367-23-7

Basic information

• Product Name: 1,2,4-Trifluorobenzene
• Synonyms: 1,2,4-TRIFLUOROBENZENE;1,3,4-Trifluorobenzene;Benzene, 1,2,4-trifluoro-;Trifluorobenzene2;1,2,4-Trifluorobenzene, 97+%;1,2,4-Trifluorobenzene,98+%;1,2,4-Trifluorobenzene 99%;1,2,4-Trifluorobenzene99%
• CAS NO: 367-23-7
• Molecular Formula: C₆H₃F₃
• Molecular Weight: 132.08
• EINECS: 206-684-9
• Product Categories: Fluorobenzene;Aromatic Hydrocarbons (substituted) & Derivatives;Miscellaneous;Aryl;C6;Halogenated Hydrocarbons;Aryl Fluorinated Building Blocks;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Hydrocarbons;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Fluorine series
• Mol File: 367-23-7.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 88 °C759 mm Hg(lit.)
• Flash Point: 40 °F
• Appearance: clear colourless liquid
• Density: 1.264 g/mL at 25 °C(lit.)
• Vapor Pressure: 62.9mmHg at 25°C
• Refractive Index: n20/D 1.423(lit.)
• Storage Temp.: Refrigerator
• BRN: 2042865
• CAS DataBase Reference: 1,2,4-Trifluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Trifluorobenzene(367-23-7)
• EPA Substance Registry System: 1,2,4-Trifluorobenzene(367-23-7)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36-7-33-29-7/9
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 367-23-7(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

1,2,4-Trifluorobenzene can be used as composite membranes with improved performance and durability.

General Description

Infrared absorption spectrum of liquid 1,2,4-trifluorobenzene has been investigated using LiF, NaCl, KBr and KRS-5 prisms. The microwave spectrum of 1,2,4-trifluorobenzene has been investigated at dry ice temperature in the frequency range of 8 to 12.4GHz.

InChI:InChI=1/C6H3F3/c7-4-1-2-5(8)6(9)3-4/h1-3H

Synthetic route

2,4-dinitro-1-fluorobenzene (7800-26-2) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at 25℃; for 0.166667h; Inert atmosphere; Microwave irradiation; Anhydrous conditions;	95%

2,4,5-trifluorobenzoic acid (446-17-3) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With ammonia; copper In water at 260℃; for 1.25h; Temperature; Reagent/catalyst;	94.9%
In quinoline

1,2,3,4-tetrafluorobenzene (551-62-2) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With [(bis(diisopropylphosphino)ethane)Ni(H)]2; triethylphosphine In 1,4-dioxane at 120℃; for 72h;	94%
With C32H46N2Ru; sodium carbonate; isopropyl alcohol at 70℃; for 6h; Inert atmosphere; Schlenk technique; Glovebox;	63%
With (1,3-dimethylimidazolin-2-ylidene)*AlH3 In 5,5-dimethyl-1,3-cyclohexadiene at 135℃; for 25h;	19%

2,4,5-trifluorobenzaldehyde (165047-24-5) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With triethylsilane; C18H51CoP4Si In tetrahydrofuran at 50℃; for 6h; Inert atmosphere;	94%

2,3,5,6-tetrafluorothiophenol (769-40-4) → 1,2,4,5-tetrafluoro-3-(trifluoromethyl)benzene (651-80-9) + 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With water; triethylphosphine In 1,4-dioxane at 120℃; for 4h; Schlenk technique; Inert atmosphere; Glovebox;	A 90% B 10%

C6H3FN4(2+)*2BF4(1-) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
In diethyl ether at 120 - 180℃; for 6h;	82%

2,4-difluorophenylamine (367-25-9) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
Stage #1: 2,4-difluorophenylamine With sodium tetrafluoroborate; nitrosylsulfuric acid; acetic acid at -5 - 20℃; Stage #2: at 250℃; Inert atmosphere;	80%
Stage #1: 2,4-difluorophenylamine With hydrogenchloride; fluoroboric acid; sodium nitrite In water at 25℃; for 0.00555556h; Balz-Schiemann Reaction; Stage #2: In 1,2-dichloro-benzene at 200℃; for 0.0166667h; Balz-Schiemann Reaction;	72%

