Product Name

  • Name

    2'-Fluoroacetophenone

  • EINECS 207-156-0
  • CAS No. 445-27-2
  • Article Data69
  • CAS DataBase
  • Density 1.103 g/cm3
  • Solubility
  • Melting Point 26-27 °C
  • Formula C8H7FO
  • Boiling Point 180.8 °C at 760 mmHg
  • Molecular Weight 138.141
  • Flash Point 67.5 °C
  • Transport Information UN 2810
  • Appearance Clear colorless to light yellow or light green
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 445-27-2 (2'-Fluoroacetophenone)
  • Hazard Symbols IrritantXi
  • Synonyms Acetophenone,2'-fluoro- (6Cl,7Cl,8Cl);1-(2-Fluorophenyl)ethanone;2-Fluorophenyl methylketone;NSC 88297;o-Fluoroacetophenone;
  • PSA 17.07000
  • LogP 2.02830

Synthetic route

1-(2-fluorophenyl)ethanol
445-26-1

1-(2-fluorophenyl)ethanol

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With [(2-(benzoimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine)RuCl2(PPh3)]; potassium tert-butylate; acetone In methanol at 56℃; under 750.075 Torr; for 0.5h; Catalytic behavior; Oppenauer Oxidation; Inert atmosphere;97%
With Langlois reagent In acetonitrile at 25℃; for 12h; Irradiation; Sealed tube;89%
With calcomenite; potassium hydroxide In toluene for 28h; Reflux;87%
1-fluoro-2-(prop-1-en-2-yl)benzene
344-73-0

1-fluoro-2-(prop-1-en-2-yl)benzene

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate; C65H77N5O4S2; oxygen In 1,2-dichloro-ethane at 75℃; under 760.051 Torr; for 24h; Green chemistry; chemoselective reaction;97%
(2-fluorophenyl)acetylene
766-49-4

(2-fluorophenyl)acetylene

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With C22H20AuN3O2P(1+)*CF3O3S(1-); water; silver trifluoromethanesulfonate; acetic acid at 100℃; for 10h;93%
With silver trifluoromethanesulfonate In water; acetic acid at 110℃; for 6h; Schlenk technique;87%
With p-toluenesulfonic acid monohydrate; acetic acid In dichloromethane at 80℃; for 8h; Sealed tube;80%
methyllithium
917-54-4

methyllithium

o-fluoro-benzoic acid
445-29-4

o-fluoro-benzoic acid

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Stage #1: methyllithium With copper(l) cyanide In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere;
Stage #2: o-fluoro-benzoic acid In diethyl ether at 0 - 20℃; for 15h; Inert atmosphere;
90%
o-fluorophenylboronic acid
1993-03-9

o-fluorophenylboronic acid

acetonitrile
75-05-8

acetonitrile

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With 1,10-Phenanthroline; nickel(II) bromide 2-methoxyethyl ether complex; sodium hydrogencarbonate In water at 100℃; for 5h; Autoclave;89%
2-Fluorobenzoyl chloride
393-52-2

2-Fluorobenzoyl chloride

diethyl malonate
105-53-3

diethyl malonate

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Stage #1: diethyl malonate With ethanol; magnesium In tetrachloromethane; tert-butyl methyl ether for 3h; Reflux; Large scale;
Stage #2: 2-Fluorobenzoyl chloride In tert-butyl methyl ether for 0.25h; Reflux; Large scale;
Stage #3: With sulfuric acid; water; acetic acid In tert-butyl methyl ether for 4h; Reagent/catalyst; Reflux; Large scale;
83%
acetophenone
98-86-2

acetophenone

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With palladium diacetate; silver nitrate; N-fluorobis(benzenesulfon)imide; methyl carbamate In dichloromethane at 95℃; for 12h; Catalytic behavior; Solvent; Sealed tube;82%
Multi-step reaction with 3 steps
1: sodium acetate / ethanol; water / 2 h / Reflux
2: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; N-fluorobis(benzenesulfon)imide; potassium nitrate / nitromethane / 24 h / 25 °C
3: hydrogenchloride; water / diethyl ether / 30 h / 20 °C
View Scheme
o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

-butyl vinyl ether
111-34-2

-butyl vinyl ether

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; diisopropylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate; palladium diacetate In dimethyl sulfoxide at 115℃; for 36h; Heck arylation;81%
2-fluorobenzenesulfonyl hydrazide

