64248-60-8

Basic information

• Product Name: 2,6-Difluorobenzotrifluoride
• Synonyms: 2,6-DIFLUOROBENZOTRIFLUOROIDE;1,3-Difluoro-2-(trifluoromethyl)benzene, alpha,alpha,alpha,2,6-Pentafluorotoluene
• CAS NO: 64248-60-8
• Molecular Formula: C₇H₃F₅
• Molecular Weight: 182.09
• Mol File: 64248-60-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 121 °C at 760 mmHg
• Flash Point: 32.7 °C
• Appearance: /
• Density: 1.386 g/cm³
• Vapor Pressure: 17.8mmHg at 25°C
• Refractive Index: 1.391
• CAS DataBase Reference: 2,6-Difluorobenzotrifluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Difluorobenzotrifluoride(64248-60-8)
• EPA Substance Registry System: 2,6-Difluorobenzotrifluoride(64248-60-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 64248-60-8(Hazardous Substances Data)

Usage

Uses

2,6-Difluorobenzotrifluoride, is a building block used for the synthesis of various compounds, acting as fungicides, insecticides and antiparasitics.

InChI:InChI=1/C7H3F5/c8-4-2-1-3-5(9)6(4)7(10,11)12/h1-3H

Synthetic route

palladium on A-charcoal + 3,5-dichloro-2,6-difluorobenzotrifluoride (112860-78-3) → 1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8)

Conditions	Yield
With sodium acetate In water; acetic acid

2,6-difluoroaniline (5509-65-9) + trifluoromethylcopper(I) (77152-08-0) → 1,3-Difluorobenzene (372-18-9) + 1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8)

Conditions	Yield
Stage #1: 2,6-difluoroaniline With hydrogen fluoride; sodium nitrite In water; acetonitrile at 0℃; Inert atmosphere; Stage #2: trifluoromethylcopper(I) In water; N,N-dimethyl-formamide; acetonitrile at 0℃; for 0.25h; Inert atmosphere; Overall yield = 27 %Spectr.;

piperazine (110-85-0) + 1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 1-(3-fluoro-2-(trifluoromethyl)phenyl)piperazine (946399-80-0)

Conditions	Yield
at 90℃; for 16h;	73.4%

carbon dioxide (124-38-9) + 1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 2,4-difluoro-3-(trifluoromethyl)benzoic acid

Conditions	Yield
Stage #1: 1,3-difluoro-2-(trifluoromethyl)benzene With n-butyllithium In tetrahydrofuran; diethyl ether at -70 - -65℃; for 1h; Stage #2: carbon dioxide In tetrahydrofuran; diethyl ether at -65 - 30℃; for 5h; Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether; water	72%

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → (3-Fluoro-2-trifluoromethyl-phenyl)-hydrazine hydrochloride (952233-12-4)

Conditions	Yield
With hydrazine In dimethyl sulfoxide at 20℃; for 16h;	67%

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 2,4-difluoro-3-(trifluoromethyl)benzaldehyde

Conditions	Yield
Stage #1: 1,3-difluoro-2-(trifluoromethyl)benzene With n-butyllithium In tetrahydrofuran; cyclohexane at -70℃; for 0.5h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; cyclohexane at -70℃; for 2h;	65%

1H-imidazole (288-32-4) + 1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → C13H9F3N4

Conditions	Yield
With potassium phosphate In N,N-dimethyl-formamide at 135℃; for 72h;	40%

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) + 2,3-dihydroimidazo[1,2-c]quinazolin-9-ol → 9-(3-fluoro-2-(trifluoromethyl)phenoxy)-2,3-dihydroimidazo[1,2-c]quinazoline

Conditions	Yield
Stage #1: 1,3-difluoro-2-(trifluoromethyl)benzene With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: 2,3-dihydroimidazo[1,2-c]quinazolin-9-ol In N,N-dimethyl-formamide; mineral oil at 20℃;	37%

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 1,3-difluoro-4-nitro-2-(trifluoromethyl)benzene (123973-36-4)

Conditions	Yield
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid In dichloromethane

5-(benzyloxy)-3H-imidazo[4,5-b]pyridine (1217349-81-9) + 1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 5-(benzyloxy)-3-(3-fluoro-2-(trifluoromethyl)phenyl)-3H-imidazo[4,5-b]pyridine (1217350-42-9)

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 80℃;

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 4-[2,4-difluoro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-amine (957125-35-8)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C View Scheme
Multi-step reaction with 5 steps 1.1: n-butyllithium / tetrahydrofuran; diethyl ether / 1 h / -70 - -65 °C 1.2: 5 h / -65 - 30 °C 2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 3.1: triethylamine / dichloromethane / 1 h 3.2: 2 h 4.1: tetrahydrofuran / 2 h / 20 °C 5.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 5.2: 85 - 90 °C View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 2,4-difluoro-3-trifluoromethylbenzoyl chloride (157337-87-6)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; diethyl ether / 1 h / -70 - -65 °C 1.2: 5 h / -65 - 30 °C 2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 2,4-difluoro-N-methoxy-N-methyl-3-(trifluoromethyl)benzamide

