1583-58-0

Basic information

• Product Name: 2,4-Difluorobenzoic acid
• Synonyms: 2,4-DFBA;4-Difluorobenzoic acid;2,4-Difluorobenzoic acid, 99% 5GR;NSC 10312;2,4-Difluorobenzoic acid 98+%, 4-Difluorobenzoic acid 98+%;2,4 diflouro benzoic acid;2,4-DIFLUOROBENZOIC ACID;RARECHEM AL BO 0245
• CAS NO: 1583-58-0
• Molecular Formula: C₇H₄F₂O₂
• Molecular Weight: 158.1
• EINECS: 216-430-9
• Product Categories: Aromatics;Miscellaneous Reagents;Fluorine series;Fluorin-contained Benzoic acid series;FINE Chemical & INTERMEDIATES;blocks;Carboxes;FluoroCompounds;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;API intermediates;Miscellaneous;Acids & Esters;Fluorine Compounds;Fluorobenzoic acids;C7;Carbonyl Compounds;Carboxylic Acids;Benzoic acid series
• Mol File: 1583-58-0.mol
• Article Data: 22

Chemical Properties

• Melting Point: 188-190 °C(lit.)
• Boiling Point: 239.5 °C at 760 mmHg
• Flash Point: 98.6 °C
• Appearance: white to light yellow crystal powder
• Density: 1.3486 (estimate)
• Vapor Pressure: 0.0218mmHg at 25°C
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 3.21±0.10(Predicted)
• Water Solubility: SOLUBLE
• BRN: 973355
• CAS DataBase Reference: 2,4-Difluorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Difluorobenzoic acid(1583-58-0)
• EPA Substance Registry System: 2,4-Difluorobenzoic acid(1583-58-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1583-58-0(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

2,4-Difluorobenzoic Acid (cas# 1583-58-0) is a compound useful in organic synthesis.

General Description

Molecular conformation, vibrational and electronic transition analysis of 2,4-difluorobenzoic acid has been investigated by experimental techniques (FT-IR, FT-Raman and UV) and quantum chemical calculations.

InChI:InChI=1/C7H4F2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11)/p-1

Synthetic route

2,4-difluoro-3-(triethylsilyl)benzoic acid (651027-06-4) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With potassium hydroxide In ethanol; water for 2h; Heating;	98%

N-(4-cyanophenyl)-2,4-difluorobenzamide → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With hydrogenchloride at 80℃; for 18h;	98%

2,4-difluoro-6-bromo-isopropylbenzene → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With 1,3-Dichloro-2-propanol; boron trifluoride diethyl etherate; water at 50℃; for 1.83333h; Temperature;	97%

carbon dioxide (124-38-9) + 2,4-difluoro-1-iodobenzene (2265-93-2) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -75℃;	92%
Stage #1: 2,4-difluoro-1-iodobenzene With copper In tetrahydrofuran at 25℃; for 0.5h; Stage #2: carbon dioxide In tetrahydrofuran for 24h;	76%

2,4-difluorobenzonitrile (3939-09-1) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With 1-butyl-3-methylimidazolium hydrogen sulfate; water at 60 - 65℃; for 2.5h; Green chemistry;	92%

2,4-difluoroethynylbenzene (302912-34-1) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate; nickel dibromide at 120℃; under 760.051 Torr; for 48h;	92%

2,4-difluoro-3-chlorobenzoic acid (154257-75-7) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With sodium hydroxide; zinc for 2h; Heating;	91%

dicobalt octacarbonyl (15226-74-1, 61091-28-9, 61117-58-6) + 2,4-difluorophenyl 2,3,4,5,6-pentafluorobenzenesulfonate → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane; water at 20℃; for 16h; Schlenk technique; Inert atmosphere; chemoselective reaction;	90%

formic acid (64-18-6) + 2,4-difluoro-1-iodobenzene (2265-93-2) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere; Sealed tube;	87%

2',4'-difluoroacetophenone (364-83-0) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With oxygen; manganese (II) acetate tetrahydrate; cobalt(II) diacetate tetrahydrate; acetic acid at 180℃; under 18751.9 Torr; for 1.5h; Reagent/catalyst; Temperature; Green chemistry;	85%
With sodium percarbonate; potassium tert-butylate; sphingosylphosphorylcholine; meta-dinitrobenzene In tert-butyl alcohol at 80℃; for 5h;	23%
With potassium permanganate Oxidation;

dicobalt octacarbonyl (15226-74-1, 61091-28-9, 61117-58-6) + 2,4-difluorophenyl trifluoromethanesulfonate → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane; water at 20℃; for 16h; Schlenk technique; Inert atmosphere; chemoselective reaction;	82%