2-fluorobenzenesulfonyl hydrazide

acetonitrile
75-05-8

acetonitrile

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With 1,10-Phenanthroline; water; palladium diacetate at 100℃; under 760.051 Torr; for 6h;81%
1-(2,2-dibromovinyl)-2-fluorobenzene
401514-42-9

1-(2,2-dibromovinyl)-2-fluorobenzene

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With water; zinc at 275℃; for 4h;79%
1-Fluoro-2-iodobenzene
348-52-7

1-Fluoro-2-iodobenzene

acetic anhydride
108-24-7

acetic anhydride

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); N-ethyl-N,N-diisopropylamine; lithium chloride In N,N-dimethyl-formamide at 100℃; for 8.5h;74%
o-fluorophenylboronic acid
1993-03-9

o-fluorophenylboronic acid

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; water; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine at 60℃; for 5h; regioselective reaction;72%
2-fluorostyrene
394-46-7

2-fluorostyrene

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; C21H19N5Pd(2+)*2BF4(1-) In decane; acetonitrile at 45℃; for 30h; Wacker Oxidation;70%
With manganese(II) bromide; water; lithium perchlorate; copper dichloride In acetonitrile at 60℃; for 8h; Wacker-Tsuji Olefin Oxidation; Sealed tube; Inert atmosphere; Electrochemical reaction; regioselective reaction;46%
With oxygen; potassium carbonate; isopropyl alcohol at 150℃; under 3000.3 Torr; for 6h; regioselective reaction;82.3 %Chromat.
2'-fluoroacetophenone oxime
364-81-8

2'-fluoroacetophenone oxime

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Stage #1: 2'-fluoroacetophenone oxime With hexachlorodisilane; silica gel In toluene at 110℃; for 8h;
Stage #2: With water In toluene for 0.5h;
67%
With ruthenium trichloride; toluene-4-sulfonic acid In N,N-dimethyl acetamide; water at 120℃; under 760.051 Torr; for 8h; Inert atmosphere; Green chemistry;61%
2-(2-fluorophenyl)propane-1,2-diol
1547526-82-8

2-(2-fluorophenyl)propane-1,2-diol

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With oxygen; sodium carbonate In water at 20℃; for 5h; Irradiation; Green chemistry;51%
1-fluoro-2-iso-propylbenzene
2022-67-5

1-fluoro-2-iso-propylbenzene

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With oxygen at 150℃; under 760.051 Torr; for 24h; Autoclave;36%
2-Fluorobenzoyl chloride
393-52-2

2-Fluorobenzoyl chloride

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With dimethylcadmium; benzene
1-(2-Fluoro-4-trimethylsilanyl-phenyl)-ethanone
128254-28-4

1-(2-Fluoro-4-trimethylsilanyl-phenyl)-ethanone

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide at -40℃; for 3h; Yield given;
1-Fluoro-2-iodobenzene
348-52-7

1-Fluoro-2-iodobenzene

acetyl chloride
75-36-5

acetyl chloride

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With copper 1) THF, 25 deg C, 10 min, 2a) 25 deg C, 30 min; Yield given. Multistep reaction;
With CuI*P(Et)3; naphthalen-1-yl-lithium 1.) DME, 25 deg C, 10 min, 2.) 25 deg C, 30 min; Yield given. Multistep reaction;
acetophenone
98-86-2

acetophenone

A

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

B

1-(4-fluorophenyl)ethanone
403-42-9

1-(4-fluorophenyl)ethanone

C

1-(3-fluorophenyl)ethanone
455-36-7

1-(3-fluorophenyl)ethanone

Conditions
ConditionsYield
With cobalt (III) fluoride In chloroform for 18h; Product distribution; Heating;
2-Fluoro-1,4-bis-trimethylsilanyl-benzene
128254-27-3