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; diethyl ether / 1 h / -70 - -65 °C 1.2: 5 h / -65 - 30 °C 2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 3.1: triethylamine / dichloromethane / 1 h 3.2: 2 h View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → potassium N-{4-[2,4-difluoro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}-2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-5-yl)acetamide

Conditions	Yield
Multi-step reaction with 5 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: dichloromethane / 0.08 h / 0 - 5 °C / Large scale 4.2: 0.5 h / Large scale 4.3: 3 h / 0 - 5 °C / Large scale 5.1: potassium tert-butylate / tert-butyl alcohol; pentane / 1 h / -5 - 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C 4.2: 24 h / Reflux 5.1: potassium tert-butylate / tert-butyl alcohol; pentane / 1 h / -5 - 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: sodium hydride / toluene; mineral oil / 20 °C 4.2: 48 h / Reflux 5.1: potassium tert-butylate / tert-butyl alcohol; pentane / 1 h / -5 - 0 °C / Inert atmosphere View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 1-bromo-2,4-difluoro-3-(trifluoromethyl)benzene

Conditions	Yield
Stage #1: 1,3-difluoro-2-(trifluoromethyl)benzene With iron at 50 - 55℃; for 0.0833333h; Stage #2: With bromine at 50 - 70℃; for 2h;	130 g

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → N-{4-[2,4-difluoro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}-4-[(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)thio]-3-oxobutanamide

Conditions	Yield
Multi-step reaction with 4 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: sodium hydride / toluene; mineral oil / 0.5 h / 20 °C 4.2: 24 h / Reflux View Scheme
Multi-step reaction with 6 steps 1.1: n-butyllithium / tetrahydrofuran; diethyl ether / 1 h / -70 - -65 °C 1.2: 5 h / -65 - 30 °C 2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 3.1: triethylamine / dichloromethane / 1 h 3.2: 2 h 4.1: tetrahydrofuran / 2 h / 20 °C 5.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 5.2: 85 - 90 °C 6.1: sodium hydride / toluene; mineral oil / 0.5 h / 20 °C 6.2: 24 h / Reflux View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → N-{4-[2,4-difluoro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}-2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-5-yl)acetamide (1246761-03-4)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: dichloromethane / 0.08 h / 0 - 5 °C / Large scale 4.2: 0.5 h / Large scale 4.3: 3 h / 0 - 5 °C / Large scale View Scheme
Multi-step reaction with 4 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C 4.2: 24 h / Reflux View Scheme
Multi-step reaction with 4 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: sodium hydride / toluene; mineral oil / 20 °C 4.2: 48 h / Reflux View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → N-{4-[2,4-difluoro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}-2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-5-yl)acetamide sodium

Conditions	Yield
Multi-step reaction with 5 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: dichloromethane / 0.08 h / 0 - 5 °C / Large scale 4.2: 0.5 h / Large scale 4.3: 3 h / 0 - 5 °C / Large scale 5.1: sodium t-butanolate / ethanol / 1 h / -5 - 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: sodium hydride / toluene; mineral oil / 20 °C 4.2: 48 h / Reflux 5.1: sodium t-butanolate / ethanol / 1 h / -5 - 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C 4.2: 24 h / Reflux 5.1: sodium t-butanolate / ethanol / 1 h / -5 - 0 °C / Inert atmosphere View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → lithium N-{4-[2,4-difluoro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}-2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-5-yl)acetamide

Conditions	Yield
Multi-step reaction with 5 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: dichloromethane / 0.08 h / 0 - 5 °C / Large scale 4.2: 0.5 h / Large scale 4.3: 3 h / 0 - 5 °C / Large scale 5.1: lithium hydroxide monohydrate / ethanol / 1 h / -5 - 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: sodium hydride / toluene; mineral oil / 20 °C 4.2: 48 h / Reflux 5.1: lithium hydroxide monohydrate / ethanol / 1 h / -5 - 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C 3.1: bromine; acetic acid / 0.5 h / 55 - 60 °C 3.2: 85 - 90 °C 4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C 4.2: 24 h / Reflux 5.1: lithium hydroxide monohydrate / ethanol / 1 h / -5 - 0 °C / Inert atmosphere View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 1-[2,4-difluoro-3-(trifluoromethyl)phenyl]ethanone

Conditions	Yield
Multi-step reaction with 2 steps 1.1: iron / 0.08 h / 50 - 55 °C 1.2: 2 h / 50 - 70 °C 2.1: magnesium / tetrahydrofuran / 1 h / 60 - 65 °C 2.2: 0.5 h / 25 - 30 °C 2.3: 1 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1.1: n-butyllithium / tetrahydrofuran; diethyl ether / 1 h / -70 - -65 °C 1.2: 5 h / -65 - 30 °C 2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 3.1: triethylamine / dichloromethane / 1 h 3.2: 2 h 4.1: tetrahydrofuran / 2 h / 20 °C View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → methyl 2-((3-fluoro-6-formyl-2-(trifluoromethyl)phenyl)thio)acetate