1,2,4-Trichlorobenzene (120-82-1) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With potassium fluoride; C6H11BO3 In sulfolane (tetramethylene sulfone) at 245℃; for 3h; Inert atmosphere;	78%

Hexafluorobenzene (392-56-3) → 1,2,4,5-Tetrafluorobenzene (327-54-8) + 1,2,3,4-tetrafluorobenzene (551-62-2) + Pentafluorobenzene (363-72-4) + 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With (1,3-dimethylimidazolin-2-ylidene)*AlH3 In 5,5-dimethyl-1,3-cyclohexadiene at 135℃; for 25h;	A 74% B 3% C 18% D 4%

Pentafluorobenzene (363-72-4) → para-difluorobenzene (540-36-3) + 1,2,4,5-Tetrafluorobenzene (327-54-8) + 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With C32H46N2Ru; sodium carbonate; isopropyl alcohol at 70℃; for 4h; Inert atmosphere; Schlenk technique; Glovebox;	A 7% B 60% C 21%

2,4-difluorophenyldiazonium tetrafluoroborate → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
at 185℃; for 1h; Decomposition;	52%
Pyrolysis;

1,2,4,5-Tetrafluorobenzene (327-54-8) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With C32H46N2Ru; sodium carbonate; isopropyl alcohol at 70℃; for 6h; Inert atmosphere; Schlenk technique; Glovebox;	48%
With H2SiEt2; tetrabutylammonium triphenyldifluorosilicate In tetrahydrofuran; benzene-d6 at 100℃; for 40h; Inert atmosphere; Sealed tube;	18%

1,2,4,5-Tetrafluorobenzene (327-54-8) → para-difluorobenzene (540-36-3) + 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
Stage #1: 1,2,4,5-Tetrafluorobenzene With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [(HC[(CMe)N(2,4,6-Me3C6H2)]2)Al(H)2] In benzene-d6; benzene at 100℃; for 8h; Inert atmosphere; Glovebox; Sealed tube; Stage #2: With methanol In benzene-d6; benzene at 100℃; for 2h; Catalytic behavior; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;	A 19.5% B 47%

1,2,3,5-tetrafluorobenzene (2367-82-0) → 1,2,3-trifluorobenzene (1489-53-8) + 1,3-Difluorobenzene (372-18-9) + para-difluorobenzene (540-36-3) + ortho-difluorobenzene (367-11-3) + 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
Stage #1: 1,2,3,5-tetrafluorobenzene With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [(HC[(CMe)N(2,4,6-Me3C6H2)]2)Al(H)2] In benzene-d6; benzene at 100℃; for 8h; Inert atmosphere; Glovebox; Sealed tube; Stage #2: With methanol In benzene-d6; benzene at 100℃; for 2h; Catalytic behavior; Inert atmosphere; Glovebox; Sealed tube; Overall yield = 69.5 %; regioselective reaction;	A 8.5% B 9.5% C 7% D 5.5% E 39%

ortho-difluorobenzene (367-11-3) → 1,2,4-trifluorobenzene (367-23-7) + 5,5,6,6-tetrafluoro-1,3-cyclohexadiene (74298-22-9) + 2,3,3,6-tetrafluoro-1,4-cyclohexadiene (74298-21-8)

Conditions	Yield
With silver(II) fluoride In hexane for 2h; Product distribution; Heating;	A 3% B 15.7% C 28%
With silver(II) fluoride In hexane for 2h; Heating;	A 3% B 15.7% C 28%

fluoroethyne (2713-09-9) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
Raumtemperatur;
at 20℃;

para-difluorobenzene (540-36-3) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
durch Nitrierung, Reduktion, Diazotierung und Zersetzung des entsprechenden Diazoniumbortetrafluorids durch Erhitzen;

2,5-difluorobenzenediazonium tetrafluoroborate → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
Pyrolysis;

p-benzoquinone (106-51-4) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With sulfur tetrafluoride; hydrogen fluoride at 200℃;