2,4-dinitrobenzoic acid (610-30-0) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With potassium fluoride; cetyltrimethylammonim bromide In N,N-dimethyl-formamide at 120℃; for 7h;	72.4%

2,4-difluorotoluene (452-76-6) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With potassium permanganate

2,4-difluorobromobenzene (348-57-2) + carbon dioxide (124-38-9) → 3-bromo-2,6-difluorobenzoic acid (28314-81-0) + 2,4-difluoro-benzoic acid (1583-58-0) + 2,6-difluorobenzoic acid (385-00-2)

Conditions	Yield
With n-butyllithium 1) hexane, Et2O, 2 min, -78 deg C. 2) ether; Yield given. Multistep reaction. Yields of byproduct given;
With n-butyllithium 1) hexane, THF; 2 min, -78 deg C. 2) ether; Yield given. Multistep reaction. Yields of byproduct given;

4-Fluorobenzoic acid (456-22-4) → 2,3,4,5-tetrafluorobenzoic acid (1201-31-6) + 3,4-Difluorobenzoic acid (455-86-7) + 2,4,5-trifluorobenzoic acid (446-17-3) + 2,3,4,-trifluorobenzoic acid (61079-72-9) + 3,4,5-trifluorobenzoic acid (121602-93-5) + 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With fluorine In sulfuric acid Product distribution; various substrate to fluorine ratios; also in 98percent HCOOH;

2,4-difluorobenzaldehyde (1550-35-2) → 2,4-difluorophenol (367-27-1) + 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With 4-hydroxyacetophenone monooxygenase from P. fluorescens ACB; oxygen; NADPH In phosphate buffer at 30℃; for 1h; pH=8.0; Enzyme kinetics; Baeyer-Villiger oxidation;

1,3-Difluorobenzene (372-18-9) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: BuLi / hexane; tetrahydrofuran / 0.75 h / -75 °C 1.2: 74 percent / 1,1,2-trichloro-1,2,2-trifluoroethane / tetrahydrofuran; hexane / 0.75 h / -75 °C 2.1: BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 2 h / -75 °C 2.2: 90 percent / tetrahydrofuran; hexane 3.1: 91 percent / Zn; aq. NaOH / 2 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 89 percent / butyllithium / hexane; tetrahydrofuran / -75 °C 2: 89 percent / sec-butyllithium / cyclohexane; tetrahydrofuran / 0.75 h 3: 98 percent / potassium hydroxide / ethanol; H2O / 2 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 98 percent / sec-BuLi; I2 / tetrahydrofuran; cyclohexane / -75 °C 2: 48 percent / LDA / tetrahydrofuran; hexane / -75 °C 3: 92 percent / BuLi / tetrahydrofuran; hexane / -75 °C View Scheme
Multi-step reaction with 2 steps 2: KMnO4 View Scheme

1-chloro-2,6-difluorobenzene (38361-37-4) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 2 h / -75 °C 1.2: 90 percent / tetrahydrofuran; hexane 2.1: 91 percent / Zn; aq. NaOH / 2 h / Heating View Scheme

1-triethylsilyl-2,6-difluorobenzene (651027-02-0) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / sec-butyllithium / cyclohexane; tetrahydrofuran / 0.75 h 2: 98 percent / potassium hydroxide / ethanol; H2O / 2 h / Heating View Scheme

2,6-difluoroiodobenzene (13697-89-7) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: 48 percent / LDA / tetrahydrofuran; hexane / -75 °C 2: 92 percent / BuLi / tetrahydrofuran; hexane / -75 °C View Scheme

phenylhydrazine hydrochloride (59-88-1) + 2,4-difluorobenzoyl chloride (72482-64-5) → benzoic acid hydrazide (613-94-5) + 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
In pyridine	A 98 g (79%) B n/a

C22H18F2O4 → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
In ethanol; dichloromethane at 25℃; Kinetics;

2,4-difluorophenol (367-27-1) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0 - 20 °C 2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate / 1,4-dioxane; water / 16 h / 20 °C / Schlenk technique; Inert atmosphere View Scheme

2,4-difluorophenylcarbonylmethylenetriphenylphosphine → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
With dihydrogen peroxide In tetrahydrofuran at 50℃; for 18h; Inert atmosphere;

