ChemicalBook > CAS DataBase List > 3-Fluoro-4-nitrophenol

3-Fluoro-4-nitrophenol

Product Name: 3-Fluoro-4-nitrophenol
CAS No.: 394-41-2
Chemical Name: 3-Fluoro-4-nitrophenol
Synonyms: 3-FLUORO-4-METHYLPYRIDINE;3-Fluoro-4-nitrophen;Dabrafenib Impurity 9;3-FLUORO-4-NITROPHENOL;3-Fluoro-4-nitro-1-phenol;3-Fluoro-4-nitrophenol99%;Phenol, 3-fluoro-4-nitro-;3-Fluoro-4-nitrophenol>3- fluorine-4- nitrophenol;3-FLUORO-4-NITROPHENOL (SOLID)
CBNumber: CB5264423
Molecular Formula: C6H4FNO3
Formula Weight: 157.1
MOL File: 394-41-2.mol

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3-Fluoro-4-nitrophenol Property

Melting point:: 93-95 °C (lit.)
Boiling point:: 323.6±27.0 °C(Predicted)
Density: 1.4306 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 6.42±0.10(Predicted)
form: Powder
color: Pale yellow to brown
BRN: 2048033
InChIKey: CSSGKHVRDGATJL-UHFFFAOYSA-N
CAS DataBase Reference: 394-41-2(CAS DataBase Reference)
NIST Chemistry Reference: Phenol, 3-fluoro-4-nitro-(394-41-2)
EPA Substance Registry System: 3-Fluoro-4-nitrophenol (394-41-2)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 22-37/38-41-36/37/38-20/21/22
Safety Statements: 26-39-36-36/37/39
RIDADR: UN2811
WGK Germany: 2
HazardClass: IRRITANT
HS Code: 29089000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 184128
Product name: 3-Fluoro-4-nitrophenol
Purity: 99%
Packaging: 5g
Price: $81.51
Updated: 2025/07/31

TCI Chemical

Product number: F0348
Product name: 3-Fluoro-4-nitrophenol
Purity: >98.0%(GC)
Packaging: 5g
Price: $180
Updated: 2025/07/31

TCI Chemical

Product number: F0348
Product name: 3-Fluoro-4-nitrophenol
Purity: >98.0%(GC)
Packaging: 25g
Price: $720
Updated: 2025/07/31

Usbiological

Product number: 278233
Product name: 3-Fluoro-4-nitrophenol
Packaging: 5g
Price: $333
Updated: 2021/12/16

TRC

Product number: F594470
Product name: 3-Fluoro-4-nitrophenol
Packaging: 100g
Price: $1240
Updated: 2021/12/16

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3-Fluoro-4-nitrophenol Chemical Properties,Usage,Production

Chemical Properties

light yellow to beige powder

Uses

3-Fluoro-4-nitrophenol was used in solid phase synthesis of benzimidazoles and quinoxalin-2-ones. It was also used in the synthesis of 2-hydroxy-4-[(E,E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yloxy]nitrobenzene.

