111982-45-7

Basic information

• Product Name: 2-FLUOROPHENYL CYCLOPENTYL KETONE
• Synonyms: 2-FLUOROPHENYL CYCLOPENTYL KETONE;Methanone, cyclopentyl(2-fluorophenyl)-;Cyclopentyl-(2-Fluorophenyl)methanone
• CAS NO: 111982-45-7
• Molecular Formula: C₁₂H₁₃FO
• Molecular Weight: 192.23
• Mol File: 111982-45-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 275.8°C at 760 mmHg
• Flash Point: 110.9°C
• Appearance: /
• Density: 1.131g/cm³
• Vapor Pressure: 0.00498mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-FLUOROPHENYL CYCLOPENTYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUOROPHENYL CYCLOPENTYL KETONE(111982-45-7)
• EPA Substance Registry System: 2-FLUOROPHENYL CYCLOPENTYL KETONE(111982-45-7)

Safety Data

• Hazardous Substances Data: 111982-45-7(Hazardous Substances Data)

Usage

General Description

2-Fluorophenyl cyclopentyl ketone, also known as FPCPK, is a chemical compound that belongs to the class of organic compounds known as benzene and substituted derivatives. It is a white crystalline solid with a molecular formula of C12H13FO and a molecular weight of 194.23 g/mol. FPCPK is commonly used in the pharmaceutical industry as an intermediate for the synthesis of various pharmaceutical compounds. It is also used as a building block in the production of organic compounds, including agrochemicals and other specialty chemicals. FPCPK is considered to be potentially hazardous if inhaled, ingested, or comes into contact with the skin or eyes, and should be handled with proper safety measures in place.

InChI:InChI=1/C12H13FO/c13-11-8-4-3-7-10(11)12(14)9-5-1-2-6-9/h3-4,7-9H,1-2,5-6H2

Synthetic route

Cyclopentyl bromide (137-43-9) + 2-fluorobenzonitrile (394-47-8) → cyclopentyl-(2-fluorophenyl)ketone (111982-45-7)

Conditions	Yield
Stage #1: Cyclopentyl bromide With iodine; magnesium In tetrahydrofuran at 20℃; Reflux; Stage #2: 2-fluorobenzonitrile With copper(I) bromide dimethylsulfide complex In tetrahydrofuran for 4h; Inert atmosphere; Reflux; Stage #3: With sulfuric acid; water In tetrahydrofuran for 4h; Reagent/catalyst; Solvent; Time;	90%

2-fluorobenzonitrile (394-47-8) + cyclopentylmagnesium bromide (33240-34-5) → cyclopentyl-(2-fluorophenyl)ketone (111982-45-7)

Conditions	Yield
Stage #1: 2-fluorobenzonitrile; cyclopentylmagnesium bromide With copper(I) bromide In tetrahydrofuran at 60℃; for 15h; Stage #2: With sulfuric acid; water In tetrahydrofuran at 0℃; for 15h;	40%

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) → α-bromocyclopentyl-(2-fluorophenyl)ketone (1616657-67-0)

Conditions	Yield
Stage #1: cyclopentyl-(2-fluorophenyl)ketone With hydrogen bromide In water at 20℃; for 0.0833333h; Darkness; Stage #2: With lithium chloride In water at 20℃; for 0.0166667h; Darkness; Stage #3: With dihydrogen peroxide In water at 70℃; for 1.5h; Darkness;	96%

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) → 3-cyclopentyl-1H-indazole (859164-86-6)

Conditions	Yield
With hydrazine In water at 130℃; for 72h;	89%

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) → C14H16OS (1372151-92-2)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C 1.2: 18 h / Reflux 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 5 °C View Scheme

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) → C14H15BrS

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C 1.2: 18 h / Reflux 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 5 °C 3.1: phosphorus tribromide / diethyl ether / 1 h / 20 °C View Scheme

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) → C18H25O3PS

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C 1.2: 18 h / Reflux 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 5 °C 3.1: phosphorus tribromide / diethyl ether / 1 h / 20 °C 4.1: toluene / 18 h / Reflux View Scheme

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) → C25H29F2O3PS

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C 1.2: 18 h / Reflux 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 5 °C 3.1: phosphorus tribromide / diethyl ether / 1 h / 20 °C 4.1: toluene / 18 h / Reflux 5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -70 °C 5.2: 0.5 h / -70 - 20 °C View Scheme

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) + ethyl 2-sulfanylacetate (623-51-8) → C16H18O2S (1372151-88-6)

Conditions	Yield
Stage #1: ethyl 2-sulfanylacetate With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: cyclopentyl-(2-fluorophenyl)ketone In N,N-dimethyl-formamide for 18h; Reflux;

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) → α-hydroxycyclopentyl-(2-flourophenyl)-N-methylamine (111982-48-0) + (2-fluorophenyl)(1-hydroxycyclopentyl)methanone (1616657-68-1)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogen bromide / water / 0.08 h / 20 °C / Darkness 1.2: 0.02 h / 20 °C / Darkness 1.3: 1.5 h / 70 °C / Darkness 2.1: 6 h / -40 °C View Scheme

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) → (±)-2-(2-fluorophenyl)-2-(methylamino)cyclohexanone (111982-50-4)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogen bromide / water / 0.08 h / 20 °C / Darkness 1.2: 0.02 h / 20 °C / Darkness 1.3: 1.5 h / 70 °C / Darkness 2.1: 6 h / -40 °C 3.1: palladium dichloride / decalin / 4 h / Reflux View Scheme

cyclopentyl-(2-fluorophenyl)ketone (111982-45-7) → 1-(2-fluorophenyl)-N-methyl-2-oxocyclohexanaminium chloride (111982-49-1)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: hydrogen bromide / water / 0.08 h / 20 °C / Darkness 1.2: 0.02 h / 20 °C / Darkness 1.3: 1.5 h / 70 °C / Darkness 2.1: 6 h / -40 °C 3.1: palladium dichloride / decalin / 4 h / Reflux 4.1: hydrogenchloride / water; dichloromethane View Scheme

Upstream product

• 137-43-9 Cyclopentyl bromide 
• 394-47-8 2-fluorobenzonitrile 
• 33240-34-5 cyclopentylmagnesium bromide 

Downstream Products

• 1616657-67-0 α-bromocyclopentyl-(2-fluorophenyl)ketone 
• 111982-48-0 α-hydroxycyclopentyl-(2-flourophenyl)-N-methylamine 
• 1616657-68-1 (2-fluorophenyl)(1-hydroxycyclopentyl)methanone 
• 111982-50-4 (±)-2-(2-fluorophenyl)-2-(methylamino)cyclohexanone 
• 111982-49-1 1-(2-fluorophenyl)-N-methyl-2-oxocyclohexanaminium chloride 

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