2,4-dinitrotoluene (121-14-2) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
Stage #1: 2,4-dinitrotoluene With ammonium chloride In ethanol at 75 - 85℃; for 1.16667h; Stage #2: With manganese(IV) oxide; tetrabutylammomium bromide; dihydrogen peroxide at 40 - 60℃; for 1h; Stage #3: With tetrabutylammomium bromide; sodium fluoride In N,N-dimethyl-formamide at 100 - 115℃; for 5.5h;

3,5-dichloro-N-(4-cyanophenyl)-2,4,6-trifluorobenzamide → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; tris[2-phenylpyridinato-C2,N]iridium(III) / acetonitrile / 48 h / 60 °C / Sealed tube; Inert atmosphere; Photolysis 2: hydrogenchloride / 18 h / 80 °C View Scheme

3,5-dichloro-2,4,6-trifluorobenzoyl chloride → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 20 °C 2: N-ethyl-N,N-diisopropylamine; tris[2-phenylpyridinato-C2,N]iridium(III) / acetonitrile / 48 h / 60 °C / Sealed tube; Inert atmosphere; Photolysis 3: hydrogenchloride / 18 h / 80 °C View Scheme

2,4,6-trifluoro-3,5-dichlorobenzoic acid (13656-36-5) → 2,4-difluoro-benzoic acid (1583-58-0)

Conditions	Yield
Multi-step reaction with 4 steps 1: thionyl chloride / 4 h / 70 °C 2: N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 20 °C 3: N-ethyl-N,N-diisopropylamine; tris[2-phenylpyridinato-C2,N]iridium(III) / acetonitrile / 48 h / 60 °C / Sealed tube; Inert atmosphere; Photolysis 4: hydrogenchloride / 18 h / 80 °C View Scheme

2,4-difluoro-benzoic acid (1583-58-0) → 2,4-difluorobenzoyl chloride (72482-64-5)

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere; Cooling with ice;	100%
Stage #1: 2,4-difluoro-benzoic acid With N,N-dimethyl-formamide In dichloromethane at 0℃; for 0.0833333h; Stage #2: With oxalyl dichloride In dichloromethane at 20℃; for 12h;	100%
With thionyl chloride Heating;	96%

2,4-difluoro-benzoic acid (1583-58-0) → 2,4-difluoro-5-iodobenzoic acid

Conditions	Yield
With N-iodo-succinimide; sulfuric acid at 0℃; for 4h;	100%
With N-iodo-succinimide; trifluorormethanesulfonic acid at 5 - 50℃; for 1.5h; Product distribution / selectivity;	100%
With N-Iodosuccinamide; sulfuric acid at 0 - 5℃; for 5h;	94%

(2S,4S)-2-(3,3-difluoropyrrolidine-1-carbonyl)-4-piperazin-1-ylpyrrolidine-1-carboxylic acid tert-butyl ester (869489-00-9) + 2,4-difluoro-benzoic acid (1583-58-0) → (2S,4S)-4-[4-(2,4-difluorobenzoyl)piperazin-1-yl]-2-(3,3-difluoropyrrolidine-1-carbonyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions	Yield
Stage #1: (2S,4S)-2-(3,3-difluoropyrrolidine-1-carbonyl)-4-piperazin-1-ylpyrrolidine-1-carboxylic acid tert-butyl ester; 2,4-difluoro-benzoic acid With O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Stage #2: With sodium hydrogencarbonate In dichloromethane; water	100%

2,4-difluoro-benzoic acid (1583-58-0) → 2,4-difluoro-5-nitro-benzoic acid (153775-33-8)

Conditions	Yield
With sulfuric acid; nitric acid at 0 - 20℃; for 16.5h;	98%
With sulfuric acid; nitric acid In water at 20 - 50℃; for 3.5h;	98%
With sulfuric acid; nitric acid at 0 - 20℃; for 16.5h;	98%

3,4,5-Trimethoxyaniline (24313-88-0) + 2,4-difluoro-benzoic acid (1583-58-0) → 2,4-difluoro-N-(3,4,5-trimethoxyphenyl)benzamide

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h;	98%

2,4-difluoro-benzoic acid (1583-58-0) → methyl 2,4-difluorobenzoate (106614-28-2)