2,3,5-Trifluorbicyclo<2.2.0>hexa-3,5-dien → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With (thermolysis) at 79.9℃; Rate constant;

1,2,5-Trifluorbicyclo<2.2.0>hexa-2,5-dien → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With (thermolysis) at 79.9℃; Rate constant;

1,2,5-trifluorobicyclo<2.2.0>hexa-2,5-diene (31399-10-7) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
at 79.9℃; Rate constant; gas-phase thermal isomerization;

5-chloro-1,2,4-trifluorobenzene (2367-78-4) → 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol Heating;
palladium-carbon

hexafluoro-1,3-butadiene (685-63-2) + buta-1,3-diene (106-99-0) → 1,2,3-trifluorobenzene (1489-53-8) + 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With pyrographite; hydroquinone 1. heating, 2. pyrolysis; Multistep reaction;

hexafluoro-1,3-butadiene (685-63-2) + buta-1,3-diene (106-99-0) → 1,2,3-trifluorobenzene (1489-53-8) + 1,2,4-trifluorobenzene (367-23-7) + 1,2,2,5,6,6-hexafluorotricyclo<3.3.0.06,8>octane (92818-42-3)

Conditions	Yield
With pyrographite; hydroquinone 1. heating, 2. pyrolysis; Multistep reaction;

benzene (71-43-2) → fluorobenzene (462-06-6) + para-difluorobenzene (540-36-3) + ortho-difluorobenzene (367-11-3) + 1,2,4,5-Tetrafluorobenzene (327-54-8) + 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With tetrafluoroammonium tetrafluoroborate In hydrogen fluoride at 0℃; Product distribution; NF4BF4 to benzene ratio;	A 33 % Spectr. B 27 % Spectr. C 7 % Spectr. D 15 % Spectr. E 18 % Spectr.

benzene (71-43-2) → fluorobenzene (462-06-6) + para-difluorobenzene (540-36-3) + ortho-difluorobenzene (367-11-3) + 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With tetrafluoroammonium tetrafluoroborate In hydrogen fluoride at 0℃; Further byproducts given. Title compound not separated from byproducts;	A 33 % Spectr. B 27 % Spectr. C 7 % Spectr. D 18 % Spectr.

C6H4F3(1+) + benzene (71-43-2) → 1,2,4-trifluorobenzene (367-23-7) + cyclohexa-1->5-dienylium (21246-79-7, 79431-04-2, 87044-94-8, 91808-22-9)

Conditions	Yield
at 26.9℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.);

1,3-Difluorobenzene (372-18-9) → 1,2,4,5-Tetrafluorobenzene (327-54-8) + 1,2,4-trifluorobenzene (367-23-7)

Conditions	Yield
With trifluorormethanesulfonic acid; fluorine In trichlorofluoromethane at -15℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

para-difluorobenzene (540-36-3) → 1,2,4-trifluorobenzene (367-23-7) + 2,5-difluorophenol (2713-31-7) + 4H/5H-3,3,4,5,6,6-Hexafluor-cyclohexen (703-16-2) + 3,3,6,6-tetrafluoro-1,4-cyclohexadiene (22060-77-1)

Conditions	Yield
With trifluorormethanesulfonic acid; fluorine In trichlorofluoromethane at -25℃; for 3h; Further byproducts given. Title compound not separated from byproducts;

1,2,4-trifluorobenzene (367-23-7) → 1,2,4-trifluoro-3-nitrobenzene (42096-74-2)

Conditions	Yield
With sulfuric acid; nitric acid at 50℃; for 4h; Temperature;	99.2%

sodium cyanide (773837-37-9) + dichloromethane (75-09-2) + 1,2,4-trifluorobenzene (367-23-7) → (2,4,5-trifluorophenyl)acetic acid (209995-38-0)

