-60-7) → 1-(2-chloro-4-(4-chloro-3-fluorophenoxy)phenyl)ethan-1-one

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 3h;	89.4%

2'-chloro-4'-fluoroacetophenone (700-35-6) + ethyl 2-cyanoacetate (105-56-6) → Ethyl 2-cyano-4-(4-fluorophenyl)-4-oxobutanoate (131952-81-3)

Conditions	Yield
With sodium In ethanol; water	88%

4-bromo-phenol (106-41-2) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(4-(4-bromophenoxy)-2-chlorophenyl)ethan-1-one

Conditions	Yield
Stage #1: 4-bromo-phenol With potassium carbonate In N,N-dimethyl-formamide at 21℃; for 0.166667h; Stage #2: 2'-chloro-4'-fluoroacetophenone In N,N-dimethyl-formamide at 120℃; for 3h;	87%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 1.5h;

2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(4-fluorophenyl)ethanone (403-42-9)

Conditions	Yield
With isopropyl alcohol for 15h; Schlenk technique; Inert atmosphere; Irradiation; Heating;	87%

4-butylthiophenol (4946-15-0) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 4-(4-butylphenylthio)-2-chloroacetophenone

Conditions	Yield
Stage #1: 4-butylthiophenol With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 0.5h; Stage #2: 2'-chloro-4'-fluoroacetophenone In N,N-dimethyl-formamide at 115℃; Inert atmosphere;	85%

3-Bromopyridine (626-55-1) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(4-fluoro-2-(pyridin-3-yl)phenyl)ethanone

Conditions	Yield
Stage #1: 3-Bromopyridine With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; bis(pinacol)diborane In 1,4-dioxane; water at 80℃; Inert atmosphere; Stage #2: 2'-chloro-4'-fluoroacetophenone With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate monohydrate; XPhos In 1,4-dioxane; water at 100℃; for 24h; Inert atmosphere; Sealed tube;	84%

2'-chloro-4'-fluoroacetophenone (700-35-6) + allyl bromide (106-95-6) → 2-(2-chloro-4-fluorophenyl)pent-4-en-2-ol

Conditions	Yield
With zinc In dimethyl sulfoxide for 2h; Barbier Coupling Reaction; Milling;	79%

2'-chloro-4'-fluoroacetophenone (700-35-6) + 4-bromo-3-fluorophenol (121219-03-2) → 1-(4-(4-bromo-3-fluorophenoxy)-2-chlorophenyl)ethan-1-one

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;	78.3%

2,4-difluorophenol (367-27-1) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(2-chloro-4-(2,4-difluorophenoxy)phenyl)ethan-1-one (1044060-07-2)

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 5.5h;	77.3%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 16h;	100 g

2'-chloro-4'-fluoroacetophenone (700-35-6) → (2-Chloro-4-fluoro-phenyl)-oxo-acetaldehyde (81593-25-1)

Conditions	Yield
With selenium(IV) oxide In 1,4-dioxane; water for 4h;	76%

2'-chloro-4'-fluoroacetophenone (700-35-6) + 4-cyanophenol (767-00-0) → 1-(2-chloro-4-(4-cyanophenoxy) phenyl)ethan-1-one (1246382-67-1)

Conditions	Yield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 130℃; for 1h;	73.9%

2'-chloro-4'-fluoroacetophenone (700-35-6) + 4-methoxy-phenol (150-76-5) → 1-(2-chloro-4-(4-methoxyphenoxy)phenyl)ethan-1-one

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 6h;	73.3%

3-mercaptophenol (40248-84-8) + 2'-chloro-4'-fluoroacetophenone (700-35-6) + benzyl bromide (100-39-0) → 1-(4-(3-(benzyloxy)phenylthio)-2-chlorophenyl)ethanone (1007165-40-3)

Conditions	Yield
Stage #1: 3-mercaptophenol; 2'-chloro-4'-fluoroacetophenone With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 3 - 18h; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 60℃; for 3h;	70%

3,4-difluorophenol (2713-33-9) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(2-chloro-4-(3,4-difluorophenoxy)phenyl)ethan-1-one

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 6h;	69%

2'-chloro-4'-fluoroacetophenone (700-35-6) + 2,4-dichlorophenol (120-83-2) → 1-(2-chloro-4-(2,4-dichlorophenoxy)phenyl)ethan-1-one

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 120℃; for 4.75h;	68.3%

6-hydroxyquinoline (580-16-5) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(2-chloro-4-(quinolin-6-yloxy)phenyl)ethan-1-one

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 3.5h;	68.1%

(3-((tert-butyldimethylsilyl)oxy)phenyl)zinc chloride + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(3'-((tert-butyldimethylsilyl)oxy)-5-fluoro-[1,1'-biphenyl]-2-yl)ethan-1-one

Conditions	Yield
With Li2CoCl4; sodium formate In tetrahydrofuran at 25℃; Negishi Coupling; Inert atmosphere; Schlenk technique;	68%

2'-chloro-4'-fluoroacetophenone (700-35-6) + 2-chloro-5-trifluoromethylpyridine (52334-81-3) → 1-(2-Chloro-4-Fluorophenyl)-2-(5-Trifluoromethyl-2-Pyridinyl)Ethanone (372122-68-4)