Conditions	Yield
With thionyl chloride In methanol	97%
Multi-step reaction with 2 steps 1: thionyl chloride; sulfuric acid / 0.2 h / Inert atmosphere; Reflux 2: triethylamine / dichloromethane / 0 °C / Inert atmosphere View Scheme

2,4-difluoro-benzoic acid (1583-58-0) → 4-fluorosalicylic acid (345-29-9)

Conditions	Yield
With 1,3-dimethyl-2-imidazolidinone; sodium hydroxide at 130℃; for 4h;	95.1%
With sodium hydroxide In dimethyl sulfoxide at 130℃; for 8h;	90%
With 1,3-dimethyl-2-imidazolidinone; sodium hydroxide at 135℃; for 4h;	68%
With 1,3-dimethyl-2-imidazolidinone; sodium hydroxide at 135℃; for 6h;	67.52%
With sodium hydroxide In 1-methyl-pyrrolidin-2-one at 150℃; for 1h;

benzo[1,3]dioxolo-5-ylamine (14268-66-7) + 2,4-difluoro-benzoic acid (1583-58-0) → N-(benzo[d][1,3]dioxol-5-yl)-2,4-difluorobenzamide

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h;	93%

4-methoxy-aniline (104-94-9) + 2,4-difluoro-benzoic acid (1583-58-0) → 2,4-difluoro-N-(4-methoxyphenyl)benzamide

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h;	93%

2,4-difluoro-benzoic acid (1583-58-0) → 3-fluorophenol (372-20-3)

Conditions	Yield
With water; sodium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 170 - 175℃; for 15h; Sealed tube;	92.8%

3,4-dimethoxyaniline (6315-89-5) + 2,4-difluoro-benzoic acid (1583-58-0) → N-(3,4-dimethoxyphenyl)-2,4-difluorobenzamide

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h;	91%

methyl (L)-leucinate hydrochloride (7517-19-3) + 2,4-difluoro-benzoic acid (1583-58-0) → (S)-methyl 2-(2,4-difluorobenzamido)-4-methylpentanoate

Conditions	Yield
With pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere;	90%

europium(III) hydroxide + 2,4-difluoro-benzoic acid (1583-58-0) → C21H13EuF6O8

Conditions	Yield
In methanol; acetone at 60℃; for 1h;	89%

tert-butyl alcohol (75-65-0) + 2,4-difluoro-benzoic acid (1583-58-0) → tert-butyl 2,4-difluorobenzoate (500353-15-1)

Conditions	Yield
With dmap; di-tert-butyl dicarbonate for 48h;	86%
With dmap; di-tert-butyl dicarbonate at 20℃; for 24h;	84%
With dmap; di-tert-butyl dicarbonate In dichloromethane at 20℃; for 24h;	84%

ethanol (64-17-5) + 2,4-difluoro-benzoic acid (1583-58-0) → ethyl 2,4-di-fluorobenzoate (108928-00-3)

Conditions	Yield
With sulfuric acid for 3h; Heating;	85%
With hydrogenchloride at 80℃; for 24.25h;	76%
Stage #1: ethanol; 2,4-difluoro-benzoic acid With hydrogenchloride for 5.33333h; Heating / reflux; Stage #2: With sodium hydroxide In diethyl ether; water
With hydrogenchloride
With sulfuric acid Heating;

3,5-dimethylphenyl iodide (22445-41-6) + 2,4-difluoro-benzoic acid (1583-58-0) → 3,5-difluoro-3',5'-dimethyl-1,1'-biphenyl (1344681-47-5)

Conditions	Yield
With palladium diacetate; acetic acid; silver carbonate at 130℃; for 16h; regioselective reaction;	85%

5-(3-fluoro-4-methoxyphenyl)-1H-pyrazole-3-carbohydrazide + 2,4-difluoro-benzoic acid (1583-58-0) → 2-(5-(3-fluoro-4-methoxyphenyl)-1H-pyrazol-3-yl)-5-(2,4-difluorophenyl)-1,3,4-oxadiazole

Conditions	Yield
With trichlorophosphate Reflux;	85%

ethyl 3-(dimethylamino)acrylate (924-99-2, 1117-37-9, 114894-59-6) + 2,4-difluoro-benzoic acid (1583-58-0) → (Z)-ethyl 2-(2,4-difluorobenzoyl)-3-(dimethylamino)acrylate