Synthesis

372-20-3

446-36-6

385-01-3

394-41-2

1. 3-Fluorophenol (50 g, 446 mmol, 1 eq.) was dissolved in glacial acetic acid (250 mL) and 99% nitric acid (29.8 g, 468 mmol, 1.05 eq.) was slowly added dropwise over a period of about 1 hour at 20-25 °C. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 30-60 minutes and complete consumption of 3-fluorophenol was confirmed by HPLC monitoring. 2. Upon completion of the reaction, the reaction was quenched by the addition of water (500 mL). The mixture was extracted with cyclohexane (4 x 67 mL) to remove most of the regional isomers. The organic phases were combined and back-extracted with water (167 mL) to recover possible water-soluble regional isomers. 3. Combine the aqueous phases and extract with tert-butyl methyl ether (TBME, 3 x 167mL) to recover the target product. The TBME phases were combined and washed with 10% sodium carbonate solution (4 × 100 mL) to remove residual acetic acid. 4. Concentrate the TBME solution at atmospheric pressure, replacing it with toluene to yield approximately 100 mL of toluene solution. Slowly cool to room temperature to induce precipitation of the target product and filter to collect the solid. 5. The solid was dried overnight in an oven to afford 3-fluoro-4-nitrophenol in 29% yield and 97.9% HPLC purity. 6. 1H-NMR (399.822 MHz, DMSO) δ 11.49 (s, 1H), 8.07 (m, 1H), 6.84-6.76 (m, 2H). 19F-NMR (376.209 MHz, DMSO) δ -114.28. LCMS (ESI-ve) m/z 156.00 (M-H). Method B: 1. 3-Fluorophenol (1 eq.) was dissolved in glacial acetic acid (2.5 v/v) and 99% nitric acid (1.16 eq.) was added slowly dropwise at 20-25 °C for about 1 hour. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 1 h. Complete consumption of 3-fluorophenol was confirmed by HPLC monitoring. 2. Upon completion of the reaction, the reaction was quenched by the addition of water (2.5 v/v). Extraction with cyclohexane (1.675 v/v) was performed 7 times to remove most of the regional isomers. The organic phases were combined and back-extracted with water (1 volume) to recover possible water-soluble regional isomers. 3. Combine aqueous phases and extract twice with TBME (2.5 vol) to recover the target product. The TBME phases were combined and washed three times with 3% aqueous potassium carbonate (1.25 vol) to remove residual acetic acid. 4. The TBME solution was concentrated at atmospheric pressure, activated carbon (0.017 wt.) and toluene (4.0 v/v) were added, and the TBME was completely removed by distillation at atmospheric pressure. the warmed solution was filtered at 50-80° C. to remove insoluble particles, and then cooled to 0-50° C. to induce precipitation of the target product, which was filtered to collect the solid. 5. The crude product was washed with toluene (0.17 v/v) and petroleum ether (0.25 v/v), and the solid was dried in an oven overnight to afford 3-fluoro-4-nitrophenol in 27% yield and 97.4% HPLC purity. 6. 3-Fluoro-4-nitrophenol (1 equiv.) was heated in toluene (3.24 v/v) and kept at 110-115 °C for 30 min. Cooled to 80-100 °C filtered to remove insoluble particles, further cooled to 0-50 °C to induce precipitation of the target product and filtered to collect solids. 7. The crude product was washed with toluene (0.17 v/v) and the solid was dried in an oven overnight to afford 3-fluoro-4-nitrophenol in 77% yield (recrystallization only) and 99.2% HPLC purity. 8. 1H-NMR (399.822 MHz, DMSO) δ 11.49 (s, 1H), 8.07 (m, 1H), 6.84-6.76 (m, 2H). 19F-NMR (376.209 MHz, DMSO) δ -114.28. LCMS (ESI-ve) m/z 156.00 (M-H).

References

[1] Patent: WO2009/35407, 2009, A1. Location in patent: Page/Page column 8; 19-20

3-Fluoro-4-nitrophenol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-Fluoro-4-nitrophenol manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 3-Fluoro-4-nitrophenol 394-41-2
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 30tons/month
Release date: 2023-02-25

Hebei Chuanghai Biotechnology Co., Ltd

Product: 3-Fluoro-4-nitrophenol 394-41-2
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-28

Hebei Yanxi Chemical Co., Ltd.

Product: 3-Fluoro-4-nitrophenol 394-41-2
Price: US $50.00-5.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 20 tons
Release date: 2023-09-15

394-41-2, 3-Fluoro-4-nitrophenolRelated Search:

3-Fluoro-4-nitrobenzonitrile 5-Fluoro-2-nitrophenol 3-FLUORO-2-METHYLPYRIDINE 4-Bromo-2-fluoro-6-nitrophenol 97%,4-Bromo-2-fluoro-6-nitrophenol97%,4-BROMO-2-FLUORO-6-NITROPHENOL 5-CYANO-2-FLUORO-3-METHYLPYRIDINE 4-FLUORO-2-METHYLPYRIDINE 3-FLUORO-5-METHYLPYRIDINE,5-Fluoro-3-Methylpyridine 2,3-Difluoro-4-nitroanisole 3-Fluoro-4-nitrophenol 4-BENZYLOXY-2-FLUORO-1-NITROBENZENE 3-Fluoro-4-nitroanisole 4-ETHOXY-2-FLUORO-1-NITROBENZENE 4-FLUORO-3-METHYLPYRIDINE 2-FLUORO-5-METHYLPYRIDINE 99% 6-FLUORO-2-METHYLPYRIDINE-3-BORONIC ACID 2-Bromo-5-Fluoro-3-Methylpyridine 4-chloro-5-fluoro-2-methylpyridine 5-CHLORO-2-FLUORO-3-METHYLPYRIDINE

3-Fluoro-4-nitrophenol99%

3-FLUORO-4-NITROPHENOL (POWDER)

3-FLUORO-4-NITROPHENOL (SOLID)

3-FLUORO-4-NITROPHENOL

3-FLUORO-4-METHYLPYRIDINE

Phenol, 3-fluoro-4-nitro-

3-Fluoro-4-nitrophen

3-Fluoro-4-nitro-1-phenol

2-Fluoro-4-hydroxynitrobenzene

3-Fluoro-4-nitrophenol, 99% 1GR

3-Fluoro-4-nitrophenol, 99% 5GR

3- fluorine-4- nitrophenol

3-Fluoro-4-nitrophenol&gt

Dabrafenib Impurity 9

394-41-2

394-60-7

94-41-2

FNO2C6H3OH

C6H3FNO3

Organic Building Blocks

Phenols

Oxygen Compounds

Building Blocks

Organic Building Blocks

Oxygen Compounds

Phenols

Aromatic Phenols

Phenol&Thiophenol&Mercaptan

blocks

FluoroCompounds

NitroCompounds