2-Fluoro-1,4-bis-trimethylsilanyl-benzene

acetyl chloride
75-36-5

acetyl chloride

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With aluminium trichloride; water; fluoride Multistep reaction;
fluorosulphonic acid
7789-21-1

fluorosulphonic acid

acetophenone
98-86-2

acetophenone

A

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

B

2,3-difluoroacetophenone
18355-80-1

2,3-difluoroacetophenone

Conditions
ConditionsYield
at 110℃;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

etheric solution of 2-fluoro-benzonitrile

etheric solution of 2-fluoro-benzonitrile

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Erhitzen des von Aether befreiten Reaktionsgemisches auf dem Dampfbad und anschliessendes Behandeln mit wss. Essigsaeure;
acetophenone
98-86-2

acetophenone

A

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

B

1-(3,3,6,6-tetrafluoro-1,4-cyclohexyldienyl)-1-ethanone
69291-63-0

1-(3,3,6,6-tetrafluoro-1,4-cyclohexyldienyl)-1-ethanone

C

2',5'-difluoroacetophenone
1979-36-8

2',5'-difluoroacetophenone

D

1-(3-fluorophenyl)ethanone
455-36-7

1-(3-fluorophenyl)ethanone

Conditions
ConditionsYield
With hydrogen fluoride In diethyl ether; acetone at 5℃; for 18h; Electrochemical reaction;
1-(1-butoxy-vinyl)-2-fluoro-benzene
839721-38-9

1-(1-butoxy-vinyl)-2-fluoro-benzene

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With hydrogenchloride for 0.5h;
With hydrogenchloride; water In isopropyl alcohol for 0.5h;
With hydrogenchloride; water In ethylene glycol Inert atmosphere;
With hydrogenchloride; water In diethyl ether at 20℃; for 1h; Inert atmosphere;
With hydrogenchloride In acetone at 20℃; for 1h;
o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1,3-bis(diphenylphosphino)propane; Pd(OAc)2; Et3N / 1-butyl-3-methylimidazolium tetrafluoroborate / 36 h / 115 °C
2: aq. HCl / 0.5 h
View Scheme
2-Fluorobenzaldehyde
446-52-6

2-Fluorobenzaldehyde

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether
2: pyridinium chlorochromate / CH2Cl2
View Scheme
2-Fluoro-1,4-bis-trimethylsilanyl-benzene
128254-27-3

2-Fluoro-1,4-bis-trimethylsilanyl-benzene

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3
2: KF / dimethylformamide / 3 h / -40 °C
View Scheme
methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-Fluorobenzaldehyde
446-52-6

2-Fluorobenzaldehyde

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Stage #1: methylmagnesium bromide; 2-Fluorobenzaldehyde In tetrahydrofuran
Stage #2: With pyridinium chlorochromate In dichloromethane
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

1-(2-fluorophenyl)ethanol
445-26-1

1-(2-fluorophenyl)ethanol

Conditions
ConditionsYield
Stage #1: 2'-Fluoroacetophenone With C107H90Cl2N10P4Ru2(2+)*2Cl(1-) In isopropyl alcohol at 82℃; for 0.166667h; Inert atmosphere;
Stage #2: With potassium isopropoxide In isopropyl alcohol for 2h; Catalytic behavior; Inert atmosphere;
100%
With C40H37ClN2PRuS(1+)*C24H20B(1-); isopropyl alcohol; potassium hydroxide at 82℃; for 2h; Catalytic behavior;100%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium formate; ephedrine hydrochloride at 20℃;99%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

A

(1S)-1-(2-fluorophenyl)ethanol
171032-87-4

(1S)-1-(2-fluorophenyl)ethanol

B

(R)-1-(2-fluorophenyl)ethanol
162427-79-4

(R)-1-(2-fluorophenyl)ethanol

Conditions
ConditionsYield
With RuBr2[(S,S)-2,4-bis(diphenylphosphino)pentane](2-picolylamine); potassium tert-butylate; hydrogen In ethanol at 40℃; under 7600.51 Torr; for 19h; Inert atmosphere; Autoclave;A 100%
B n/a
With dimethylsulfide borane complex; (S)-tetrahydro-1-butyl-3,3-diphenyl-1H,3H-pyrrolo{2,1-c}{1,3,2}oxazaborole In tetrahydrofuran for 0.166667h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With Cp*RhCl<(R,R)-Tscydn>; potassium tert-butylate In isopropyl alcohol at 30℃; for 12h; Yield given; Yields of byproduct given. Title compound not separated from byproducts;
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

