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1583-58-0

Basic Information
CAS No.: 1583-58-0
Name: 2,4-Difluorobenzoic acid
Article Data: 26
Cas Database
Molecular Structure:
Molecular Structure of 1583-58-0 (2,4-Difluorobenzoic acid)
Formula: C7H4F2O2
Molecular Weight: 158.104
Synonyms: 2,4-Difluorobenzoic;2,4-Difluorobenzoic acid and the derivatives;2,4-Difluorobenzoicacid;2,4-Difluorobenzoic acid and the derivatives;
EINECS: 216-430-9
Density: 1.432 g/cm3
Melting Point: 186-190 °C
Boiling Point: 239.5 °C at 760 mmHg
Flash Point: 98.6 °C
Solubility: soluble in water
Appearance: white to light yellow crystal powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
Transport Information: N/A
PSA: 37.30000
LogP: 1.66300
Synthetic route
651027-06-4

2,4-difluoro-3-(triethylsilyl)benzoic acid

1583-58-0

2,4-difluoro-benzoic acid

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

N-(4-cyanophenyl)-2,4-difluorobenzamide

1583-58-0

2,4-difluoro-benzoic acid

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

2,4-difluoro-6-bromo-isopropylbenzene

1583-58-0

2,4-difluoro-benzoic acid

Conditions
ConditionsYield
With 1,3-Dichloro-2-propanol; boron trifluoride diethyl etherate; water at 50℃; for 1.83333h; Temperature;97%
124-38-9

carbon dioxide

2265-93-2

2,4-difluoro-1-iodobenzene

1583-58-0

2,4-difluoro-benzoic acid

Conditions
ConditionsYield
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%
3939-09-1

2,4-difluorobenzonitrile

1583-58-0

2,4-difluoro-benzoic acid

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium hydrogen sulfate; water at 60 - 65℃; for 2.5h; Green chemistry;92%
302912-34-1

2,4-difluoroethynylbenzene

1583-58-0

2,4-difluoro-benzoic acid

Conditions
ConditionsYield
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%
154257-75-7

2,4-difluoro-3-chlorobenzoic acid

1583-58-0

2,4-difluoro-benzoic acid

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

2,4-difluorophenyl 2,3,4,5,6-pentafluorobenzenesulfonate

1583-58-0

2,4-difluoro-benzoic acid

Conditions
ConditionsYield
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%
64-18-6

formic acid

2265-93-2

2,4-difluoro-1-iodobenzene

1583-58-0

2,4-difluoro-benzoic acid

Conditions
ConditionsYield
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%
364-83-0

2',4'-difluoroacetophenone

1583-58-0

2,4-difluoro-benzoic acid

Conditions
ConditionsYield
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;
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    Product Name: 2,4-Difluorobenzoic acid CAS: 1583-58-0 MF: C7H4F2O2 MW: 158.1 EINECS: 216-430-9 Mol File: 1583-58-0.mol 2,4-Difluorobenzoic acid Structure 2,4-Difluorobenzoic acid Chemical Properties Melting point 188-190 °

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Specification

The IUPAC name of this chemical is 2,4-difluorobenzoic acid. With the CAS registry number 1583-58-0, it is also named as Benzoic acid, 2,4-difluoro-. The product's categories are Fluorin-contained Benzoic Acid Series; Fine Chemical & Intermediates; Blocks; Carboxes; Fluoro Compounds; API intermediates; Miscellaneous; Acids & Esters; Fluorine Compounds; Fluorobenzoic acids; Carbonyl Compounds; Carboxylic Acids. It is white to light yellow crystal powder which is soluble in water and stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place. 

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.07; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.17; (4)ACD/LogD (pH 7.4): -1.04; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.85; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.512; (13)Molar Refractivity: 33.17 cm3; (14)Molar Volume: 110.3 cm3; (15)Polarizability: 13.14×10-24 cm3; (16)Surface Tension: 43.6 dyne/cm; (17)Enthalpy of Vaporization: 50.34 kJ/mol; (18)Vapour Pressure: 0.0218 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 158.017936; (21)MonoIsotopic Mass: 158.017936; (22)Topological Polar Surface Area: 37.3; (23)Heavy Atom Count: 11; (24)Complexity: 161.

Uses of 2,4-Difluorobenzoic acid: It is used as intermediate of pharmaceutical and liquid crystal. And it also can react with ethanol to get 2,4-difluoro-benzoic acid ethyl ester. This reaction needs reagent conc. H2SO4 by heating. The reaction time is 3 hours. The yield is 85%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection. 

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)c1ccc(F)cc1F
2. InChI:InChI=1/C7H4F2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11)
3. InChIKey:NJYBIFYEWYWYAN-UHFFFAOYAW