Conditions	Yield
Stage #1: sodium cyanide With sodium stearate; nitrobenzene; sodium hydroxide In water at 115℃; under 3420.23 Torr; for 0.75h; Inert atmosphere; Stage #2: dichloromethane; 1,2,4-trifluorobenzene at 6 - 142℃; under 2280.15 - 5320.36 Torr; for 6h; Solvent; Pressure; Reagent/catalyst; Further stages;	99.2%

(tri-tert-butylphosphane)gold(I) chloride (69550-28-3) + 1,2,4-trifluorobenzene (367-23-7) → ((CH3)3C)3PAuC6H2F3 (1224321-78-1)

Conditions	Yield
With Ag2O; K2CO3; pivalic acid In dimethylformamide react. gold complex with arene in DMF at 50°C for 2 h in the presence of Ag2O, K2CO3 and pivalic acid;	99%

1,2,4-trifluorobenzene (367-23-7) → 1-bromo-2,4,5-trifluorobenzene (327-52-6)

Conditions	Yield
With bromine; acetic acid at 20℃; for 2h; Reagent/catalyst; Temperature;	98.7%
With bromine; iron Reagent/catalyst; Inert atmosphere;	92%
With bromine; iron

potassium cyanide + dichloromethane (75-09-2) + 1,2,4-trifluorobenzene (367-23-7) → (2,4,5-trifluorophenyl)acetic acid (209995-38-0)

Conditions	Yield
Stage #1: potassium cyanide With sodium stearate; nitrobenzene; potassium hydroxide In water at 100℃; under 2280.15 Torr; for 0.5h; Inert atmosphere; Stage #2: dichloromethane; 1,2,4-trifluorobenzene at 6 - 130℃; under 2280.15 - 3800.26 Torr; Further stages;	98.2%

1,2,4-trifluorobenzene (367-23-7) + dimethylglyoxal (431-03-8) → 3-hydroxy-3-(2,3,6-trifluorophenyl)butan-2-one

Conditions	Yield
Stage #1: 1,2,4-trifluorobenzene With n-butyllithium; diisopropylamine In tetrahydrofuran at -70 - -40℃; for 0.5h; Stage #2: dimethylglyoxal In tetrahydrofuran at -70 - -45℃; for 1h; Stage #3: With water; acetic acid In tetrahydrofuran	98%

1,2,4-trifluorobenzene (367-23-7) + chloroacetyl chloride (79-04-9) → 2,4,5-trifluoro-α-chloroacetophenone (129604-31-5)

Conditions	Yield
With aluminium trichloride Acylation;	95%
With aluminum (III) chloride at 70℃; for 16h;	93%
aluminium chloride In ice-water; dichloromethane

4-ethylpiperazine (5308-25-8) + 1,2,4-trifluorobenzene (367-23-7) + 1,2,4-triazolo<4,3-a>pyridin-3-thiol (6952-68-7) → 3-((2-(4-(2,4-difluorophenyl)-piperazin-1-yl)ethyl)thio)-[1,2,4]triazolo[4,3-a]pyridine

Conditions	Yield
With sodium sulfide; lithium hydroxide In N,N-dimethyl-formamide at 80℃; for 12h;	95%

methyl-4-bromo-2-butenoate (1117-71-1, 56699-18-4, 6000-00-6) + 1,2,4-trifluorobenzene (367-23-7) → (E)-4-(2,4,5-trifluoro-phenyl)-but-2-enoic acid methyl ester (1260029-44-4)

Conditions	Yield
Stage #1: 1,2,4-trifluorobenzene With isopropylmagnesium chloride In tetrahydrofuran at -20 - -10℃; for 1h; Inert atmosphere; Stage #2: methyl-4-bromo-2-butenoate With N,N,N,N,-tetramethylethylenediamine; cobalt(II) bromide In tetrahydrofuran at -20 - 0℃; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water	93%

(triphenylphosphine)gold(I) chloride (14243-64-2) + 1,2,4-trifluorobenzene (367-23-7) → 2,3,6-trifluorophenyl(triphenylphosphine)gold(I)

Conditions	Yield
With potassium carbonate; silver(l) oxide; Trimethylacetic acid In N,N-dimethyl-formamide at 50℃; for 16h; Inert atmosphere;	92%