Conditions	Yield
Stage #1: 2'-chloro-4'-fluoroacetophenone; 2-chloro-5-trifluoromethylpyridine With sodium hydride In 1,2-dimethoxyethane at 20 - 45℃; for 1h; Stage #2: With water In 1,2-dimethoxyethane at 5℃;	67%

2'-chloro-4'-fluoroacetophenone (700-35-6) + (1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (113451-59-5) → tert-butyl(1S,4S)-5-(4-acetyl-3-chlorophenyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (1186334-88-2)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 16h;	66%
With potassium carbonate In N,N,N,N,N,N-hexamethylphosphoric triamide Inert atmosphere;

formaldehyd (50-00-0) + 2'-chloro-4'-fluoroacetophenone (700-35-6) + N,N-dimethylammonium chloride (506-59-2) + oxalic acid (144-62-7) → 1-(2-Chloro-4-fluoro-phenyl)-3-dimethylamino-propan-1-one; compound with oxalic acid (76475-98-4)

Conditions	Yield
With hydrogenchloride In ethanol for 8h; Heating;	65.4%

formaldehyd (50-00-0) + 2'-chloro-4'-fluoroacetophenone (700-35-6) + piperazine hydrochloride (7542-23-6) → 1-(2-Chloro-4-fluoro-phenyl)-3-{4-[3-(2-chloro-4-fluoro-phenyl)-3-oxo-propyl]-piperazin-1-yl}-propan-1-one; hydrochloride (76476-01-2)

Conditions	Yield
With hydrogenchloride In ethanol for 8h; Heating;	63%

formaldehyd (50-00-0) + 2'-chloro-4'-fluoroacetophenone (700-35-6) + piperidine hydrochloride (6091-44-7) → 1-(2-Chloro-4-fluoro-phenyl)-3-piperidin-1-yl-propan-1-one; hydrochloride (76476-00-1)

Conditions	Yield
With hydrogenchloride In ethanol for 8h; Heating;	62.7%

3,4-dichlorophenol (95-77-2) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 1-(2-chloro-4-(3,4-dichlorophenoxy)phenyl)ethan-1-one

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 6h;	62.1%

ethyl trifluoroacetate, (383-63-1) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → 2-chloro-4-fluorobenzoyltrifluoroacetone (38440-20-9)

Conditions	Yield
With sodium amide In diethyl ether 0 deg C, 1 h, r.t., overnight then reflux, 4 h;	62%

ethyl 5-bromo-3-pyridinecarboxylate (20986-40-7) + 2'-chloro-4'-fluoroacetophenone (700-35-6) → ethyl 5-(2-acetyl-5-fluorophenyl)nicotinate

Conditions

Yield

Stage #1: ethyl 5-bromo-3-pyridinecarboxylate With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; bis(pinacol)diborane In 1,4-dioxane; water at 80℃; Inert atmosphere; Stage #2: 2'-chloro-4'-fluoroacetophenone With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate monohydrate; XPhos In 1,4-dioxane; water at 100℃; for 24h; Inert atmosphere; Sealed tube;

62%

Upstream product

• 625-98-9 3-chlorofluorobenzene 
• 75-36-5 acetyl chloride 
• 112108-68-6 1-(2-chloro-4-fluorophenyl)ethan-1-ol 
• 75-16-1 methylmagnesium bromide 
• 2252-51-9 2-choro-4-fluorobenzoic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 57265-24-4 1-[p-chloro-β-(2,4-dichlorobenzyloxy)phenethyl]-3-(p-fluorophenacyl)imidazolium chloride 
• 112108-68-6 1-(2-chloro-4-fluorophenyl)ethan-1-ol 
• 57265-22-2 1-[2,4-Dichloro-β-(p-chlorobenzyloxy)phenethyl]-3-(p-fluorophenacyl)imidazolium chloride 
• 110322-88-8 2'-chloro-4'-fluoro-5'-nitroacetophenone 
• 131952-81-3 Ethyl 2-cyano-4-(4-fluorophenyl)-4-oxobutanoate 
• 124958-64-1 4'-fluoro-2'-(methylamino)acetophenone 
• 372122-68-4 1-(2-Chloro-4-Fluorophenyl)-2-(5-Trifluoromethyl-2-Pyridinyl)Ethanone 
• 444914-29-8 methyl 5-(4-fluorophenyl)-2-methylfuran-3-carboxylate 
• 81593-30-8 5-(2-chloro-4-fluorophenyl)-1-phenylhydantoin 
• 81593-41-1 5-(2-Chloro-4-fluoro-phenyl)-imidazolidine-2,4-dione 
• 911218-03-6 (S)-1-(2-Chloro-4-fluoro-phenyl)-ethanol 
• 51788-86-4 2-Chloro-4-fluoro-1-isopropenyl-benzene 
• 2252-51-9 2-choro-4-fluorobenzoic acid 
• 78864-22-9 [5-(2-chloro-4-fluoro-phenyl)-thiazol-2-yl]-(4-chloro-phenyl)-amine 

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