(1S)-1-(2-fluorophenyl)ethanol
171032-87-4

(1S)-1-(2-fluorophenyl)ethanol

Conditions
ConditionsYield
With [((R,R)-diphenylethylenediamine)((R)-Binap)dichlororuthenium(II)]; potassium tert-butylate; hydrogen In isopropyl alcohol at 26 - 30℃; under 3040 Torr; for 3h;100%
With tris(bis(trimethylsilyl)amido)lanthanum(III); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol) In tetrahydrofuran at 0℃; for 8h; enantioselective reaction;99%
In phosphate buffer for 48h; Microbiological reaction;98%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

(R)-1-(2-fluorophenyl)ethanol
162427-79-4

(R)-1-(2-fluorophenyl)ethanol

Conditions
ConditionsYield
With (S,S)-RuCl2(2,2'-bis(di-3,5-xylylphosphino)-1,1'-binaphthyl)(1,1-dianisyl-2-isopropyl-1,2-ethylenediamine); potassium tert-butylate; hydrogen In isopropyl alcohol at 26 - 30℃; under 6080 Torr; for 13h;100%
With water; sodium formate; sodium dodecyl-sulfate at 39.84℃; for 96h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;95%
With bromopentacarbonylmanganese(I); hydrogen; C45H43FeNP2; potassium hydroxide In methanol; toluene at 20℃; for 36h; enantioselective reaction;93%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

[1-(3-Fluoro-phenyl)-eth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine
444643-06-5

[1-(3-Fluoro-phenyl)-eth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine

Conditions
ConditionsYield
zinc(II) chloride In toluene for 15h; Heating;100%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

2'-fluoroacetophenone oxime
364-81-8

2'-fluoroacetophenone oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In ethanol; water at 95℃;100%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 25℃; for 4h;94.7%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Heating;
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Benzylhydrazine
555-96-4

Benzylhydrazine

C15H15FN2

C15H15FN2

Conditions
ConditionsYield
With acetic acid In ethanol for 12h; Reflux; Inert atmosphere;100%
morpholine
110-91-8

morpholine

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

C12H14FNO
1606165-14-3

C12H14FNO

Conditions
ConditionsYield
In toluene at -43 - 20℃; for 6.5h; Inert atmosphere;100%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

salicylaldehyde
90-02-8

salicylaldehyde

(E)-1-(2-Fluoro-phenyl)-3-(2-hydroxy-phenyl)-propenone

(E)-1-(2-Fluoro-phenyl)-3-(2-hydroxy-phenyl)-propenone

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 1h; Ambient temperature;99%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

2-(2'-fluorophenyl)-2-(trimethylsilyloxy)propanonitrile

2-(2'-fluorophenyl)-2-(trimethylsilyloxy)propanonitrile

Conditions
ConditionsYield
N,N,N',N'-tetramethylguanidine at 25℃; for 15h;99%
With C42H50Mg2N4 In benzene-d6 at 25℃; for 0.8h; Glovebox; Inert atmosphere;99%
Fe(Cp)2PF6 at 20℃; for 0.166667h;94%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

2-propanethiol
75-33-2

2-propanethiol

1-(2-(isopropylthio)phenyl)ethan-1-one
918811-12-8

1-(2-(isopropylthio)phenyl)ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃;99%
piperonal
120-57-0

piperonal

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

(E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(2-fluorophenyl)prop-2-en-1-one
1352346-99-6

(E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(2-fluorophenyl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃;99%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

(S)-2-(2-fluorophenyl)-2-((trimethylsilyl)oxy)propanenitrile

(S)-2-(2-fluorophenyl)-2-((trimethylsilyl)oxy)propanenitrile

Conditions
ConditionsYield
Stage #1: 2'-Fluoroacetophenone With C38H26LiO5P In hexane; water; toluene at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: trimethylsilyl cyanide In hexane; water; toluene at -78℃; for 4h; Inert atmosphere; enantioselective reaction;
99%
Conditions
ConditionsYield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; C51H41F4NO6P2; mesitylcopper(I) at 30℃; for 40h; diastereoselective reaction;99%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