2-naphthyl triflate (3857-83-8) + 1,2,4-trifluorobenzene (367-23-7) → 2-(1',3',4'-trifluorophenyl)naphthalene

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); 18-crown-6 ether; 2-[bis((3,5-dimethyl-4-methoxyphenyl)phosphino)phenyl]ether; isopropylmagnesium chloride In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane at 40℃; for 2h;	91%

glycolide (502-97-6) + 1,2,4-trifluorobenzene (367-23-7) → (2,4,5-trifluorophenyl)acetic acid (209995-38-0)

Conditions	Yield
With aluminum (III) chloride at 70℃; for 12h;	90.4%

1,2,4-trifluorobenzene (367-23-7) → 3-hydroxy-3-(2,3,6-trifluorophenyl)butan-2-one

Conditions	Yield
With n-butyllithium; diisopropylamine In tetrahydrofuran at -70 - -45℃; for 0.5h;	90.2%

carbon dioxide (124-38-9) + 1,2,4-trifluorobenzene (367-23-7) → 2,3,6-trifluorobenzoic acid (2358-29-4)

Conditions	Yield
Stage #1: carbon dioxide With AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); potassium hydroxide In tetrahydrofuran at 20℃; under 1125.11 Torr; for 0.25h; Stage #2: 1,2,4-trifluorobenzene In tetrahydrofuran at 20℃; under 1125.11 Torr; for 12h; Stage #3: With hydrogenchloride In tetrahydrofuran; water regioselective reaction;	88%
Stage #1: carbon dioxide; 1,2,4-trifluorobenzene With cesium hydroxide; (hydroxido){N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene}copper(I) In tetrahydrofuran at 65℃; for 8h; Inert atmosphere; Stage #2: With hydrogenchloride In water Inert atmosphere; regioselective reaction;	85%
Stage #1: 1,2,4-trifluorobenzene With n-butyllithium In tetrahydrofuran at -70℃; Metallation; Stage #2: carbon dioxide In tetrahydrofuran Carboxylation;

1,2,4-trifluorobenzene (367-23-7) + 4-methoxyphenylacetylen (768-60-5) → 1,2-difluoro-4-((4-methoxyphenyl)ethynyl)benzene (854266-72-1)

Conditions	Yield
With butyl magnesium bromide; sodium methylate; sodium; calcium hydroxide In tetrahydrofuran at 0℃; for 0.0916667h; Sonogashira Cross-Coupling; Inert atmosphere; Reflux;	88%

1,2,4-trifluorobenzene (367-23-7) + acetyl chloride (75-36-5) → 2',4',5'-trifluoroacetophenone (129322-83-4)

Conditions	Yield
With aluminium trichloride at 80℃; for 24h; Acylation;	87%
With aluminium trichloride 1.) 50 deg C, 1 h, 2.) 80 deg C, 22 h; Yield given. Multistep reaction;
Acetylation;

1,2,4-trifluorobenzene (367-23-7) + 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 1,2:5,6-di-O-isopropylidene-3-O-(2',5'-difluoro)benzene-α-D-glucofuranoside

Conditions	Yield
With potassium hexamethylsilazane In N,N-dimethyl-formamide; toluene at 0 - 20℃; for 16h; Inert atmosphere; Schlenk technique; regioselective reaction;	86%

indole (120-72-9) + 1,2,4-trifluorobenzene (367-23-7) → 1-(2,5-difluorophenyl)-1H-indole (1448804-18-9)

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 70℃; Sealed tube; Schlenk technique; Inert atmosphere;	85%

dichloroacethyl chloride (79-36-7) + 1,2,4-trifluorobenzene (367-23-7) → 2,4,5-trifluoromandelic acid (375369-29-2)

Conditions	Yield
Stage #1: dichloroacethyl chloride; 1,2,4-trifluorobenzene; aluminum (III) chloride at 60℃; Stage #2: With sodium hydroxide; water at 60℃; Stage #3: With hydrogenchloride In water at 0 - 20℃; pH=1;	84%