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.5 h / -70 °C / Inert atmosphere 1.2: 2 h / -70 °C 2.1: triethylamine / dichloromethane / -50 - 20 °C View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → methyl 6-fluoro-7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.5 h / -70 °C / Inert atmosphere 1.2: 2 h / -70 °C 2.1: triethylamine / dichloromethane / -50 - 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 40 °C View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → 6-fluoro-7-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid

Conditions	Yield
Multi-step reaction with 4 steps 1.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.5 h / -70 °C / Inert atmosphere 1.2: 2 h / -70 °C 2.1: triethylamine / dichloromethane / -50 - 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 40 °C 4.1: lithium hydroxide monohydrate; water / methanol / 5 h / 40 °C 4.2: pH 3 View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → ethyl 6-(2,4-difluoro-3-(trifluoromethyl)phenyl)-4-(trifluoromethyl)-2-2’-bipyridine-4’-carboxylate

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere 1.2: 16 h / 20 °C / Inert atmosphere 2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 16 h / 70 °C / Inert atmosphere View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → ruthenium(II) bis(diethyl 6-(2,4-difluoro-3-(trifluoromethyl)phenyl)-2,2'-bipyridine-4,4'-dicarboxylate)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere 1.2: 16 h / 20 °C / Inert atmosphere 2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 16 h / 70 °C / Inert atmosphere 3.1: propyl cyanide; N-ethylmorpholine; / 16 h / 120 °C / Inert atmosphere 3.2: 2 h / 200 °C / Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere 1.2: 16 h / 20 °C / Inert atmosphere 2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 16 h / 70 °C / Inert atmosphere 3.1: potassium hydroxide / 72 h / Reflux; Inert atmosphere 4.1: N-ethylmorpholine; / ethanol / 16 h / Reflux View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → ruthenium(II) bis(ethyl 6-(2,4-difluoro-3-(trifluoromethyl)phenyl)-4-(trifluoromethyl)-2-2’-bipyridine-4’-carboxylate)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere 1.2: 16 h / 20 °C / Inert atmosphere 2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 16 h / 70 °C / Inert atmosphere 3.1: propyl cyanide; N-ethylmorpholine; / 16 h / 120 °C / Inert atmosphere 3.2: 2 h / 200 °C / Inert atmosphere View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → ruthenium(II) bis(6-(2,4-difluoro-3-(trifluoromethyl)phenyl)-4,4’-bis(trifluoromethyl)-2,2’-bipyridine)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere 1.2: 16 h / 20 °C / Inert atmosphere 2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 16 h / 70 °C / Inert atmosphere 3.1: propyl cyanide; N-ethylmorpholine; / 16 h / 120 °C / Inert atmosphere 3.2: 2 h / 200 °C / Inert atmosphere View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → diethyl 6-(2,4-difluoro-3-(trifluoromethyl)phenyl)-2,2'-bipyridine-4,4'-dicarboxylate

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere 1.2: 16 h / 20 °C / Inert atmosphere 2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 16 h / 70 °C / Inert atmosphere View Scheme

1,3-difluoro-2-(trifluoromethyl)benzene (64248-60-8) → C29H25F5N5O4Ru(1+)*F6P(1-)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere 1.2: 16 h / 20 °C / Inert atmosphere 2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 16 h / 70 °C / Inert atmosphere 3.1: potassium hydroxide / 72 h / Reflux; Inert atmosphere View Scheme

Upstream product

• 112860-78-3 3,5-dichloro-2,6-difluorobenzotrifluoride 
• 5509-65-9 2,6-difluoroaniline 
• 77152-08-0 trifluoromethylcopper(I) 

Downstream Products

• 946399-80-0 1-(3-fluoro-2-(trifluoromethyl)phenyl)piperazine 
• 134099-30-2 2,4-difluoro-3-(trifluoromethyl)benzaldehyde 
• 157337-81-0 2,4-difluoro-3-(trifluoromethyl)benzoic acid 
• 1246761-03-4 N-{4-[2,4-difluoro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}-2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-5-yl)acetamide 
• 157337-87-6 2,4-difluoro-3-trifluoromethylbenzoyl chloride 
• 957125-35-8 4-[2,4-difluoro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-amine 
• 1217350-42-9 5-(benzyloxy)-3-(3-fluoro-2-(trifluoromethyl)phenyl)-3H-imidazo[4,5-b]pyridine 
• 123973-36-4 1,3-difluoro-4-nitro-2-(trifluoromethyl)benzene 
• 952233-12-4 (3-Fluoro-2-trifluoromethyl-phenyl)-hydrazine hydrochloride 

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