3-(4-methoxyphenyl)-1-(2-fluorophenyl)-2-propen-1-one
130581-22-5

3-(4-methoxyphenyl)-1-(2-fluorophenyl)-2-propen-1-one

Conditions
ConditionsYield
With methanol; sodium In methanol at 20℃; Aldol Condensation;98.4%
trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane
129217-85-2

trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

(R)-2-(2-fluorophenyl)-5-(trimethylsilyl)pent-4-yn-2-ol
1312791-19-7

(R)-2-(2-fluorophenyl)-5-(trimethylsilyl)pent-4-yn-2-ol

Conditions
ConditionsYield
With copper (II) isobutyrate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; lithium tert-butoxide In tetrahydrofuran at -62℃; for 16h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;98%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

2-bromo-2'-fluoroacetophenone
655-15-2

2-bromo-2'-fluoroacetophenone

Conditions
ConditionsYield
With bromine; acetic acid at 20℃; for 2h;97%
With bromine In acetic acid at 20℃; for 2h;97%
With copper(I) bromide In ethyl acetate at 80℃;95%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

1-(2-fluoro-5-nitrophenyl)ethanone
79110-05-7

1-(2-fluoro-5-nitrophenyl)ethanone

Conditions
ConditionsYield
With sulfuric acid; nitric acid at -42℃; for 0.5h;97%
Stage #1: 2'-Fluoroacetophenone With sulfuric acid; nitric acid at -40℃; for 1.08333h;
Stage #2: With water Cooling with ice;
97%
With sulfuric acid; nitric acid In water at -10 - 5℃; for 0.5h;93.7%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

thiourea
17356-08-0

thiourea

4-(o-fluorophenyl)-1,3-thiazol-2-amine

4-(o-fluorophenyl)-1,3-thiazol-2-amine

Conditions
ConditionsYield
With iodine at 100℃;97%
With iodine at 100℃; for 8h;66%
With iodine; dimethyl sulfoxide at 80℃; for 12h; Schlenk technique;52%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

N-carbethoxy-4-tropinone

N-carbethoxy-4-tropinone

3-(2-fluoro-phenylethynyl)-8-aza-bicyclo[3.2.1]oct-2-ene-8-carboxylic acid ethyl ester

3-(2-fluoro-phenylethynyl)-8-aza-bicyclo[3.2.1]oct-2-ene-8-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 2'-Fluoroacetophenone; N-carbethoxy-4-tropinone With Nonafluorobutanesulfonyl fluoride; tert-butylimino-tri(pyrrolidino)phosphorane; lithium chloride In N,N-dimethyl-formamide at 10 - 25℃;
Stage #2: With copper(l) iodide; diisopropylamine; triphenylphosphine; palladium diacetate In N,N-dimethyl-formamide at 60℃; for 5.5h; Sonogashira coupling;
97%
potassium cyanide

potassium cyanide

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

ammonium carbonate
506-87-6

ammonium carbonate

(RS)-5-(2-fluoro-phenyl)-5-methyl-imidazolidine-2,4-dione
7248-25-1

(RS)-5-(2-fluoro-phenyl)-5-methyl-imidazolidine-2,4-dione

Conditions
ConditionsYield
With ammonium hydroxide In ethanol; water at 60℃; for 5.5h;97%
With ammonium hydroxide In ethanol; water at 60℃; for 5.5h;97%
In ethanol at 50℃; for 24h; Bucherer-Bergs Reaction;
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

Benzimidazol-2-thiol
134469-07-1

Benzimidazol-2-thiol

2-{[2-(2-fluorophenyl)-2-oxoethyl]thio}-1H-benzo[d]imidazol-3-ium sulfate

2-{[2-(2-fluorophenyl)-2-oxoethyl]thio}-1H-benzo[d]imidazol-3-ium sulfate

Conditions
ConditionsYield
With sulfuric acid; acetic acid for 0.5h; Reflux;97%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

benzaldehyde
100-52-7

benzaldehyde

aniline
62-53-3

aniline

C21H18FNO

C21H18FNO

Conditions
ConditionsYield
With C7H13N2O3S(1+)*C10H15O4S(1-) at 25℃; for 0.25h; Mannich Aminomethylation;97%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

ethyl 2-sulfanylacetate
623-51-8

ethyl 2-sulfanylacetate

ethyl 3-methyl-1-benzothiophene-2-carboxylate
31310-22-2

ethyl 3-methyl-1-benzothiophene-2-carboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 16h; Inert atmosphere;97%
2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
72824-04-5