2-methyl-3-bromo-1-propene (1458-98-6) + 1,2,4-trifluorobenzene (367-23-7) → 1,2,4-trifluoro-3-(2-methylprop-1-en-1-yl)benzene

Conditions	Yield
With [Cu(1,3-di-iso-propylimidazolin-2-ylidene)(Cl)]; sodium t-butanolate In tetrahydrofuran at 60℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox;	84%

3-Bromopyridine (626-55-1) + 1,2,4-trifluorobenzene (367-23-7) → 3-(2,3,6-trifluorophenyl)pyridine

Conditions	Yield
With palladium 10% on activated carbon; potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; regioselective reaction;	84%
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; regioselective reaction;	72%

1,2,4-trifluorobenzene (367-23-7) → 1,2,5-trifluoro-3-nitrobenzene (66684-57-9)

Conditions	Yield
With 2CF3SO3H-B(OSO2CF3)3; nitric acid at 20℃; for 3h;	83%

4-methylphenyl methylsulfide (623-13-2) + 1,2,4-trifluorobenzene (367-23-7) → 2,3,6-trifluoro-4′-methyl-1,1′-biphenyl (1422961-31-6)

Conditions	Yield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride; 2,2,6,6-tetramethylpiperidinylzinc chloride lithium chloride complex In tetrahydrofuran at 80℃; for 7h; Inert atmosphere; regioselective reaction;	83%

1,2,4-trifluorobenzene (367-23-7) + bis(pinacol)diborane (73183-34-3) → 2-(2,5-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions	Yield
With bis(1,3-dimesityl-1H-imidazol-2(3H)-ylidene)nickel(0); C32H41O6P2Rh; cesium fluoride In 1,3,5-trimethyl-benzene at 25℃; for 6h; Irradiation; Inert atmosphere; Sealed tube; regioselective reaction;	82%

1,2,4-trifluorobenzene (367-23-7) + C54H47B2ClN4 → C60H50B2ClF3N4

Conditions	Yield
at 80℃; for 4h; Inert atmosphere; regioselective reaction;	82%

Upstream product

• 2713-09-9 fluoroethyne 
• 540-36-3 para-difluorobenzene 
• 106-51-4 p-benzoquinone 
• 685-63-2 hexafluoro-1,3-butadiene 
• 106-99-0 buta-1,3-diene 
• 71-43-2 benzene 
• 7664-39-3 hydrogen fluoride 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 446-17-3 2,4,5-trifluorobenzoic acid 
• 344-07-0 1-chloro-2,3,4,5,6-pentafluorobenzene 
• 2358-29-4 2,3,6-trifluorobenzoic acid 
• 7800-26-2 2,4-dinitro-1-fluorobenzene 
• 536-74-3 phenylacetylene 
• 165047-24-5 2,4,5-trifluorobenzaldehyde 

Downstream Products

• 67277-34-3 2,5-difluoro-1,1′-biphenyl 
• 67319-55-5 2,3,5-trifluorobiphenyl 
• 67277-35-4 2,4,5-trifluoro-1,1'-biphenyl 
• 67319-54-4 2,3,6-trifluoro-1,1'-biphenyl 
• 183280-15-1 benzoic acid 2,4-difluorophenyl ester 
• 17533-08-3 1-iodo-2,4,5-trifluorobenzene 
• 2914-47-8 1,2,4-tribromo-3,5,6-trifluoro-benzene 
• 540-36-3 para-difluorobenzene 
• 327-52-6 1-bromo-2,4,5-trifluorobenzene 
• 2358-29-4 2,3,6-trifluorobenzoic acid 
• 333447-48-6 1-(3,5-bis-O-(p-chlorobenzoyl)-2'-deoxy-α-D-ribofuranosyl)-2,4,5-trifluorobenzene 
• 1224321-78-1 ((CH₃)3C)3PAuC₆H₂F₃ 
• 1448804-18-9 1-(2,5-difluorophenyl)-1H-indole 
• 1616842-51-3 (E)-2-cinnamyl-1,3,4-trifluorobenzene 