Conditions	Yield
Stage #1: 2,4-difluoro-benzoic acid With thionyl chloride at 80℃; for 2h; Stage #2: ethyl 3-(dimethylamino)acrylate With triethylamine In toluene at 90℃; for 12h;	85%

di-tert-butyl dicarbonate (24424-99-5) + tert-butyl alcohol (75-65-0) + 2,4-difluoro-benzoic acid (1583-58-0) → tert-butyl 2,4-difluorobenzoate (500353-15-1)

Conditions	Yield
dmap In dichloromethane at 20℃; for 24h;	84%

di-tert-butyl dicarbonate (24424-99-5) + 2,4-difluoro-benzoic acid (1583-58-0) → tert-butyl 2,4-difluorobenzoate (500353-15-1)

Conditions	Yield
With dmap In dichloromethane; tert-butyl alcohol at 20℃; for 24h;	84%
dmap In tert-butyl alcohol at 40℃; for 18h;	81%

Upstream product

• 452-76-6 2,4-difluorotoluene 
• 348-57-2 2,4-difluorobromobenzene 
• 124-38-9 carbon dioxide 
• 456-22-4 4-Fluorobenzoic acid 
• 2265-93-2 2,4-difluoro-1-iodobenzene 
• 59-88-1 phenylhydrazine hydrochloride 
• 72482-64-5 2,4-difluorobenzoyl chloride 
• 3939-09-1 2,4-difluorobenzonitrile 
• 367-27-1 2,4-difluorophenol 
• 15226-74-1 dicobalt octacarbonyl 
• 264135-49-1 2,4-difluorophenyl trifluoromethanesulfonate 
• 64-18-6 formic acid 
• 121-14-2 2,4-dinitrotoluene 
• 13656-36-5 3,5-dichloro-2,4,6-trifluorobenzoic acid 

Downstream Products

• 125568-71-0 methyl 2,4-difluoro-5-nitrobenzoate 
• 108928-00-3 ethyl 2,4-di-fluorobenzoate 
• 125029-05-2 2,4-Difluoro-benzoic acid 4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl ester 
• 72482-64-5 2,4-difluorobenzoyl chloride 
• 445-29-4 o-fluoro-benzoic acid 
• 602-94-8 Pentafluorobenzoic acid 
• 161531-51-7 2,4-difluoro-5-iodobenzoic acid 
• 1201-31-6 2,3,4,5-tetrafluorobenzoic acid 
• 446-17-3 2,4,5-trifluorobenzoic acid 
• 61079-72-9 2,3,4,-trifluorobenzoic acid 
• 53916-70-4 5-(chlorosulfonyl)-2,4-difluorobenzoic acid 
• 153775-33-8 2,4-difluoro-5-nitro-benzoic acid 
• 330996-81-1 C₆₁H₇₉F₂NO₁₄Si₂ 
• 500353-15-1 tert-butyl 2,4-difluorobenzoate 

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Methods of synthesizing compounds comprising fluorinated aryl groups are disclosed, wherein said methods utilize hydrogen bond directed photocatalytic hydrodefluorination.

Pharmaceutical intermediate 2,4-difluorobenzoic acid synthesis method

The invention discloses a pharmaceutical intermediate 2,4-difluorobenzoic acid synthesis method, which mainly comprises: adding 3-4 mol of a 1,3-dichloro-2-propanol solution, 2 mol of a 2,4-difluoro-6-bromo-isopropylbenzene solution and 600-800 ml of an aqueous solution to a reaction container, controlling the stirring speed at 110-130 rpm, heating the solution to a temperature of 40-50 DEG C, adding 5-6 mol of a boron trifluoride-butyl ether solution, maintaining for 90-110 min, carrying out pressure reducing concentration after completing the reaction, adding 300 ml of a 1-pentanol solution,filtering, adjusting the pH value of the filtrate to 4-5, crystallizing, filtering, re-crystallizing in a 4-methyl-2-pentanone solution, and dewatering with a dewatering agent to obtain the finishedproduct 2,4-difluorobenzoic acid.

Preparing method of 2,4-difluorobenzoic acid

The invention discloses a preparing method of 2,4-difluorobenzoic acid. According to the method, 2,4-dinitritoluene serves as a raw material, and a drug intermediate 2,4-difluorobenzoic acid is prepared through oxidization and fluorination, wherein potassium permanganate serves as an oxidizing agent, and potassium fluoride serves as a fluorinating agent. The synthesis method of the 2,4-difluorobenzoic acid is simple in technology, environmentally friendly, high in yield, and low in cost. According to the method, the total yield is 66%, and is obviously higher than that of other methods in theprior art.