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(2-fluorophenyl)pent-4-en-2-ol
1071821-42-5

2-(2-fluorophenyl)pent-4-en-2-ol

Conditions
ConditionsYield
With ethanol; diethylzinc In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;96%
With indium In water at 30℃; for 24h; Inert atmosphere;91%
2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

2-(2-fluorophenyl)quinoline
2836-41-1

2-(2-fluorophenyl)quinoline

Conditions
ConditionsYield
With C22H24ClN3ORu; potassium hydroxide In toluene at 80℃; for 5h; Catalytic behavior; Green chemistry;96%
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In tetrahydrofuran at 20℃; for 12h;96%
With caesium carbonate In toluene at 120℃; for 10h; Schlenk technique; Inert atmosphere;71%
piperidine
110-89-4

piperidine

formaldehyd
50-00-0

formaldehyd

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

1-(2-fluoro-phenyl)-3-piperidin-1-yl-propan-1-one

1-(2-fluoro-phenyl)-3-piperidin-1-yl-propan-1-one

Conditions
ConditionsYield
With C7H13N2O3S(1+)*C10H15O4S(1-) at 25℃; for 0.416667h; Mannich Aminomethylation;96%
piperazine
110-85-0

piperazine

formaldehyd
50-00-0

formaldehyd

2'-Fluoroacetophenone
445-27-2

2'-Fluoroacetophenone

C13H17FN2O

C13H17FN2O

Conditions
ConditionsYield
With C7H13N2O3S(1+)*C10H15O4S(1-) at 25℃; for 0.416667h; Mannich Aminomethylation;96%

2'-Fluoroacetophenone Specification

The 2'-Fluoroacetophenone with CAS registry number of 445-27-2 is also known as 2-Fluorophenyl methylketone. The IUPAC name is 1-(2-Fluorophenyl)ethanone. It belongs to product categories of Acetophenone Series; Aromatic Acetophenones & Derivatives (substituted); Fluorobenzene; Ketone; Adehydes, Acetals & Ketones; Fluorine Compounds; C7 to C8; Carbonyl Compounds; Ketones. Its EINECS registry number is 207-156-0. In addition, the formula is C8H7FO and the molecular weight is 138.14. This chemical is a clear colorless to light yellow or light green and should be stored in sealed containers away from oxidizing agents, water, alkali, alcohol and amine.

Physical properties about 2'-Fluoroacetophenone are: (1)ACD/LogP: 1.30; (2)ACD/LogD (pH 5.5): 1.29; (3)ACD/LogD (pH 7.4): 1.29; (4)ACD/BCF (pH 5.5): 5.67; (5)ACD/BCF (pH 7.4): 5.67; (6)ACD/KOC (pH 5.5): 120.58; (7)ACD/KOC (pH 7.4): 120.58; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.491; (11)Molar Refractivity: 36.27 cm3; (12)Molar Volume: 125.1 cm3; (13)Surface Tension: 32.8 dyne/cm; (14)Density: 1.103 g/cm3; (15)Flash Point: 67.5 °C; (16)Enthalpy of Vaporization: 41.71 kJ/mol; (17)Boiling Point: 180.8 °C at 760 mmHg; (18)Vapour Pressure: 0.88 mmHg at 25 °C.

Preparation of 2'-Fluoroacetophenone: it is prepared by reaction of acetic acid anhydride with 1-fluoro-2-iodo-benzene. The reaction needs reagents diisopropylethylamine, Pd2(dba)3, lithium chloride and solvent dimethylformamide at the temperature of 100 °C for 8.5 hours. The yield is about 74%.

2'-Fluoroacetophenone is prepared by reaction of acetic acid anhydride with 1-fluoro-2-iodo-benzene.

Uses of 2'-Fluoroacetophenone: it is used to produce 1-(2-piperidin-1-yl-phenyl)-ethanone by reaction with piperidine. The reaction occurs with reagent K2CO3 and solvent dimethylsulfoxide for 8 hours. The yield is about 80%.

2'-Fluoroacetophenone is used to produce 1-(2-piperidin-1-yl-phenyl)-ethanone by reaction with piperidine.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(=O)C1=CC=CC=C1F
2. InChI: InChI=1S/C8H7FO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,1H3
3. InChIKey: QMATYTFXDIWACW-UHFFFAOYSA-N

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