Relevant articles and documents

Synthesis of fluorophenyl carbonyl cobalt(I) complexes and decarbonylation of 2,4,5-trifluorobenzaldehyde catalyzed by CoMe(PMe3)4

Three fluorophenyl carbonyl cobalt(I) complexes PhF(PMe3)3Co(CO) (1-3) were synthesized by the reaction of fluoro-benzaldehydes with CoMe(PMe3)4 via C-H bond activation and decarbonylation reaction. The dicarbonyl cobalt(I) complex (2,4-F2C6H3)Co(CO)2(PMe3)2 (4) was obtained by reacting of complex 1 with CO. Complex 1 reacted with pentafluorobromobenzene afforded cobalt(II) bromide (2,4-F2C6H3)Co(Br)(PMe3)3 (5) with the formation of perfluorinated diphenyl. The reaction of complex 3 and phenylacetylene delivered the hydrido diethinyl cobalt(III) complex (PhCC)2Co(H)(PMe3)3 (6) with 1,2,4-trifluorobenzene as a byproduct. The molecular structures of 1, 4 and 5 were determined by X-ray diffraction. Furthermore, we found that CoMe(PMe3)4 could be used as a catalyst for the catalytic decarbonylation of 2,4,5-trifluorobenzaldehyde with triethylsilane as a hydrogen source.

Novel preparation method of 2, 4, 5-trifluorophenylacetic acid

The invention discloses a novel preparation method of 2, 4, 5-trifluorophenylacetic acid, which belongs to the technical field of preparation of medical intermediates, and comprises the following preparation steps: carrying out nitration reaction on sulfuric acid and m-dichlorobenzene to obtain an intermediate II; adding the intermediate II, a phase transfer catalyst and potassium fluoride into an aprotic solvent to obtain an intermediate III; performing hydrogenation reaction on the intermediate III to obtain an intermediate IV; carrying out diazotization reaction on the intermediate IV, nitrosyl sulfuric acid and sodium fluoborate to obtain an intermediate V; performing cracking reaction on the intermediate V to obtain an intermediate VI; carrying out reduction reaction on the intermediate VI, and then carrying out bromination reaction on the intermediate VI and liquid bromine to obtain an intermediate VII; subjecting the intermediate VII to a substitution reaction with diethyl malonate, and obtaining 2, 4, 5-trifluorophenylacetic acid after hydrolysis and purification. A novel synthesis route is provided, the problem that technological operation is tedious is solved, the requirements for reaction and operation conditions are low, anhydrous and oxygen-free reaction conditions are not needed, the method is suitable for industrial production, and the yield and purity are greatly improved.

Synthetic method for 1,2,4-trifluorobenzene

The invention provides a synthetic method for 1,2,4-trifluorobenzene, belongs to the field of pesticide, medicine, and liquid crystal material intermediate preparation, and solves the problem of harshreaction conditions of a current method for synthesizing 1,2,4-trifluorobenzene. The synthetic method for the 1,2,4-trifluorobenzene is characterized by comprising the following steps: performing nitration by using 2,4-dichlorofluorobenzene as a raw material and nitric acid as a nitrating agent to form 2,4-dichloro-5-fluoronitrobenzene in the presence of sulfuric acid; dissolving the 2,4-dichloro-5-fluoronitrobenzene into an organic solvent, adding potassium fluoride and a first catalyst, and performing fluorination under the catalysis of the first catalyst to obtain 2,4,5-trifluoronitrobenzene; dissolving the 2,4,5-trifluoronitrobenzene into a solvent, and performing hydrogenation reduction with hydrogen under the catalysis of a second catalyst to obtain 2,4,5-trifluoroaniline; and performing a reaction on the 2,4,5-trifluoroaniline and sulfuric acid, after a salt is formed, performing a diazotization reaction on the salt and nitroso-sulfuric acid, performing a deamination reductionreaction with sodium hypophosphite under the catalysis of a copper salt, and finally performing steam distillation to obtain the 1,2,4-trifluorobenzene. The method provided by the invention has the advantages of mild reaction conditions and the like